Methyl Acetate → HCID 59334646, compound

Participants

Reaction Steps

N-{[2-(5-Bromo-2-methyl-2H-indazol-4-yl)cyclopropyl]methyl}acetamide (200 mg, 0.621 mmol) obtained in Example 29, copper(I) bromide (89.0 mg, 0.621 mmol) and methyl acetate (148 μL, 1.863 mmol) were dissolved in 28% sodium methoxide methanol solution (8 mL), and the mixture was heated under reflux for 1.5 hr. The reaction mixture was diluted with aqueous hydrochloric acid solution, and the aqueous layer was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (methanol/ethyl acetate=3/97→10/90), HPLC and recrystallization (ethyl acetate/hexane) to give the title compound (27.1 mg, yield 16%).

Provenance & Evidence