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ChemicalBook CAS DataBase List METHYL 5-BROMO-1H-INDAZOLE-3-CARBOXYLATE
78155-74-5

METHYL 5-BROMO-1H-INDAZOLE-3-CARBOXYLATE synthesis

5synthesis methods
-

Yield:78155-74-5 98%

Reaction Conditions:

with sulfuric acid for 4 h;Reflux;Inert atmosphere;

Steps:

25.2 Step 2

Concentrated sulfuric acid (1 mL) was added to a suspension of 5- bromo-lH-indazole-3-carboxylic acid (CXV) (1.30 g, 5.39 mmol) in dry MeOH (50 mL) and heated to reflux for 4 h under argon. The solution was cooled to room temperature and the MeOH was evaporated under vacuum. The residue was dissolved in EtOAc and washed with water. The organic phase was dried over Na2S04, filtered and concentrated to afford methyl 5-bromo-lH-indazole-3-carboxylate (CXVI) as a white solid (1.35 g, 5.29 mmol, 98% yield). 1H NMR (DMSO-d6) δ ppm 14.13 (s, 1H), 8.21 (d, J = 1.6 Hz, 1H), 7.67 (d, J= 7.2 Hz, 1H), 7.59 (dd, J= 7.2, 1.2 Hz, 1H), 3.92 (s, 3H); ESIMS found for C9H7BrN202 mlz 256.0 (M+H).

References:

WO2013/40215,2013,A1 Location in patent:Paragraph 00340

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