Diisopropylethylamine → HCID 10311302, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(4-chlorobenzyl)-2-(chloromethyl)-3,4-dimethyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide (100 mg, 0.25 mmol), 2-(methylamino)-1-(1H-pyrazol-5-yl)ethanol dihydrochloride Preparation 97)(67 mg, 0.38 mmol) and diisopropylethylamine (201 μL, 1.14 mmol) in dry DMF (5 mL) was heated to 60° C., becoming a solution. The reaction was stirred for 48 hours at that temperature. After cooling to room temperature, the solution was diluted with water (15 mL). The resulting milky suspension was stirred vigorously for 30 minutes, and then left standing overnight at room temp. The mixture was filtered, and the collected solid was washed with water and dried in vacuo, leaving a white solid. Recrystallization from acetonitrile (5 mL, dissolved with warming and then cooled to 0° C. overnight) gave the title compound (63 mg) as a white solid.

Provenance & Evidence