Triethylamine → (R)-Benzyl 3-(7-methyl-1H-indazol-5-yl)-1-oxo-1-(pyridin-2-ylmethylamino)propan-2-ylcarbamate

Participants

Reaction Conditions

Reaction Steps

2-(Benzyloxycarbonyl)-3-(7-methyl-1H-indazol-5-yl)propanoic acid (0.47 g, 1.32 mmol), hydroxybenzotriazole (0.2 g, 1.46 mmol), 1-(3-dimethyl aminopropyl)-3-ethyl carbodiimide hydrochloride (0.28 g, 1.46 mmol), and 2-picolyl amine (0.56 mL, 1.46 mmol) were combined in ethyl acetate (10.0 mL). To this solution was added triethylamine (0.56 mL, 4.0 mmol) and the reaction mixture stirred at 40° C. for 2 h. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate, washed with 5% citric acid (2×), brine (2×), dried over sodium sulfate, and concentrated to afford 0.42 g (72%).

Provenance & Evidence