Hexane → methyl 1H-indazole-3-carboxylate

Participants

Reaction Conditions

Reaction Steps

Indazole-3-carboxylic acid (5.00 g, 30.8 mmol) was dissolved in THF (200 ml) and methanol (15 ml). To the resulting solution was added (trimethylsilyl)diazomethane (a 2.0M n-hexane solution, 20 ml, 40.1 mmol) under stirring at 0° C. After stirring at room temperature for 3 hours, the reaction mixture was distilled under reduced pressure to remove the solvent. The residue was crystallized by the addition of n-hexane, and the crystals thus obtained were collected by filtration and dried under reduced pressure to give methyl indazole-3-carboxylate (3.71 g, 68%) as a colorless solid.

Provenance & Evidence