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ChemicalBook CAS DataBase List 1H-Pyrrolo[2,3-b]pyridine, 3-broMo-2-Methyl-

1H-Pyrrolo[2,3-b]pyridine, 3-broMo-2-Methyl- synthesis

5synthesis methods
-

Yield:145934-58-3 85%

Reaction Conditions:

with bromine in N,N-dimethyl-formamide at 20; for 4 h;

Steps:

38.1 Step 1: 3 -bromo-2-methyl- 1 H-pyrrolo[2,3 -blpyridine

[00396] To a solution of 2-methyl-1H-pyrrolo[2,3-b]pyridine (500 mg, 3.78 mmol) in DMF (8 mL) was added bromine (0.22 mL, 4.16 mmol). The reaction mixture was stirred at r.t. for 4 h. A saturated aqueous Na25203 solution (100 mL) was added, and the resulting mixture was extracted with EtOAc (100 mL x 2). The combined organic phases were washed with saturated brine (100 mL x 3), dried over Na2504, filtered, and the filtrate was concentrated in vacuo. The residue was purified by silica gel chromatograph (PE/EtOAc (v/v) = 4/1) to give the tilte compound as a yellow solid (679 mg, 85%).1H NMR (400 MHz, DMSO-d6) (ppm): 12.19 (s, 1H), 8.27 (d, J = 4.8 Hz, 1H), 7.82 (d, J = 7.8 Hz, 1H), 7.15 (dd, J 7.8, 4.9 Hz, 1H), 2.56 (s, 3H).

References:

WO2017/97234,2017,A1 Location in patent:Paragraph 00396