23-Sep-2021 News Some tips on 18595-18-1

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 3-amino-4-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference of 18595-18-1, The chemical industry reduces the impact on the environment during synthesis 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, I believe this compound will play a more active role in future production and life.

Step 1: Preparation of methyl 1H-indazole-6-carboxylate (A-2) [0301] Methyl 3-amino-4-methylbenzoate (A-1) (5.0 g, 30.2 mmol) was dissolved in AcOH (140 mL). Sodium nitrite (2.1 g, 30.2 mmol) in water (3.5 mL) was added drop-wise to the solution while stirring at 0 C. The ice bath was removed and the mixture was stirred overnight. Solvents were evaporated, and the mixture was diluted with water (80 mL) and extracted with EtOAc (3×30 mL). The combined organics were washed with water and brine (2×200 mL), dried and evaporated to afford 2 (4.4 g), yield 83%. LCMS (ESI): calc’d for C9H8N2O2, [M+H]+: 177. found: 177.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 3-amino-4-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Barr, Kenneth J.; Maclean, John K.; Zhang, Hongjun; Beresis, Richard T.; Zhang, Dongshan; Andresen, Brian M.; Anthony, Neville J.; Lapointe, Blair T.; Sciammetta, Nunzio; US2015/191434; (2015); A1;,
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17-Sep-2021 News Continuously updated synthesis method about 18595-18-1

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 18595-18-1.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Methyl 3-amino-4-methylbenzoate

Step 1. Preparation of methyl 1H-indazole-6-carboxylate (i-14b).Methyl 3-amino-4-methylbenzoate (i-14a) (5.0 g, 30.2 mmol) was dissolved in AcOH (140 mL). Sodium nitrite (2.1 g, 30.2 mmol) in water (3.5 mL) was added dropwise to the solution of starting material under ice-cooling at room temperature. The ice bath was removed and themixture was stirred overnight. Half of the solvent was evaporated, the mixture was diluted with water (80 mL) and extracted with EtOAc (3×30 mL). The collected organic phase was washed with water and brine (2×200 mL), dried and evaporated to afford the title compound (4.4 g), yield 83%. LCMS (ESI): calc?d for C9H8N202, [M+H]: 177, found: 177.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 18595-18-1.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BARR, Kenneth Jay; MACLEAN, John; ZHANG, Hongjun; BERESIS, Richard Thomas; WO2014/28600; (2014); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

9/10/2021 News Share a compound : 18595-18-1

The synthetic route of Methyl 3-amino-4-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference of 18595-18-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Triethylamine (0.12 g, 1.12 mmol) was added to a mixture of crude 2-methoxy-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid (0.22 g, 1 mmol) (from Example 18 supra) and HATU (0.43 g, 1.12 mmol) (Aldrich) in DMF (10 mL) at room temperature. Mixture was stirred until clear solution was obtained (light brown). 3-Amino-p-toluic acid methyl ester (0.2 g, 1.2 mmol) (TCI-US) was added. Mixture was stirred for another 18 hours. Precipitate was formed. Water (45 mL), saturated aqueous sodium bicarbonate solution (5 mL), and ethyl acetate (20 mL) were added. After thorough mixing, yellow precipitate was collected by filtration, washed with water and ethyl acetate and dried in vacuum oven. (Yield 0.25 g, 67.9%). Sample was recrystallized from DMF with trace amounts of water to give 3-[(2-methoxy-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carbonyl)-amino]-4-methyl-benzoic acid methyl ester as pale yellow crystals that contained trace amounts of DMF. (Yield 0.23 g, 62%).LR-LC/MS (APCi+) m/z [M+H]+ 369.

The synthetic route of Methyl 3-amino-4-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anderson, Kevin; Chen, Yi; Chen, Zhi; Luk, Kin-Chun; Rossman, Pamela Loreen; Sun, Hongmao; Wovkulich, Peter Michael; US2012/184542; (2012); A1;,
Ester – Wikipedia,
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9/7/2021 News New learning discoveries about 18595-18-1

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3-amino-4-methylbenzoate, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 18595-18-1, Quality Control of Methyl 3-amino-4-methylbenzoate

To a suspension of imidazo[1 ,2-a]pyridine-3-carboxylic acid (1 ) (4.09 g, 25.3 mmol) in dichloromethane (100 mL) and DMF (0.25 mL) at 0 C was added oxalyl chloride (4.15 mL, 48.0 mmol) dropwise over 10 minutes. The reaction was slowly warmed to room temperature and stirred until complete conversion was detected by LCMS. The reaction was subsequently reduced to dryness and suspended in dichloromethane (100 mL) and was added a solution of methyl 3-amino-4-methylbenzoate (2) (4.6 g, 27.9 mmol) in dichloromethane (100 mL) and triethylamine (7.1 mL) . Contents were stirred at room temperature for 4 hours and diluted with dichloromethane (100 mL). The reaction was washed with water, saturated NaHC03, brine, dried over magnesium sulfate, filtered and reduced to dryness. The crude solid was triturated with diethyl ether to remove excess aniline and dried to afford methyl 3-(imidazo[1 ,2-a]pyridine-3-carboxamido)-4- methylbenzoate (3) as a white solid. MS m/z 310.1 (M+1 ) +.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3-amino-4-methylbenzoate, and friends who are interested can also refer to it.

Reference:
Patent; IRM LLC; NOVARTIS PHARMACEUTICALS UK LIMITED; LIANG, Fang; GIBNEY, Michael; YEH, Vince; LI, Xiaolin; MOLTENI, Valentina; SHAW, Duncan; BERMAN, Ashley Mitchell; LEWIS, Sarah; LOREN, Jon; FURMINGER, Vikki; WO2013/33620; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

9/2/2021 News Extended knowledge of 18595-18-1

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 18595-18-1.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Methyl 3-amino-4-methylbenzoate

Methyl-3-amino-4-methyl benzoate (50 g), cyanamide (42 g) was added to ethanol (300 rnL) in a round bottom flask at 25-35C. Concentrated hydrochloric acid (21.2 mL) was added to the reaction mass in a drop-wise manner at 25-35C under nitrogen atmosphere. The reaction mass was heated to 80-85C and, stirred for 6 hours. Then thereaction mass was concentrated under vacuum at less than 50C, then cooled to25-35C. Water (350 mL) was added to the reaction mass, cooled to 0-5C and stirred for 15 mins. Aqueous sodium nitrate solution (51.5 gin 135 ml of DM water) was added to the reaction mass at 0-5C in 45 rnins. The precipitate formed was filtered, washed with DM water, acetone followed by methyl tert-butylether (MTBE), and dried undervacuum at 50-55C to provide the title compound (47.5 g).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 18595-18-1.

Reference:
Patent; LAURUS LABS PRIVATE LIMITED; CHAVA, Satyanarayana; GORANTLA, Seeta Rama Anjaneyulu; INDUKURI, Venkata Sunil Kumar; MOTURU, Venkata Rama Krishna Murthy; JAMJANAM, Srivardhana Rao; SELA, Venkata Purushottama Siva Prasad; WO2015/87343; (2015); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Simple exploration of C9H11NO2

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, A new synthetic method of this compound is introduced below., Computed Properties of C9H11NO2

General procedure: Water (4 mL) and HBF4 (~48-50% aq. sol., 4 mL) was added to the aniline (0.50 mmol, 1.0 equiv.) and stirred for a couple of minutes at room temperature in an open reaction flask. NaNO2 (0.038 g,1.1 equiv.) in water (2.8 mL) was added dropwise at 0C and stirred for 30 minutes. To the cold solution of the resulting diazonium salt was added sat. aq. copper(II)sulfate (50 mL), followed by copper(I)oxide (1.0 equiv., 0.072 g), and stirred at room temperature for 30 minutes. The reaction mixture was extracted with CH2Cl2, dried (MgSO4)and evaporated in vacuo. The crude products were purified by silica gel chromatography.Potential hazard note: Diazonium compounds can be explosive, however, the risk is greatly reduced by following several rules for precaution.[17]Additional points that render the experimental procedure reported herein safer is that the diazonium salt is prepared in situ under dilute conditions and is not isolated, the reaction is performed open to air, the reaction temperature is 0C to ambient, HBF4-is used as the counterion in this procedure, and arene diazonium tetra-fluoroborates, in contrast to the chloride salts, are renowned in general for their enhanced thermal stability and shockin sensitivity. Nevertheless, care should always be taken when handling diazonium compounds.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Kristianslund, Renate; Vik, Anders; Hansen, Trond V.; Synthetic Communications; vol. 48; 21; (2018); p. 2809 – 2814;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Simple exploration of 18595-18-1

The chemical industry reduces the impact on the environment during synthesis Methyl 3-amino-4-methylbenzoate. I believe this compound will play a more active role in future production and life.

Reference of 18595-18-1, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

5-Amino-2-bromo-4-methyl-benzoic acid methyl ester (69B): Following a similar procedure reported in J. Med. Chem. 1999, 42, 3701, 5-amino-2-bromo-4-methyl-benzoic acid methyl ester was prepared from methyl 3-amino-4-methylbenzoate in 77% yield. 1H-NMR (500 MHz, CDCl3).7.34 (s, 1H), 7.16 (s, 1H), 3.90 (s, 3H), 3.74 (br s, 2H), 2.19 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis Methyl 3-amino-4-methylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bhisetti, Govinda R.; Saunders, Jeffrey O.; Murcko, Mark A.; Lepre, Christopher A.; Britt, Shawn D.; Come, Jon H.; Deininger, David D.; Wang, Tianshang; US2003/95958; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Extracurricular laboratory: Synthetic route of 18595-18-1

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 3-amino-4-methylbenzoate

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 3-amino-4-methylbenzoate

2.47 g (34.5 mmol) of sodium nitrite was dissolved in 3.8 ml of water, and it was added dropwise to a mixture of 5.64 g (34.1 mmol) of methyl 3-amino-4-methyl-benzoate and 140 ml of acetic acid under ice-cooling. After the temperature of the reaction mixture was allowed to warm to room temperature and the mixture was stirred overnight, water was added to the mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and then dried over magnesium sulfate and filtered. The solvent was distilled off to give 4.83 g (yield: 80%) of methyl indazole-6-carboxylate. MASS(ESI+) m/z= 177 (M+H)+

The synthetic route of 18595-18-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nissan Chemical Industries, Ltd.; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP2045253; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Continuously updated synthesis method about 18595-18-1

Application of 18595-18-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Application of 18595-18-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of imidazo[1 ,2-a]pyridine-3-carboxylic acid (1 ) (4.09 g, 25.3 mmol) in dichloromethane (100 mL) and DMF (0.25 mL) at 0 C was added oxalyl chloride (4.15 mL, 48.0 mmol) dropwise over 10 minutes. The reaction was slowly warmed to room temperature and stirred until complete conversion was detected by LCMS. The reaction was subsequently reduced to dryness and suspended in dichloromethane (100 mL) and was added a solution of methyl 3-amino-4-methylbenzoate (2) (4.6 g, 27.9 mmol) in dichloromethane (100 mL) and triethylamine (7.1 mL) . Contents were stirred at room temperature for 4 hours and diluted with dichloromethane (100 mL). The reaction was washed with water, saturated NaHC03, brine, dried over magnesium sulfate, filtered and reduced to dryness. The crude solid was triturated with diethyl ether to remove excess aniline and dried to afford methyl 3-(imidazo[1 ,2-a]pyridine-3-carboxamido)-4- methylbenzoate (3) as a white solid. MS m/z 310.1 (M+1 ) +. To a suspension of 3-(imidazo[1 ,2-a]pyridine-3-carboxamido)-4-methylbenzoate (3) (5.43 g, 17.6 mmol) in THF (225 ml) and MeOH (150 mL) was added LiOH 3 M (17.5 mL) and water (50 mL). The reaction was stirred at room temperature for 12 hours then reduced in volume on roto-vap to remove THF and MeOH. The mixture was diluted with water (75 mL) and neutralized with HCI (17.5 mL of a 3M solution). The resulting precipitate was filtered, washed with water and dried under vacuum to afford 3-(imidazo[1 ,2-a]pyridine-3-carboxamido)-4-methylbenzoic acid (4) as a white solid. 1 H NMR (400MHz, c 6-DMSO) delta 10.0 (s, 1 H), 9.45 (dt, J = 6.8, 1 .2 Hz, 1 H), 8.58 (s, 1 H), 7.98 (d, J = 2.0 Hz, 1 H), 7.79 (dt, J = 9.2, 1 .2 Hz, 1 H), 7.76 (dd, J = 8.0, 1 .6 Hz, 1 H), 7.52 (ddd, J = 9.2, 9.2, 1 .2 Hz, 1 H), 7.43 (d, J = 8.0 Hz, 1 H), 7.17 (td, J = 6.8, 1 .2 Hz, 1 H), 2.35 (s, 3H). MS m/z 296.1 (M+1 ) +.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 3-amino-4-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IRM LLC; LIU, Xiaodong; LI, Xiaolin; LOREN, Jon; MOLTENI, Valentina; NABAKKA, Juliet; NGUYEN, Bao; PETRASSI, Hank Michael James; YEH, Vince; WO2013/33116; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Extended knowledge of C9H11NO2

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 3-amino-4-methylbenzoate

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 3-amino-4-methylbenzoate

Step 1: synthesis of methyl 3-(7-aminothieno[2,3-b]pyrazine-6-carboxamido)-4-methylbenzoate (108) A solution of 7-aminothieno[2,3-b]pyrazine-6-carboxylic acid (8) (2.56 mmol, 500 mg), methyl 3-amino-4-methylbenzoate (2.56 mmol, 423 mg), TBTU (3.84 mmol, 1234 mg) and DIPEA (7.68 mmol, 1.260 mL in DMF (10 mL) was stirred 2 days at 80 C. The brown solution was poured into citric acid solution, the precipitation was filtered of and washed with water. Purification by chromatography (0-40% ethyl acetate in CH2Cl2) gave methyl 3-(7-aminothieno[2,3-b]pyrazine-6-carboxamido)-4-methylbenzoate 108 (143 mg, 15%). (m/z)=343 (M+H)+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Folmer, Brigitte Johanna Bernita; Man, de Adrianus Petrus Antonius; Gernette, Elisabeth Sophia; Corte Real Goncalves Azevedo, Rita; Ibrahim, Hemen; US2013/79341; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics