7149-03-3 Archives - Esters-buliding-blocks

Extracurricular laboratory: Synthetic route of Ethyl 4-amino-3-bromobenzoate

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7149-03-3, its application will become more common.

Some common heterocyclic compound, 7149-03-3, name is Ethyl 4-amino-3-bromobenzoate, molecular formula is C9H10BrNO2, 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. Formula: C9H10BrNO2

The title compound was prepared following the procedure described in step-3 of Intermediate-33 by using 2-chloro-4-(4,4,5,5-tetramethyl- 1,3 ,2-dioxaborolan-2-yl)benzonitrile (0.950 g,3.S8mmol), ethyl 4-amino-3-bromobenzoate (step-2 of Intermediate-33, 0.850 g, 3.51 mmol),Pd(dppCi2(O.145 g, 0J77 rnrnoi), diglyme (10 mL), K2C03 (0.728 g, 5.27 mmol) to afford0.720 g of title product. ?H NMR (300 MHz, DMSO-d6): 8.04-8.01(d, J = 8.4Hz, 1H), 7.76(m, 2H), 7.57 (m, 2H), 6.80 (d, 1H), 5.96 (s, 2H), 4.22-4.20 (q, J = 6.9Hz, 2H), 1.28-1.23 (t, J = 6.9Hz, 3H):_To a solution of ethyl 4-amino-3-bromobenzoate (5.0 g, 20.66 mmol), (4- cyanophenyl)boronic acid (3.33 g, 22.72 mmol) and Pd(dppf)C12 (0.843 g, 1.03 mmoi) indiglyme (10 mL) was added K2C03 (4.27 g, 30.99 mmol). The reaction mixture was heated at80C for 4 h. The reaction mass was quenched with water and extracted with EtOAc. The organic layer was washed with water and brine. The organic layer was separated, dried, filtered and concentrated to afford 2.7 g of title product. ?H NMR (300 MHz, DMSO-d6): 7.92-7.89 (d, J = 7.8 Hz, 2H), 7.69-7.67 (d, J = 8.7 Hz, 1H), 7.63-7.60 (d, J = 7.8 Hz, 2H),7.56 (s, 1H), 6.8 1-6.78 (d, J = 8.4Hz, 1H), 5.83 (br s, 2H), 4.22-4.20 (q, J = 6.9 Hz, 2H),1.28-1.23 (t, J= 7.5 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7149-03-3, its application will become more common.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; MUTHUKAMAN, Nagarajan; PISAL, Dnyandeo; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; KADAM, Sheetal R; (303 pag.)WO2016/55947; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The important role of C9H10BrNO2

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 4-amino-3-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference of 7149-03-3, 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. 7149-03-3, name is Ethyl 4-amino-3-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(4-cyanophenyl)zinc pivalate (lg) reacts well with different aromatic andheteroaroamatic bromides and the corresponding cross-coupling products are obtained in 56- 88 % yield (entries 11-13).

Reference:
Patent; LUDWIG-MAXIMILIANS-UNIVERSITAeT MUeNCHEN; KNOCHEL, Paul; BERNHARDT, Sebastian; MANOLIKAKES, Georg; WO2012/85168; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Continuously updated synthesis method about 7149-03-3

Adding a certain compound to certain chemical reactions, such as: 7149-03-3, name is Ethyl 4-amino-3-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 7149-03-3, name: Ethyl 4-amino-3-bromobenzoate

To a solution of ethyl 4-amino-3-bromobenzoate (5.0 g, 20.66 mmol), (4- cyanophenyl)boronic acid (3.33 g, 22.72 mmol) and Pd(dppf)C12 (0.843 g, 1.03 mmoi) indiglyme (10 mL) was added K2C03 (4.27 g, 30.99 mmol). The reaction mixture was heated at80C for 4 h. The reaction mass was quenched with water and extracted with EtOAc. The organic layer was washed with water and brine. The organic layer was separated, dried, filtered and concentrated to afford 2.7 g of title product. ?H NMR (300 MHz, DMSO-d6): 7.92-7.89 (d, J = 7.8 Hz, 2H), 7.69-7.67 (d, J = 8.7 Hz, 1H), 7.63-7.60 (d, J = 7.8 Hz, 2H),7.56 (s, 1H), 6.8 1-6.78 (d, J = 8.4Hz, 1H), 5.83 (br s, 2H), 4.22-4.20 (q, J = 6.9 Hz, 2H),1.28-1.23 (t, J= 7.5 Hz, 3H).

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The important role of 7149-03-3

The synthetic route of 7149-03-3 has been constantly updated, and we look forward to future research findings.

Related Products of 7149-03-3, A common heterocyclic compound, 7149-03-3, name is Ethyl 4-amino-3-bromobenzoate, molecular formula is C9H10BrNO2, 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.

Compound 11b (11.8 g, 48.34 mmol) was dissolved in concentrated hydrochloric acid (60.43 mL, 12N) at -10C, then a solution of sodium nitrite (4.00 g, 58.01 mmol) in water (300 mL) was added dropwise. The resulting reaction solution was reacted at 0C for 0.5 hour, and added at -10C in portions to another reaction vessel containing cuprous chloride (1.44 g, 14.50 mmol) and liquid sulfur dioxide (9.29 g, 145.03 mmol). . The resulting reaction solution was reacted at 0C for 0.5 hours. After extraction with ethyl acetate (100 mL¡Á3), the organic phase was washed with saturated brine (100 mL¡Á3), dried over anhydrous sodium sulfate, filtered, and concentrated to give compound 11c (14.00 g).

The synthetic route of 7149-03-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhengda Tianqing Pharmaceutical Group Co., Ltd.; Nanjing Mingde Drug Discovery Co., Ltd.; Yao Yuanshan; Chen Bin; Chen Yuan; Li Ao; Xu Ran; Huang Zhensheng; Tian Dongdong; Li Hongwei; Yang Chengshuai; Li Jian; Chen Shuhui; (26 pag.)CN107987072; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Analyzing the synthesis route of 7149-03-3

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(3-(Trifluoromethyl)benzyl)zinc pivalate (In) reacts smoothly with 3-bromo-l- (phenylsulfonyl)-lH-indole (5o) and the benzocain derivative 5j, bearing a unprotected amine function, in good yields (66-86 %; entries 22-23).

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