Category: 17100-65-1

These common heterocyclic compound, 17100-65-1, name is Methyl 2-bromo-4-methoxybenzoate, 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: 17100-65-1

To a reaction vial containing 7-amino-4-chloro-isoindolin-1-one (250 mg, 1.37 mmol) in dioxane (10 mL) was added methyl 2-bromo-5-methoxy-benzoate (502 mg, 2.05 mmol), cesium carbonate (893 mg, 2.74 mmol), copper iodide (104 mg, 0.55 mmol) and (1S,2S)-N1,N2-dimethylcyclohexane-1,2-diamine (156 mg, 1.1 mmol). The mixture was purged with nitrogen, then warmed to 110 C. The reaction was stirred at 110 C. for 1 h and the reaction was monitored by LC-MS. Following completion, the reaction was allowed to cool and was then filtered through Celite and rinsed with ethyl acetate. The crude was purified by silica gel chromatography (0-50% ethyl acetate/hexane) to give methyl 2-(7-amino-4-chloro-1-oxo-isoindolin-2-yl)-5-methoxy-benzoate. MS: (ES) m/z calculated for C17H15ClN2O4[M+H]+ 347.1, found 347.1.

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

Reference:
Patent; CHEMOCENTRYX, INC.; CHEN, Xi; DRAGOLI, Dean R.; FAN, Junfa; KALISIAK, Jaroslaw; LELETI, Manmohan Reddy; MALATHONG, Viengkham; McMahon, Jeffrey; TANAKA, Hiroko; YANG, Ju; YU, Chao; ZHANG, Penglie; Mali, Venkat; (62 pag.)US2017/144996; (2017); A1;,
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Electric Literature of 17100-65-1,Some common heterocyclic compound, 17100-65-1, name is Methyl 2-bromo-4-methoxybenzoate, molecular formula is C9H9BrO3, 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.

10280] Synthesis of methyl 2-(6-tert-butyl-9H-pyrido[2,3- b]indol-9-yl)-4-methoxybenzoate: A mixture of 7-tert-butyl- 9H-pyrido[2,3-b]indole (3.07 g, 13.68 mmol, 1.0 eq), methyl 2-methyl 2-bromo-4-methoxybenzoate (5.03 g, 20.52 mmol, 1.5 eq), Cul (0.13 g, 0.68 mmol, 0.05 eq), K2C03 (3.97 g, 28.73 mmol, 2.1 eq), trans-N?,N2-dimeth- ylcyclohexane-1,2-diamine (0.39 g, 2.74 mmol, 0.2 eq) in DMSO (35 mE) was stirred at a temperature of 105-115 C.for 4 days under a nitrogen atmosphere and then cooled to ambient temperature. The mixture was diluted with ethyl acetate and filtered. The filtrate was washed with water three times, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The resulting residue was purified through column chromatography on silica gel using hexane/ ethyl acetate (10:1-5:1-3:1) as eluent to obtain the desired product as a yellow solid 3.52 g in 66% yield. ?H NMR (DMSO-d5, 400 MHz): oe 1.44 (s, 9H), 3.21 (s, 3H), 3.91 (s, 3H), 7.23-7.29 (m, 4H), 7.57 (dd, J=8.8, 2.0 Hz, 1H), 8.06 (d, J=9.2 Hz, 1H), 8.3 1-8.32 (m, 2H), 8.65 (d, J=8.0, 1.6 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-bromo-4-methoxybenzoate, its application will become more common.

Reference:
Patent; Arizona Board of Regents on behalf of Arizona State University; Li, Jian; Li, Guijie; (424 pag.)US2016/359125; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 17100-65-1, name is Methyl 2-bromo-4-methoxybenzoate, 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. SDS of cas: 17100-65-1

General procedure: Argon was bubbledthrough a mixture of boronic acid 13 [27] (1.43 g, 4.65 mmol), methyl 2-bromo-4-methoxybenzoate (14, 950mg, 3.88 mmol), and Cs2CO3 (5.06 g, 15.5 mmol) in DME/H2O (5:1, 10.5 mL of DME and 2.1 mL ofH2O) for 10 min. The Pd(PPh3)4 (448 mg, 0.39 mmol) catalyst was added to the mixture while argonbubbling was maintained through the mixture, and degassing was continued for an additional 5 min.The reaction mixture was microwaved with stirring at 110 C for 45 min in a Biotage apparatus [25].Then, the mixture was cooled to room temperature and filtered through a short celite pad. Volatileswere removed under reduced pressure, and Et2O was added. The ethereal solution was washed withwater and brine, dried over MgSO4, and concentrated under reduced pressure. Purification by flashcolumn chromatography on silica gel (10-30% EtOAc/hexane) gave 15 (1.4 g, 84% yield) as a yellow oil.

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

Reference:
Article; Liu, Yingpeng; Ho, Thanh C.; Baradwan, Mohammed; Lopez-Alberca, Maria Pascual; Iliopoulos-Tsoutsouvas, Christos; Nikas, Spyros P.; Makriyannis, Alexandros; Molecules; vol. 25; 3; (2020);,
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Adding a certain compound to certain chemical reactions, such as: 17100-65-1, name is Methyl 2-bromo-4-methoxybenzoate, 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 17100-65-1, HPLC of Formula: C9H9BrO3

A mixture of methyl 2-bromo-4- methoxybenzoate (4) (5.9 g, 23.9 mmol), butyl vinyl ether (15.4 mL, 119.4 mmol), Ph3P (939.0 mg, 3.6 mmol), Et3N (4.3 mL, 31.0 mmol), and Pd(OAc)2 (343.0 mg, 1.8 mmol) in MeCN (45 mL) is stirred under argon at 97 C for 18 h, cooled to room temperature, diluted with H2O (50 mL), and filtered through Celite (H2O rinse). The filtrate is concentrated to dryness at reduced pressure. The residue plus tetrahydrofuran (140 mL) and 10% HCl (140 mL) were stirred for 2 h. After tetrahydrofuran removal at reduced pressure, the residue is extracted with dichloromethane (3 x 70 mL). The extract is washed (brine) and dried. After solvent removal at reduced pressure, the residue is purified on silica gel (16.7% to 33.3% ethyl acetate/hexane) to give 4.8 g (96%) of 5 as a yellow solid, mp 48-50 C. IR 2962, 1733, 1688, 1258 cm”1; 1HNMR (CDCl3) delta 2.50 (s, 3H, CH3CO), 3.86 (s, 6H, CH3O, CO2CH3), 6.76 (d, J= 2.0 Hz, IH, 3-PhH), 6.93 (dd, J= 7.2, 2.0 Hz, IH, 5-PhH), 7.90 ppm (d, J= 7.2 Hz, IH, 6-PhH).

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

Reference:
Patent; BURNHAM INSTITUTE FOR MEDICAL RESEARCH; MERCOLA, Mark; DAWSON, Marcia, I.; CASHMAN, John; WO2010/33643; (2010); A2;,
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Ester – an overview | ScienceDirect Topics

Related Products of 17100-65-1, A common heterocyclic compound, 17100-65-1, name is Methyl 2-bromo-4-methoxybenzoate, molecular formula is C9H9BrO3, 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.

Methyl 2-bromo-4-methoxybenzoate(45 mg, 1.4 equiv), BINAP (50 mg, 0.08 equiv), Pd (OAc) 2 (11.2 mg, 0.05 equiv) ), Toluene 20mL, N2 protection, 110 , the reaction 18h, filtered and the solvent was recovered, column chromatography to give a solid 165mg, yield 57%.

The synthetic route of 17100-65-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fudan University; Shanghai Jiao Tong University; He Qiuqin; Yin Ming; Fan Renhua; Han Dandan; Zhou Kaiyi; Song Runzhe; Zhao Lu; (11 pag.)CN107056702; (2017); A;,
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Application of 17100-65-1, 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. 17100-65-1 name is Methyl 2-bromo-4-methoxybenzoate, 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 stirred solution of 2-Bromo-4-methoxy-benzoic acid methyl ester (6) (2.5 g, 10.201 mmol) in DMF (15 mL) was degassed for 15 minutes with argon followed by the addition of Zn(CN)2 (2.39 g, 20.402 mmol) and Pd(PPh3)4 (1.17 g, 1.02 mmol) and the reaction mixture was stirred at 100C for 16 hours. The reaction mixture was diluted with Ethyl acetate, washed with water and brine, dried over sodium sulfate and concentrated. The crude was purified by column chromatography (silica, gradient: 20-30%) EtOAc in Hexane) to afford the Intermediate 7 (900 mg, 46%) as white solid.

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

Reference:
Patent; THE BROAD INSTITUTE, INC.; THE GENERAL HOSPITAL CORPORATION; INSTITUTO CARLOS SLIM DE LA SALUD; BURNS, Sean, M.; WAGNER, Bridget, K.; VETERE, Amedeo; (189 pag.)WO2018/175324; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 17100-65-1,Some common heterocyclic compound, 17100-65-1, name is Methyl 2-bromo-4-methoxybenzoate, molecular formula is C9H9BrO3, 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.

(0580) Methyl 2-bromo-4-methoxybenzoate (20 g, 0.082 mol) was dissolved in N,N-dimethylformamide (100 mL), and cuprous cyanide (10.95 g, 0.123 mol) was added. (0581) The reaction was carried out at 150 C. for 4 h. The mixture was cooled, and was poured into saturated ammonium chloride aqueous solution. The mixture was extracted with ethyl acetate (150 mL¡Á3). The organic phases were combined, dried with anhydrous sodium sulfate, filtrated, and concentrated. The crude product was purified by silica gel column chromatography (petroleum ether:ethyl acetate=5:1) to get the title compound (9.8 g, yield: 62%).

The synthetic route of 17100-65-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; WU, Frank; (117 pag.)US2017/112833; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 17100-65-1, 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 17100-65-1 as follows.

[0162] Step c: To a reaction vial containing 7-amino-4-chloro-isoindolin-l-one (250 mg, 1.37 mmol) in dioxane (10 mL) was added methyl 2-bromo-5-methoxy-benzoate (502 mg, 2.05 mmol), cesium carbonate (893 mg, 2.74 mmol), copper iodide (104 mg, 0.55 mmol) and (1S,2S)- Nl,N2-dimethylcyclohexane-l,2-diamine (156 mg, 1.1 mmol). The mixture was purged with nitrogen, then warmed to 110 C. The reaction was stirred at 110 C for lh and the reaction was monitored by LC-MS. Following completion, the reaction was allowed to cool and was then filtered through Celite and rinsed with ethyl acetate. The crude was purified by silica gel chromatography (0-50% ethyl acetate/hexane) to give methyl 2-(7-amino-4-chloro-l-oxo- isoindolin-2-yl)-5-methoxy-benzoate. MS: (ES) m/z calculated for CI7HI5C1N204[M+H]+347.1, found 347.1.

According to the analysis of related databases, 17100-65-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHEMOCENTRYX, INC.; CHEN, Xi; DRAGOLI, Dean, R.; FAN, Junfa; KALISIAK, Jaroslaw; LELETI, Manmohan, Reddy; MALATHONG, Viengkham; MCMAHON, Jeffrey; TANKAKA, Hiroko; YANG, Ju; YU, Chao; ZHANG, Penglie; MALI, Venkat; (104 pag.)WO2017/87610; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics