Category: 85953-29-3

Adding a certain compound to certain chemical reactions, such as: 85953-29-3, name is Methyl 2-chloro-4-fluorobenzoate, 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 85953-29-3, Safety of Methyl 2-chloro-4-fluorobenzoate

A mixture of 2-chloro-4-fluoro-benzoic acid methyl ester (3.51 g, 18.6 mmol), morpholine (1.95 mL, 22.3 mmol) and potassium carbonate (5.12 g, 37.1 mmol) in N-methylpyrrolidinone (20 mL) was stirred at 120C for 5h. The reaction was cooled, diluted with ethyl acetate and filtered through Celite. The filtrate was washed four times with water, once with brine, was dried (sodium sulfate) and evaporated. Purification by flash chromatography (SiO2) eluted with 2:8 ethyl acetate : hexanes to provid 2-chloro-4-morpholin-4-yl-benzoic acid methyl ester (3.08 g, 65% yield) as a white solid. . 1H-NMR (CDCl3, 500 MHz) 7.79 (d, 1H), 6.81 (d, 1H), 6.67 (dd, 1H), 3.81 (s, 3H), 3.78 (m, 4H), 3.20 (m, 4H) ppm; MS (FIA) 256.1 (M+H); HPLC (Method A) 3.275 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-chloro-4-fluorobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2004/46120; (2004); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 85953-29-3,Some common heterocyclic compound, 85953-29-3, name is Methyl 2-chloro-4-fluorobenzoate, molecular formula is C8H6ClFO2, 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.

20.85 g of methyl 2-chloro-4-fluorobenzoate were dissolved in 150 ml of N-methylpyrrolidone, 30.68 g of potassium carbonate and 9.38 ml of 3-methylpyrazole were added thereto, and the mixture was stirred at 120 C for 3 hours.. Additionally, thereto was added 1.79 ml of 3-methylpyrazole, and the mixture was stirred at 120 C for 3 hours.. The reaction solution was cooled, mixed with water, and extracted with EtOAc. The organic layer was washed with water and brine, and then dried over magnesium sulfate.. The solvent was evaporated, and then the residue was purified by silica gel column chromatography (hexane-EtOAc (20:1)) to obtain 9.25 g of methyl 2-chloro-4-(3-metyl-1H-pyrazol-1-yl)benzoate.

The synthetic route of 85953-29-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1445253; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 85953-29-3, 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. 85953-29-3, name is Methyl 2-chloro-4-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Step A. 2-Chloro-4-(3-methyl-1H-pyrazol-1-yl)-benzoic acid methyl ester Under anhydrous conditions a stirred suspension of hexane washed potassium hydride (0.424 g, 10.6 mmol) in 5 mL of dimethylformamide was treated in one portion with 3-methyl pyrazole (0.85 mL, 10.6 mmol). After the gas evolution ceased, 2-chloro-4-fluorobenzoic acid methyl ester (2.0 g, 10.6 mmol) was added to the clear solution. The mixture was heated at 130 C. for 15 minutes, cooled, and partitioned between ethyl acetate and brine. The organic layer was washed with water and brine, and dried over sodium sulfate. Removal of solvent afforded 2.2 g of a yellow oil consisting of a mixture of 3-methyl and 5-methylpyrazole regioisomers. In addition, about 20% of the acid derived from hydrolysis of the ester was detected by analysis of the NMR spectrum of the crude product. The desired 3-methylpyrazole regioisomer was separated from the 5-methyl isomer of Example 22 by flash chromatography (on silica Merck-60, dichloromethane-hexane 2:1) and was isolated as a white solid (1.55 g, 56%). NMR (DMSO-d6, 400 MHz): delta 2.264 (s, 3H, CCH3), 3.845 (s, 3H, OCH3), 6.40 (d, 1H), 7.865 (dd, 1H), 7.93 (d, 1H), 8.00 (s, 1H), 8.535 (d, 1H). MS (EI, m/z): 250/252 [M]+, 219.

The chemical industry reduces the impact on the environment during synthesis Methyl 2-chloro-4-fluorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; American Home Products Corporation; US6194407; (2001); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 85953-29-3, 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. 85953-29-3, name is Methyl 2-chloro-4-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Step A. 2-Chloro-4-(3-methyl-1H-pyrazol-1-yl)-benzoic acid methyl ester Under anhydrous conditions a stirred suspension of hexane washed potassium hydride (0.424 g, 10.6 mmol) in 5 mL of dimethylformamide was treated in one portion with 3-methyl pyrazole (0.85 mL, 10.6 mmol). After the gas evolution ceased, 2-chloro-4-fluorobenzoic acid methyl ester (2.0 g, 10.6 mmol) was added to the clear solution. The mixture was heated at 130 C. for 15 minutes, cooled, and partitioned between ethyl acetate and brine. The organic layer was washed with water and brine, and dried over sodium sulfate. Removal of solvent afforded 2.2 g of a yellow oil consisting of a mixture of 3-methyl and 5-methylpyrazole regioisomers. In addition, about 20% of the acid derived from hydrolysis of the ester was detected by analysis of the NMR spectrum of the crude product. The desired 3-methylpyrazole regioisomer was separated from the 5-methyl isomer of Example 22 by flash chromatography (on silica Merck-60, dichloromethane-hexane 2:1) and was isolated as a white solid (1.55 g, 56%). NMR (DMSO-d6, 400 MHz): delta 2.264 (s, 3H, CCH3), 3.845 (s, 3H, OCH3), 6.40 (d, 1H), 7.865 (dd, 1H), 7.93 (d, 1H), 8.00 (s, 1H), 8.535 (d, 1H). MS (EI, m/z): 250/252 [M]+, 219.

The chemical industry reduces the impact on the environment during synthesis Methyl 2-chloro-4-fluorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; American Home Products Corporation; US6194407; (2001); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 85953-29-3, 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. 85953-29-3, name is Methyl 2-chloro-4-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1 : tert-butyl 4-((l-(3-chloro-4-(methoxycarbonyl)phenyl)piperidin-4-yl)methyl)piperidine- 1-carboxylate A mixture of methyl 2-chloro-4-fluorobenzoate (367 mg, 1.95 mmol), tert-butyl 4-(piperidin-4- y lmethyl)piperi dine- 1-carboxy late (500 mg, 1.77 mmol), and CS2CO3 (1269 mg, 3.89 mmol) in DMSO (8.8 ml) was degassed by bubbling with N2 and heated at 120C for lh under microwave condition. The mixture was diluted with EtOAc-H20, and the aq. layer was extracted with EtOAc (3x). The combined organic fractions were dried over Na2SC>4, filtered and the solvent was evaporated under reduced pressure. The reaction mixture was purified by ISCO column chromatography (silica gel ISCO 40 g prepacked column, eluting with 0-100% EtOAc/Hexane) to give the title compound (578 mg). LCMS m/z (M+H): Calc’d 451.2, found 451.4.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; RUDD, Michael, T.; BENNETT, David Jonathan; WAI, Jenny; MENG, Zhaoyang; (257 pag.)WO2017/95758; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 85953-29-3, name is Methyl 2-chloro-4-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H6ClFO2

Methyl(2-chloro-4-fluorophenyl)formate (134.8 g) obtained above was suspended in conc. sulfuric acid (50 ml). To the suspension, a mixture of conc. sulfuric acid (50 ml) and conc. nitric acid (50 ml) was added at about 30 C., and the mixture was stirred for 1 hour at this temperature. The reaction mixture was poured into ice-water, and precipitated crystals were collected and washed with water. Methyl(2-chloro-4-fluoro-5-nitrophenyl)formate (143 g) was thus obtained. M.P., 53-55 C.

The synthetic route of 85953-29-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Company, Limited; US4670046; (1987); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 85953-29-3, name is Methyl 2-chloro-4-fluorobenzoate, 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. Recommanded Product: 85953-29-3

2-Chloro-4-fluoro-benzoic acid methyl ester (500 mg, 2.65 mmol) and 4-bromophenol (504 mg, 2.9131 mmol) were sequentially added to the dry reaction flask.Potassium carbonate (731 mg, 5.2971 mmol), DMAc (5 mL), protected by a nitrogen balloonThe reaction was heated to 120 C for 12 h, cooled to rt then water (20 mL) and ethyl acetate (20 mL). The aqueous phase was added with 1 M hydrochloric acid, and the pH was adjusted to 3-4, then ethyl acetate (15 mL) was added to precipitate a white solid and filtered.The filter cake was washed with ethyl acetate (5 mL).The title compound is a white solid(230 mg, 27%).

The synthetic route of Methyl 2-chloro-4-fluorobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Liu Xinchang; Huang Jianzhou; Zhang Yingjun; S ¡¤geerdeman; (267 pag.)CN109111451; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 85953-29-3, name is Methyl 2-chloro-4-fluorobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 2-chloro-4-fluorobenzoate

A mixture of tert-butyl 4,4′-bipiperidine-l -carboxylate (1-2) (268 mg, 1 mmol, 1.0 eq), methyl 2- chloro-4-fluorobenzoate (5-1) (226 mg, 1.2 mmol, 1.2 eq) and K2CO3 (414 mg, 3 mmol, 3 eq) in NMP (5 ml) was stirred at 120 C for 3 h. After cooling to room temperature, the mixture was diluted with EtOAc (80 niL), washed with water (20 mL x3), brine (10 mL), dried over sodium sulfate and purified by column chromatography (PE:EA =5: 1-3: 1 ) to give tert-butyl l’-(3- chloro-4-(methoxycarbonyl)phenyl)-4,4′-bipiperidine-l-carboxylate (5-2). LRMS m/z (M+Na) 459.2 found, 459.2 required

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; MERCK SHARP & DOHME CORP.; STACHEL, Shawn, J.; BENNETT, David Jonathan; BRNARDIC, Edward, J.; LIVERTON, Nigel, J.; MANLEY, Peter, J.; MENG, Zhaoyang; NANDA, Kausik, K.; RUDD, Michael, T.; WAI, Jenny; (137 pag.)WO2017/83219; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics