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ChemicalBook CAS DataBase List METHYL 6-CHLORO-1H-INDAZOLE-3-CARBOXYLATE

METHYL 6-CHLORO-1H-INDAZOLE-3-CARBOXYLATE synthesis

3synthesis methods
-

Yield:717134-47-9 77%

Reaction Conditions:

with 2-Methyl-2-nitropropane in acetic acid at 90; for 1 h;Acidic conditions;

Steps:

1.d Example 1 (d) 6-CHLORO-1H-INDAZOLE-3-CARBOXYLIC acid methyl ester

To a solution of (2-Acetylamino-4-chloro-phenyl)-acetic acid methyl ester (32.0 g, 133 MMOL) in acetic acid (200 mL) stirred at 90 degree Celsius was added ter-butyl nitrite (20.5 mL, 172.3 MMOL) over 1 hour. The reaction was poured into water (1.4 L) and the solids were recovered by filtration. The yellow precipitate was dissolved in EtOAc, then washed with saturated NACI. The organic was dried over MGS04, filtered, and concentrated to a solid. The solids were triturated with hexanes and filtered to afford the desired material (21.63 g, 77%).

References:

WO2004/56806,2004,A1 Location in patent:Page 37