Category: 46064-79-3

Synthetic Route of 46064-79-3, The chemical industry reduces the impact on the environment during synthesis 46064-79-3, name is Methyl 3-amino-4-bromobenzoate, I believe this compound will play a more active role in future production and life.

A mixture of methyl 2-hydroxy-5,5-dimethylcyclohex-1-enecarboxylate (26 g, 0.141 mol), methyl 3-amino-4-bromobenzoate (25 g, 0.109 mol), polyphosphoric acid (220 g) and dioxane (220 mL) was heated at 130 C. for 5 hours. After cooling, the mixture was diluted with water. The resulting precipitate was collected by filtration and dried. The solid was suspended in methanol (400 mL), and TMSCl (90 mL) was added. The mixture was stirred at reflux for 5 hours, concentrated and treated with water (80 mL), extracted with ethyl acetate (250 mL). The organic layer was separated, concentrated and recrystallized with methanol to afford desired compound (10.6 g, 27%).

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-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhou, Changyou; Ren, Bo; Wang, Hexiang; US2015/18356; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 46064-79-3,Some common heterocyclic compound, 46064-79-3, name is Methyl 3-amino-4-bromobenzoate, molecular formula is C8H8BrNO2, 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 methyl 2-oxocyclooctanecarboxylate (32.0 g, 174 mmol), methyl 3-amino-4-bromobenzoate (20.0 g, 87 mmol) and ethanol (120 mL) was heated to reflux, at an oil bath of 130 C., acetic acid (1.5 mL) was added and the mixture was reflux for 1.5 hours. Hot PPA (200 g, 120 C.) was added to the reaction mixture carefully. The reaction mixture was heated at an oil bath of 130 C. for 3 hours. After cooling for a while, ice (200 g), ethyl acetate (60 mL) and petroleum ether (60 mL) were added to the reaction mixture, the mixture was concentrated until 200 mL solvent was removed. Then water (600 mL) and ethyl acetate (60 mL) were added, the resulting mixture was stayed at room temperature overnight. A light brown solid was slowly formed. The mixture was filtered and the filtered cake was dried to give a light brown solid, which was placed into methanol (90 mL). SOCl2 (30 mL) was added dropwise with cooling with an ice-bath. The resulting mixture was heated to reflux for 4 hours, concentrated and treated with saturated NaHCO3 solution (60 mL) and ethyl acetate (30 mL), filtered and the filtered cake was dried to give desired product (6.6 g) as a pale white solid (21%).

The synthetic route of 46064-79-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhou, Changyou; Ren, Bo; Wang, Hexiang; US2015/18356; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 46064-79-3, name is Methyl 3-amino-4-bromobenzoate, 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 46064-79-3, Safety of Methyl 3-amino-4-bromobenzoate

Methyl 3-amino-4-bromobenzoate (4 g, 17.39 mmol), (3-fluoropyridin-4- yl)boronic acid (5.5 g, 39.0 mmol), dioxane (10 mL), water (2 mL) and potassium carbonate (8.41 g, 60.9 mmol) were taken in a dried two neck RB (25mL) and purged with nitrogen for 10 minutes. To this mixture was added PdCi2(dppf) (1.27 g, 1.74 mmol) at 50 C. The mixture was flushed with nitrogen and heated at 80 C for 8 h. The reaction mixture was cooled to room temperature, then was diluted with the DCM. The organic phase was washed with the water, dried over sodium sulphate. The crude compound was purified by silica gel chromatography (ethyl acetate/petroleum ether, (30-65%) to afford 2.9 g (68%) of the title compound. LC-MS (ESI) m/z: 241.0 [M+H]+; XH NMR (400 MHz, chloroform-d) delta ppm 8.60 (d, J=1.57 Hz, 1 H) 8.52 (dd, J=4.86, 1.10 Hz, 1H) 7.48 – 7.52 (m, 2 H) 7.35 – 7.39 (m, 1H) 7.19 (d, J=7.78 Hz, 1H) 3.93 (s, 3 H) 3.79 – 3.84 (m, 2 H).

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; BRISTOL-MYERS SQUIBB COMPANY; QUAN, Mimi L.; HU, Zilun; WANG, Cailan; WO2015/2926; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

46064-79-3, name is Methyl 3-amino-4-bromobenzoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C8H8BrNO2

Benzoyl isothiocyanate (3.12 g, 19.1 mmol) was added to a stirred mixture ofmethyl 3-amino-4-bromobenzoate (4.0 g, 17.4 mmol) in acetone (40 ml) and the mixture was stirred at 60C for 6 hr. After being cooled to room temperature, the reaction mixture was evaporated under vacuum. The residue was purified by column chromatography on silica gel Isolute Flash Si; 50 g prepacked, eluted with EA/PE (0-30%) to give the title compound: LCMS (ESI) calc?d for C,6H,3BrN2O3S [M + H]: 393, 395 (1:1), found 393, 395 (1:1); ?H NMR (400 MHz, DMSO-d6): oe12.65 (s, 1H), 11.91 (s, 1H), 8.47 (d, J= 2.0 Hz, 1H), 8.02-8.00 (m, 2H), 7.92-7.91 (m, 1H), 7.81-7.80 (m, 1H), 7.78-7.69 (m, 1H), 7.58-7.54 (m, 2H), 3.88 (s, 3H).

The synthetic route of 46064-79-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BENNETT, Frank; JIANG, Jinlong; PASTERNAK, Alexander; DONG, Shuzhi; GU, Xin; SCOTT, Jack D.; TANG, Haiqun; ZHAO, Zhiqiang; HUANG, Yuhua; HUNTER, David; YANG, Dexi; ZHANG, Zhibo; FU, Jianmin; BAI, Yunfeng; ZHENG, Zhixiang; ZHANG, Xu; YOUNG, Katherine; XIAO, Li; (580 pag.)WO2016/206101; (2016); 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. 46064-79-3, name is Methyl 3-amino-4-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H8BrNO2

A mixture of methyl 2-hydroxy-5,5-dimethylcyclohex-1-enecarboxylate (26 g, 0.141 mol), methyl 3-amino-4-bromobenzoate (25 g, 0.109 mol), polyphosphoric acid (220 g) and dioxane (220 mL) was heated at 130 C for 5 hours. After cooling, the mixture was diluted with water. The resulting precipitate was collected by filtration and dried. The solid was suspended in methanol (400 mL), and TMSCl (90 mL) was added. The mixture was stirred at reflux for 5 hours, concentrated and treated with water (80 mL), extracted with ethyl acetate (250 mL). The organic layer was separated, concentrated and recrystallized with methanol to afford desired compound (10.6 g, 27%).

The synthetic route of 46064-79-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BEIGENE, LTD.; ZHOU, Changyou; REN, Bo; WANG, Hexiang; WO2013/97226; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 46064-79-3, A common heterocyclic compound, 46064-79-3, name is Methyl 3-amino-4-bromobenzoate, molecular formula is C8H8BrNO2, 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.

The intermediate compound prepared in step 4 (100 mg, 0.26 mmol) to N, N-dimethylformamide (2.6 ml) was addedAnd methyl 3-amino-4-bromobenzoate (59.8 mg, 0.26 mmol)And bis (triphenylphosphine) palladium (II) dichloride (21 mg, 0.03 mmol),Copper (I) iodide (5.7 mg, 0.03 mmol),Triethylamine (0.1 ml, 0.8 mmol) was added thereto, followed by stirring at 80 C for 4 hours.The reaction mixture was diluted with ethyl acetate and washed with distilled water.Dried over magnesium sulfate, filtered, concentrated and purified by silica gel chromatography to obtain the intermediate compound methyl 3-Amino-4 – ((2-chloro-4 – ((5- cyclopropyl-3- (2,6-dichlorophenyl)Isoxazol-4-yl) methoxy)Phenyl) ethynyl) benzoate (98.9 mg, 67%).

The synthetic route of 46064-79-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ildong Pharmaceutical Co., Ltd.; Kang Jae-hun; Lee Hong-seop; Lee Yun-seok; Jeong Jin-a; Kwon Seong-uk; Kim Gyeong-seon; Song Dong-geun; Choi Ji-hye; Hwang Hye-min; (43 pag.)KR2018/115126; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 46064-79-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 46064-79-3 name is Methyl 3-amino-4-bromobenzoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture of ethyl 1-benzyl-3-oxopiperidine-4-carboxylate (16.1 g, 70 mmol), methyl 3-amino-4-bromobenzoate (21.9 g, 84 mmol), polyphosphoric acid (120 g) and dioxane (120 mL) was heated at 110 C for 4 hours. After cooling to room temperature, the mixture was poured into ice water, filtered and the filtrate was extracted with EtOAc (500 mL x3). The combined organic layers were dried, and concentrated to give crude residue, which was chromatographed on silica gel using gradient eluant of 20% to 50% ethyl acetate in petroleum ether to give the crude product. Then the crude product was dissolved in MeOH (1 L), TMSCl (150 mL) was added, and the mixture was stirred at reflux for 12 h. After cooling to room temperature, the solvent was evaporated and the residue was recrystallized from MeOH to afford methyl 2-benzyl-9-bromo-5-oxo-1,2,3,4,5,10-hexahydrobenzo[b][1,7]naphthyridine-6-carboxylate (7.6 g).

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

Reference:
Patent; BEIGENE, LTD.; ZHOU, Changyou; REN, Bo; WANG, Hexiang; WO2013/97226; (2013); A1;,
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. 46064-79-3, name is Methyl 3-amino-4-bromobenzoate, This compound has unique chemical properties. The synthetic route is as follows., category: esters-buliding-blocks

A mixture of methyl 2-oxocyclooctanecarboxylate (32.0 g, 174 mmol), methyl 3-amino-4-bromobenzoate (20.0 g, 87 mmol) and ethanol (120 mL) was heated to reflux, at an oil bath of 130 C, acetic acid (1.5 mL) was added and the mixture was reflux for 1.5 hours. Hot PPA (200 g, 120 C) was added to the reaction mixture carefully. The reaction mixture was heated at an oil bath of 130 C for 3 hours. After cooling for a while, ice (200 g), ethyl acetate (60 mL) and petroleum ether (60 mL) were added to the reaction mixture, the mixture was concentrated until 200 mL solvent was removed. Then water (600 mL) and ethyl acetate (60 mL) were added, the resulting mixture was stayed at room temperature overnight. A light brown solid was slowly formed. The mixture was filtered and the filtered cake was dried to give a light brown solid, which was placed into methanol (90 mL). SOCl2 (30 mL) was added dropwise with cooling with an ice-bath. The resulting mixture was heated to reflux for 4 hours, concentrated and treated with saturated NaHCO3 solution (60 mL) and ethyl acetate (30 mL), filtered and the filtered cake was dried to give desired product (6.6 g) as a pale white solid (21%).

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 46064-79-3.

Reference:
Patent; BEIGENE, LTD.; ZHOU, Changyou; REN, Bo; WANG, Hexiang; WO2013/97226; (2013); 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 46064-79-3 as follows. 46064-79-3

Triethylamine (61 mg, 0.60 mmol) was added to a mixture of crude 2-methoxy-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid (110 mg, 0.5 mmol) (from Example 18 supra) and HATU (0.23 g, 0.6 mmol) (Aldrich) in DMF (5.0 mL) at room temperature. The resulting mixture was stirred until clear solution was obtained (light brown). Methyl 3-amino-4-bromobenzoate (0.14 g, 0.6 mmol) (Oakwood) was added. The mixture was stirred for another 20 hours. Precipitate formed. Water (50 mL), aqueous saturated sodium bicarbonate solution (10 mL), and ethyl acetate (30 mL) were added. After thorough mixing, pale yellow precipitate was collected by filtration, washed with water and ethyl acetate and dried in vacuum oven. Residue was recrystallized from DMF-ethyl acetate-hexanes to give product as pale yellow crystals. (Yield 0.04 g, 18.5%).HR-MS (ES+) m/z Calculated for C17H14BrN4O5 ([M+H]+): 433.0142. Found: 433.0143.

According to the analysis of related databases, 46064-79-3, the application of this compound in the production field has become more and more popular.

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,
Ester – an overview | ScienceDirect Topics