Category: 61644-18-6

Synthetic Route of 61644-18-6, 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. 61644-18-6, name is Chloromethyl isobutyrate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Alternatively, a mixture of chioromethyl 2-methyl- propanoate (1.0 eq), fumaric acid (5.0 g, 1.0 eq), and DIEA (2.0 eq) was stirred between 50 to 70 C. overnight. The reaction was diluted with ethyl acetate and washed with water and brine. The organic phase was separated, dried over Na2504, filtered and concentrated in vacuo to yield the crude product. The crude material was then purified by silica gel column chromatography using dichloromethane and methanol to yield compound (6b).

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, Chloromethyl isobutyrate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nguyen, Mark Quang; (47 pag.)US2016/229819; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 61644-18-6, A common heterocyclic compound, 61644-18-6, name is Chloromethyl isobutyrate, molecular formula is C5H9ClO2, 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.

Example 9 Preparation of (Z)-(N’-(2,6-dimethylphenyl)-N-(2-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)cyclopropyl)-carbamimidoylthio)methyl isobutyrate (Compound 15) To a solution of 1-(2,6-dimethylphenyl)-3-(2-(4-(1-(4-(trifluoromethoxy)-phenyl)-1H-1,2,4-triazol-3-yl)phenyl)cyclopropyl)thiourea (75 mg, 0.143 mmol) in chloroform (CHCl3; 0.72 mL) was added chloromethyl isobutyrate (31.1 mg, 0.172 mmol). The mixture was heated at 100 C. for 1 h. The mixture was cooled to 25 C., and the residue was purified by silica gel chromatography (EtOAc-hexanes gradient) to afford the title compound (17.3 mg, 19%) as a yellow oil: IR vmax 3332 (br), 3124, 2976, 2939, 1739, 1631, 1590, 1518, 1264, 1171, 986 cm-1; 1H NMR (400 MHz, CDCl3) delta 8.54 (s, 1H), 8.09 (d, J=8.3 Hz, 2H), 7.79 (d, J=9.0 Hz, 2H), 7.37 (d, J=8.3 Hz, 2H), 7.20 (d, J=7.2 Hz, 2H), 7.02 (d, J=7.5 Hz, 2H), 6.88 (t, J=7.5 Hz, 1H), 5.65 (br s, 2H), 2.88 (br s, 1H), 2.68-2.52 (m, 1H), 2.10 (s, 6H), 1.82-1.46 (m, 2H), 1.46-1.22 (m, 2H), 1.22-1.18 (m, 6H); ESIMS m/z 624 (M+H).

The synthetic route of 61644-18-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; Crouse, Gary D.; Lambert, William T.; Sparks, Thomas C.; Hegde, Vidyadhar B.; US2012/202688; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 61644-18-6, A common heterocyclic compound, 61644-18-6, name is Chloromethyl isobutyrate, molecular formula is C5H9ClO2, 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.

EXAMPLE 6 Preparation of isobutyryloxymethyl trans-4-aminomethylcyclohexanecarboxylate (Method A) Sodium bromide (3.8 g; 0.037 mol and isobutyryloxymethyl chloride (5.1 g; 0.037 mol) was mixed with dimethylformamide (40 ml) and stirred for 3 h at room temperature. Trans-4-(tert.-butoxycarbonylaminomethyl)cyclohexane carboxylic acid (15.4 g; 0.06 mol) dissolved in dimethylformamide (100 ml) and triethylamine (12 g; 0.12 mol) was added and the stirring continued for 100 h at room temperature. The solvent was evaporated and water and diethylether were added. The ether layer was washed, dried and evaporated to give 6.1 g. This product was dissolved in ethyl acetate and ethyl acetate/hydrochloric acid was added. After 3 h at room temperature ether was added and the precipitate collected. Yield 3.5 g., m.p. 100 C. The product was dissolved in chloroform. Some undissolved material was filtered off and the solution was evaporated. M.p. 104 C. Calculated for: C13 H24 Cl NO4: C 53.2, H 8.23, N 4.77, O 21.8, Cl 12.1, found: 53.5, 7.78, 4.65, 21.2, 12.1.

The synthetic route of 61644-18-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KabiVitrum AB; US4483867; (1984); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 61644-18-6, 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. 61644-18-6, name is Chloromethyl isobutyrate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 8 Preparation of ((2-(((3S,7R,8R,9S)-7,8-dibenzyl-9-methyl-2-oxooxonan-3-yl)carbamoyl)-4-methoxypyridin-3-yl)oxy)methyl isobutyrate (Compound 7) To a solution of N-((3S,7R,8R,9S)-7,8-dibenzyl-9-methyl-2-oxooxonan-3-yl)-3-hydroxy-4-methoxypicolinamide (77 mg, 0.153 mmol) in acetone (3 mL) were added chloromethyl isobutyrate (31.4 mg, 0.230 mmol), NaI (4.6 mg, 0.031 mmol) and Na2CO3 (32.5 mg, 0.306 mmol), and the solution was heated to 50 C. and stirred for overnight. The solution was cooled to room temperature and concentrated, and the residue was purified by flash chromatography (SiO2, 0?100% EtOAc in hexanes) to provide the title compound (79 mg, 86%) as a colorless oil: See Table 2 for characterization data.

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, Chloromethyl isobutyrate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dow AgroSciences LLC; Lu, Yu; Boebel, Timothy A.; Li, Fangzheng; Bravo-Altamirano, Karla; Daeuble, SR., John F.; Yao, Chenglin; Meyer, Kevin G.; US2015/322051; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 61644-18-6, name is Chloromethyl isobutyrate, 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 61644-18-6, HPLC of Formula: C5H9ClO2

A solution of compound Int-1 (100 mg, 0.239 mmol) in 1.2 mL of acetonitrile, was treated with potassium carbonate (99 mg, 0.717 mmol), potassium iodide (119 mg, 0.717 mmol), 18-crown-6 (3.16 mg, 0.012 mmol) followed by chloromethyl isobutyrate (65.3 mg, 0.478 mmol). The reaction mixture was stirred at 80C for 16 h. The resulting mixture was cooled to room temperature, and partitioned between ethyl acetate and water. The aqueous phase was back extracted with ethyl acetate and the combined organic layers were dried over Na2S04, filtrered, and concentrated in vacuo. The residue was purified on a XBridge1M C18, 30×250 mm column, eluting with acetonitrile / water (5 mM NH4HCO3) at 50 mL / min using a 20 min 20-90% acetonitrile / water gradient. Clean fractions were partitioned between water and (0266) dichloromethane. The organic phase was dried over Na2S04, filtered and concentrated to give compound 14. (0267) Compound 14: 1H MR (500 MHz, DMSO-i4) delta 10.30 (t, J= 5.9 Hz, 1H), 8.55 (s, 1H), 7.40 (td, J= 8.7, 6.6 Hz, 1H), 7.23 (td, J= 10.0, 2.6 Hz, 1H), 7.05 (td, J= 8.6, 2.5 Hz, 1H), 5.84 – 5.61 (m, 2H), 4.63 (dd, J= 14.4, 2.2 Hz, 1H), 4.58 – 4.46 (m, 3H), 3.89 (m, 1H), 3.87 – 3.76 (m, 1H), 3.44 (m, 1H), 2.45 (m, 1H), 2.23 (d, J= 10.2 Hz, 1H), 1.48 – 1.30 (m, 3H), 1.11 (s, 3H), 1.04 (d, J= 7.0 Hz, 6H). LCMS M+l = 519.3.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; YU, Tao; MCCAULEY, John, A.; WHITEHEAD, Alan; APGAR, James, M.; RAHEEM, Izzat, T.; DONG, Guizhen; WADDELL, Sherman, T.; LI, Hong; (43 pag.)WO2018/140368; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 61644-18-6, name is Chloromethyl isobutyrate, 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 61644-18-6, COA of Formula: C5H9ClO2

General procedure: To a solution of Compound 54B (150 mg, 0.24 mmol) in DMF (10 mL) was added chloromethyl isobutyrate (36 mg, 0.24 mmol) and Na2CO3 (50 mg, 0.48 mmol). The reaction mixture was stirred at 50 C for 3 hour. After cooling down to room temperature, the mixture was diluted with water (50 mL) and extracted with ethyl acetate (20 mL x 3). The combined extracts were washed with brine (50 mL), dried over anhydrous sodium sulfate, filtered, and concentrated to furnish Compound 54C. LC-MS (ESI) m/z: non-ionizable compound under routine conditions used.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHAO, Qi; (737 pag.)WO2019/133770; (2019); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 61644-18-6, name is Chloromethyl isobutyrate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Chloromethyl isobutyrate

Example 2 Preparation of 2-((3S,7R,8R,9S)-8-(isobutyryloxy)-3-(3-(isobutyryloxymethoxy)-4-methoxypicolinamido)-9-methyl-2,6-dioxo-1,5-dioxonan-7-yl)ethyl benzoate (Compound 19) To a mixture of 2-((3S,7R,8R,9S)-3-(3-hydroxy-4-methoxypicolinamido)-8-(isobutyryloxy)-9-methyl-2,6-dioxo-1,5-dioxonan-7-yl)ethyl benzoate (50 mg, 0.087 mmol), Na2CO3 (15 mg, 0.14 mmol) and NaI (3.09 mg, 0.021 mmol) in acetone (0.6 mL) was added chloromethyl isobutyrate (15.4 mg, 0.114 mmol) slowly at room temperature (about 22 C.). The resulting reaction mixture was warmed to 50 C. and stirred at 50 C. overnight. The solvent was evaporated and the crude residue was purified via flash chromatography (SiO2, hexanes/EtOAc gradient) to afford the title compound (35 mg, 76%) as an off-white solid: mp 48-50 C.; 1H NMR (300 MHz, CDCl3) delta 8.55 (d, J=7.9 Hz, 1H), 8.26 (d, J=5.5 Hz, 1H), 8.04-7.87 (m, 2H), 7.55 (t, J=7.4 Hz, 1H), 7.43 (t, J=7.5 Hz, 2H), 6.95 (d, J=5.4 Hz, 1H), 5.85-5.62 (m, 2H), 5.41 (s, 1H), 5.26-5.06 (m, 2H), 4.94 (dd, J=9.8, 6.3 Hz, 1H), 4.42-4.19 (m, 2H), 3.92 (d, J=14.3 Hz, 3H), 3.65 (s, 1H), 2.76 (t, J=9.5 Hz, 1H), 2.62 (dt, J=10.8, 5.5 Hz, 1H), 2.58-2.47 (m, 1H), 2.30 (s, 1H), 1.82 (s, 1H), 1.29 (d, J=6.3 Hz, 3H), 1.21 (dd, J=7.0, 0.9 Hz, 6H), 1.13 (d, J=7.0 Hz, 6H); ESIMS m/z 673 ([M+H]+).

According to the analysis of related databases, 61644-18-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dow AgroSciences LLC; Meyer, Kevin G.; Li, Fangzheng; Renga, James M.; Owen, W. John; Nugent, Benjamin M.; Yao, Chenglin; Wang, Nick X.; US2013/296371; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A common compound: 61644-18-6, name is Chloromethyl isobutyrate, belongs to esters-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 61644-18-6

At room temperature,N-(3-(5-(4-Chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)-propane-1-sulfonamide (0.1g, 0.2mmol)And triethylamine (57 muL, 0.40 mmol) was dissolved in DMF (1 mL).And add to it Chloromethyl isobutyrate(34 mg, 0.25 mmol).The reaction mixture was stirred at room temperature for 16 hr and then evaporated.The residue was purified by silica gel column chromatography ( petroleum ether / ethyl acetate (v/v) = 4/1 to 3/1).The title compound was obtained as a white solid (45 mg,37.5%).

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, 61644-18-6, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Wang Tingjin; Tang Yin; Sun Mingming; Wang Qian; (74 pag.)CN103626765; (2016); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 61644-18-6, name is Chloromethyl isobutyrate, I believe this compound will play a more active role in future production and life. 61644-18-6

A mixture of chloromethyl 2-methylpropanoate (1.5 eq), tert-butyl hydrogen fumarate (0.5 g, 1.0 eq), and Cs2CO3 (2.0 eq) in N-methylpyrrolidone (10 mL) was stirred between 50 to 70 C. overnight. The reaction was concentrated in vacuo to a residue, diluted with ethyl acetate, and washed with water, saturated bicarbonate solution and brine. The organic phase was separated, dried over Na2SO4, filtered and concentrated in vacuo to yield the crude product. The crude material was then purified by silica gel column chromatography using ethyl acetate and hexanes to yield compound (6a).

The chemical industry reduces the impact on the environment during synthesis 61644-18-6. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Nguyen, Mark Quang; (47 pag.)US2016/229819; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 61644-18-6 as follows. 61644-18-6

Example 6 Isobutyroxymethyl methyl 4-(2′,3′-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate To a stirred mixture of 1,4-dihydro-2,6-dimethyl-4-(2′,3′-dichorophenyl)-5-carboxymethyl-3-pyridinecarboxylic acid (5.11 g, 14 mmol) and sodium bicarbonate (2.39 g, 28 mmol) in DMF (250 ml) under argon atmosphere was added chloromethyl isobutyrate (2.93 g, 21 mmol). The reaction mixture was heated for 80 C. for 18 h. Workup by evaporation of solvent. The crude residue was dissolved in dichloromethane and washed with sodium bicarbonate-solution. The organic layer was dried and evaporated. The residue was chromatographed on silica gel by gradient eluation (dichloromethane to 25% ethyl acetate in dichloromethane). Recrystallization from diisopropylether gave colorless crystals (3.35, 52%), mp. 145 C. 1 H-NMR (CDCl3): 7.30-7.04 (m, 3H); 5.73 (d, J=5.5 Hz, 1H); 5.71 (d, J=5.5 Hz, 1H); 5.68 (s, 1H); 5.47 (s, 1 H); 3.60 (s, 3H); 2.49 (m, 1 H); 2.33 (s, 3H); 2.31 (s, 3H); 1.10 (m, 6H). 13 C-NMR (CDCI3): 175.66; 167.62; 165.77; 147.44; 146.47; 143.78; 132.97; 131.24; 129.81; 128.33; 126.93; 103.99; 102.06; 78.89; 50.86; 38.63; 33.69; 19.83; 19.22; 18.55.

According to the analysis of related databases, 61644-18-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Astra Aktiebolag; US5856346; (1999); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics