Diisopropylethylamine → N-(4-chlorobenzyl)-2-{[(2-{4-[(dimethylamino)methyl]phenyl}-2-hydroxyethyl)(methyl)amino]methyl}-3,4-dimethyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide

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), 1-{4-[(dimethylamino)methyl]phenyl}-2-(methylamino)ethanol (Preparation 50) (89 mg, 0.43 mmol) and diisopropylethylamine (67 μL, 0.38 mmol) in dry DMF (5 mL) was heated to 60° C., becoming a solution. The reaction was stirred for 7 hours at that temperature. After cooling to room temperature, the solution was diluted with water (7 mL). The resulting milky mixture was concentrated to dryness. The residue was purified with a silica gel chromatotron plate to yield the title compound (36 mg) as a white solid.

Provenance & Evidence