Methanamine, N-methoxy-, hydrochloride (1:1) → HCID 86707416, compound

Participants

Reaction Steps

A solution of 3-(8-tert-butylquinolin-2-yl)-[1,2,4]triazolo[4,3-a]pyridine-6-carboxylic acid (0.60 g, 1.73 mmol) and N,O-dimethylhydroxylamine hydrochloride (0.25 g, 2.60 mmol) and DIEA (0.91 mL, 5.20 mmol) in DMF (1 mL) was added HATU (1.15 g, 3.03 mmol) and the reaction mixture was stirred at ambient temperature for 1 hour. Water (10 mL) and ethyl acetate (30 mL) were added. The organic layer was separated, washed with brine, dried (sodium sulfate), filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (1:3 hexane/ethyl acetate) to give 3-(8-tert-butylquinolin-2-yl)-N-methoxy-N-methyl-[1,2,4]triazolo[4,3-a]pyridine-6-carboxamide (0.54 g, 80.6%) as solid.

Provenance & Evidence