Month: July 2021

Synthetic Route of 653-92-9, The chemical industry reduces the impact on the environment during synthesis 653-92-9, name is Methyl 2-bromo-4-fluorobenzoate, I believe this compound will play a more active role in future production and life.

[000106] To a stirred solution of methyl 2-bromo-4-fluorobenzoate 36 (2 g, 8.58 mmol) in 1,4- dioxane (50 mL) under inert atmosphere were added (4-methoxyphenyl) methanethiol 8 (1.58 g, 10.25 mmol), cesium carbonate (4.18 g, 12.80 mmol) at RT and purged under argon atmosphere for 30 mm. To this was added Pd(dppf)2C12 (306 mg, 0.42 mmol); heated to 120 C and stirred for 16 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was diluted with water (20 mL) and extracted with EtOAc (2 x 250 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 7% EtOAc/ hexanes to afford compound 37 (1.6 g, 61%) as an off-white solid. TLC: 10% EtOAc/ hexanes(R 0.4); 1H NMR (CDC13, 400 MHz): oe 8.01 (dd, J 8.7, 6.2 Hz, 1H), 7.34 (d, J 7.9 Hz, 2H), 7.04 (dd, J= 10.3, 2.4 Hz, 1H), 6.88-6.80 (m, 3H), 4.09 (s, 2H), 3.88 (s, 3H), 3.80 (s, 3H).

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 2-bromo-4-fluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION; ASSEMBLY BIOSCIENCES, INC.; TURNER, William W.; ARNOLD, Lee Daniel; MAAG, Hans; ZLOTNICK, Adam; WO2015/138895; (2015); A1;,
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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. 223519-11-7, name is Methyl 3-amino-5-bromo-4-methylbenzoate, A new synthetic method of this compound is introduced below., Formula: C9H10BrNO2

4.2.1 Methyl 4-bromo-1H-indazole-6-carboxylate (13) To a stirred solution of amine 12 (4.50 g, 18.4 mmol) in acetic acid (80 mL), was added a solution of sodium nitrite (1.39 g, 20.3 mmol) in water (8 mL). The mixture was stirred overnight and then concentrated under reduced pressure. The residue was diluted with saturated sodium hydrogen carbonate (100 mL), extracted with ethyl acetate (3*30 mL) and the combined organic extracts were subject to standard workup. The crude product was recrystallised from toluene and the mother liquors were purified by flash chromatography (15% EtOAc/hexanes) to afford the indazole 13 (3.38 g, 72%) as a pale orange solid; Rf (15% EtOAc/hexanes) 0.25; mp 173-174 C; deltaH (DMSO-d6): 13.83 (1H, br s), 8.16 (2H, s), 7.78 (1H, d, J 1.0 Hz), 3.90 (3H, s); deltaC (DMSO-d6): 165.3, 139.7, 133.4, 128.4, 125.9, 122.6, 113.2, 111.9, 52.5; m/z (ESI): 254.9 (M[79Br]H+), 256.9 (M[81Br]H+); HRMS (ESI): M[79Br]H+, found 254.9765. C9H8BrN2O2 requires 254.9769.

The synthetic route of 223519-11-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Brzozowski, Martin; O’Brien, Nathan J.; Wilson, David J.D.; Abbott, Belinda M.; Tetrahedron; vol. 70; 2; (2014); p. 318 – 326;,
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Related Products of 52727-57-8, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 52727-57-8 as follows.

a) Methyl 2-amino-5-cyanobenzoate b) Methyl 2-amino-3-ethyl-5-cyanobenzoate A mixture of methyl 2-amino-5-bromobenzoate (4.6 g, 20 mmol), and CuCN (1.97 g, 22 mmol) in NMP (20 mL) was heated to 190 C. and 3 h. The reaction mixture was poured into a solution of ethylene diamine 4 mL) in H2O(16 mL) and extracted with toluene (4*20 mL). The extracts were dried (Na2SO4). Removal of the solvent gave the title compound a) (i.e., R8 is hydrogen). Use of methyl 2-amino-5-bromo-3-ethyl bromobenzoate gave the title compound b) (iLe., R8 is ethyl).

According to the analysis of related databases, 52727-57-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bi, Yingzhi; Yu, Guixue; Rotella, David P.; Macor, John E.; US2002/177587; (2002); A1;,
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Electric Literature of 764667-64-3,Some common heterocyclic compound, 764667-64-3, name is 5-(1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione, molecular formula is C14H11F3O5, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

547 gm of 4-oxo-4-[3-(trifiuoromethyl)-556-dihydro[l,2,4]triazolo[4,3-alpha]pyrazin-7(8H)- yl]-l-(2,4,5-trifiuororhohenyl)butan-2-one (Formula V) was obtained by adding 500 gm of 5-[l-hydroxy-2-(2,4,5-trifluorophehy)ethylidene]-2,2-dimethyl-l ,3-dioxane-4,6- dione in to the solution 5000 ml toluene containing 440 gm of ‘ 3-(trifluoromethyl)-5,6,7,8-tetrahydro[l,2,4]triazolo[4,3-?]pyrazine .hydrochloride (Formula VI) and 1100 ml of diisopropyl ethylamine at 25-3O0C followed by heating the reaction mass to toluene reflux temperature till the completion of reaction monitor by TLC or HPLC. Isolation of the above said product done by’, ethylacetate and. aqueous -acidic workup followed by distillation.The isolated compound has been characterized by, Mass and HPLC purity. Mass : 407.18 [M+H]+HPLC purity ‘ . : NLT – 85 %. ‘ ‘ ‘ i

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-(1-Hydroxy-2-(2,4,5-trifluorophenyl)ethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione, its application will become more common.

Reference:
Patent; GLENMARK GENERICS LIMITED; WO2009/84024; (2009); A2;,
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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. 89-91-8, name is Methyl 2,2-dimethoxyacetate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C5H10O4

12. 55 g (0.094 mol) of methyl 2, 2-dimethoxyacetate and12 g (0.24 mol) of hydrazine hydrate were mixed in a 100 mL round-bottomed flask and heated to 100 C and maintained at 100 C for 5 h, after which the temperature was slowly heated to 160 C over 4 h (15 C) The excess hydrazine hydrate and water produced during the reaction were removed and maintained at 160 C for 10 h. The column was cooled (the volume ratio of the eluent used was ethyl acetate: petroleum ether = 4: 1) 4-amino-3,5-dimethoxymethyl-4-yl-1,2,4-triazole (11) 9.88 was obtained in 45% yield. Melting point: 71-74 (:. The reaction of dimethoxy acetic acid methyl ester and hydrazine hydrate molar ratio is 1: 2.5;

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 89-91-8.

Reference:
Patent; Tianjin Normal University; Tian, Li; Shang, Zhou; Yong, Li Xin; (13 pag.)CN103980256; (2016); B;,
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Adding a certain compound to certain chemical reactions, such as: 383-62-0, name is Ethyl 2-chloro-2,2-difluoroacetate, 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 383-62-0, HPLC of Formula: C4H5ClF2O2

100 mg (0.172 mmol) of example 15A are dissolved in 1.5 ml of anhydrous N,N-dimethylformamide, admixed with 121 mg (0.87 mmol) of potassium carbonate and stirred for 30 min. 68.9 mg (0.435 mmol) of ethyl chloro(difluoro)acetate are added and the mixture is heated to 60 C. for 6 h. Then it is filtered and purified by preparative HPLC with a water/acetonitrile gradient. The product fractions are concentrated to dryness under reduced pressure and the residue is dried under reduced pressure. This affords 21 mg (19% of theory) of the desired compound. 1H NMR (400 MHz, DMSO-d6, delta/ppm): delta=9.0 (t, 1H), 7.6 (d, 1H), 7.05 (b, 2H), 7.5 (d, 2H), 7.3 (d, 1H), 7.2 (d, 1H), 7.05 (t, 1H), 6.3 (t, 1H), 4.85 (m, 1H), 4.2 (t, 1H), 3.9 (m, 1H), 3.6 (t, 2H), 2.0 (s, 3H). LC-MS (Method 4): Rt=2.04 min MS (ESIpos): m/z=510 (M+H)+

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, Ethyl 2-chloro-2,2-difluoroacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER SCHERING PHARMA ATIENGESELLSCHAFT; US2010/298293; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, 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 37746-78-4, name: (E)-Ethyl 4-bromobut-2-enoate

General procedure: To a 50-mL round-bottomed flask were added ethyl pyrazole-5-carboxylate 1 (1.00 mmol), ethyl 4-bromobut-2-enoate 2 (2.00 mmol), potassium carbonate (0.28 g, 2.05 mmol) and C2H5OH (20 mL). The mixture was refluxed for 8 h. And then they were poured into water (100 mL) and extracted with CH2Cl2 (3 × 30 mL). The combined extracts were washed with water, dried over anhydrous Na2SO4 and filtered, and the solvent was removed by rotary evaporation. The crude products were purified by column chromatography to afford compounds 3a-f in 42-60%.

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, (E)-Ethyl 4-bromobut-2-enoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yan, Peiling; Duan, Guiyun; Ji, Ruixue; Ge, Yanqing; Tetrahedron Letters; vol. 59; 25; (2018); p. 2426 – 2429;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 924-99-2 as follows. Safety of Ethyl 3-(dimethylamino)acrylate

Example 194-Methyl-2- [2-(3-pyridin-2-yl-isoxazol-4-yl)-ethyl] -thiazole-5-carboxylic acid (tetra- hydro-pyran-4-yl)-amidea) 3-Pyridin-2-yl-isoxazole-4-carboxylic acid ethyl esterTo a solution of N-chlorosuccinimide (54.7 g, 409 mmol) in DMF (1 L) was added pyridine-2-carbaldoxime (50 g, 409 mmol) portionwise and the resulting mixture was then stirred for 64 h at room temperature. To this solution was then added ethyl 3-(N5N- dimethylamino)acrylate (58.6 g, 409 mmol) and triethylamine (82.9 mL, 819 mmol) in chloroform (10 mL) and the resulting mixture was then stirred for 14 h at room temperature and poured onto a mixture of ice water and HCl (4 N, 100 mL) and extracted with ethylacetate. The organic extract was then washed with water, saturated aqueous sodium hydrogen carbonate solution, brine, dried with sodium sulfate, filtered and evaporated. Purification by distillation afforded the title product (58.9 g, 66%) which was obtained as a light brown liquid. Bp 125-127C at 0.4 mbar. MS: m/e = 219.2 [M+H]+.

According to the analysis of related databases, 924-99-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; JAKOB-ROETNE, Roland; LUCAS, Matthew, C.; THOMAS, Andrew; WO2010/127974; (2010); A1;,
Ester – Wikipedia,
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Related Products of 42122-75-8, These common heterocyclic compound, 42122-75-8, name is Methyl 5-amino-2-chlorobenzoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A mixture of 2-methyl-5-[(1-methylcyclohexylcarbonylamino)methyl]benzoyl chloride (0.266 g, 0.864 mmol) in 5 mL THF was added to methyl 5-amino-2-chloro-benzoate (0.160 g, 0.864 mmol) and 0.42 mL TEA in 10 mL THF. The mixture was stirred overnight and concentrated. EtOAc was added to the residue and the organic phase was washed with water and 2 M aq. HCl solution and dried with Na2SO4. The crude mixture was purified via MPLC. Yield: 0.21 g (53%). MS [M+H]+=457 (Cl isotope pattern); TLC: Rf=0.44 (silica gel, DCM:EtOH 19:1).

The synthetic route of 42122-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/263556; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 29823-21-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 29823-21-0 as follows.

To a solution of sodium ethoxide (1.422 g, 20.9 mmol) in EtOH (10 mL) was added diethyl acetonedicarboxylate (4.23 g, 3.800 mL, 20.9 mmole). The stirred solution was heated to the reflux temperature, and then ethyl 8-bromooctanoate (XD-013-19, 5.24 g, 20.9 mmol) was added slowly. Stirring and heating were continued for two hours. After another solution of sodium ethoxide (20.9 mmole in 10 mL of EtOH) was added at reflux temperature, another 20.9 mmole of ethyl 8-bromooctanoate was added dropwise. The mixture was heated and stirred for 16 hours after addition was complete. Most of the ethanol was removed under reduced pressure. To the residue were added water (70 mL) and ether (250 mL). Saturated NH4C1 solution was added to adjust to pH 7. The two layers were separated. The ethereal solution was washed again with dilute NH4C1, brine. Concentration led to a brownish oil (11.44 g). The oil was hydrolyzed by boiling for 18 hours with a mixture of concentrated hydrochloric acid (21 mL) and glacial acetic acid (10.5 mL). The hydrolysis mixture was evaporated to dryness under reduced pressure, and the solid residue was washed with water and was crystallized from acetone. The product was dried well and was obtained as a pale solid (1.74 g).

According to the analysis of related databases, 29823-21-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALNYLAM PHARMACEUTICALS, INC.; ANSELL, Steven, Michial; DU, Xinyao; WO2013/86322; (2013); A1;,
Ester – Wikipedia,
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