Category: 169044-96-6

Reference of 169044-96-6, 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. 169044-96-6, name is Methyl 2-amino-5-bromo-4-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of compound 35 (500 mg, 1.92 mmol) inDMF (10 mL) were added 4,4,5,5-tetramethyl-2-(3-methylbut-2-enyl)-1,3,2-dioxaborolane (452 mg,2.31 mmol), Pd(dppf)2Cl2 (140 mg, 0.19 mmol) andCs2CO3 (1253 mg, 3.85 mmol). The mixture was stirred at70 C for 24 h with the protection of N2. It was cooled to RTand diluted with water and extracted with ethyl acetate. Thecombined organic layers were washed with brine. It wasdried over Na2SO4 and filtered. The filtrate was concentratedand the residue was purified by silica gel columnchromatography eluting with cyclohexane/EA (uv254,20:1) to give pale-yellow powder 36 (198.0 mg, 43.0%). 36:1H NMR (500 MHz, CDCl3) delta 7.63 (s, 1H), 7.35 (dd, J =8.6, 4.2 Hz, 4H), 6.94 (dd, J = 24.0, 8.6Hz, 4H), 6.07 (s,1H), 5.26 (t, J = 7.3 Hz, 1H), 4.99 (s, 2H), 4.64 (dd, J =13.8, 3.5 Hz, 1H), 4.41 (s, 1H), 3.81 (s, 3H), 3.80 (s, 3H),3.19 (d, J = 7.3 Hz, 2H), 2.78 (dd, J = 16.1, 13.9 Hz, 1H),2.65 (dd, J = 16.2, 2.7 Hz, 1H), 1.72 (s, 3H), 1.69 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis Methyl 2-amino-5-bromo-4-methoxybenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Yi, Jingyu; Du, Guoxin; Zhao, Yuanyuan; Zhang, Liuqiang; Li, Bo; Zhu, Weiliang; Huang, Cheng; Li, Yiming; Guo, Fujiang; Medicinal Chemistry Research; vol. 27; 7; (2018); p. 1851 – 1862;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 169044-96-6, 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. 169044-96-6 name is Methyl 2-amino-5-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.

Step 3: 6-Bromo-7-methoxyquinazoiine-2,4( lH,3H)-dioneTo a stirred suspension of methyl 2-amino-5-bromo-4-methoxybenzoate (5.5 g, 0.021 mol) in acetic acid (25 mL) was added 0.1 M aqueous solution of potassium cyanate (7.49 g, 0.10 mol) dropwise at room temperature. The reaction mixture was stirred at 50C for 24 h. The solid separated was filtered, washed with water (20 mL) followed by 10% EtOAc in hexane (50 mL) and dried under vacuum to afford the corresponding urea.To the stirred suspension of the above urea in methanol (20 mL) was added 2N sodium hydroxide (10 mL). The reaction mixture was stirred at 90C for 1 h. The mixture was cooled to room temperature, acidified with 3M hydrochloric acid to pH 3. The solid obtained was filtered and dried under vacuum to afford the title compound as white solid (3.5 g, 61% yield). *H NMR (400 MHz, DMSO-d6) : delta 11.29 (s, 1H), 11.18 (S, 1H), 7.94 (S, 1H), 6.74 (s, 1H), 3.90 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-amino-5-bromo-4-methoxybenzoate, and friends who are interested can also refer to it.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott, K.; SMITH, Roger, A.; REDDY, Sanjeeva; JOHN, Tyler, M.; NYAVANANDI, Vijay, Kumar; SUBRAMANYA, Hosahalli; POTLURI, Vijay; PANIGRAHI, Sunil, Kumar; NADIPALLI, Prabhakara, Rao; SENGUPTA, Saumitra; WO2014/169167; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics