Diisopropylethylamine → N-(4-chlorobenzyl)-2-{[[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-hydroxyethyl](methyl)amino]methyl}-3,4-dimethyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide

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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, 0.253 mmol), 1-(1,4-benzodioxan-6-yl)-2-(methylamino)ethanol (Preparation 13, 79 mg, 0.38 mmol), and diisopropylethylamine (66 μL, 0.38 mmol) in dry DMF (5.5 mL) was stirred at room temperature for 18 hours. The solution was then diluted with water (20 mL). The resulting precipitate was collected by filtration and the collected solid was dried in vacuo at 60° C. to provide the titled compound (105 mg) as an off white solid.

Provenance & Evidence