Water → 4-(2-amino-2-oxoethyl)-N-(4-chlorobenzyl)-2-(chloromethyl)-3-methyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide

Participants

Reaction Steps

To a mixture of 4-(2-amino-2-oxoethyl)-N-(4-chlorobenzyl)-2-(hydroxymethyl)-3-methyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide (58 mg, 0.13 mmol), collidine (44 μL, 0.33 mmol) and DMAP (2.4 mg) in DMF (2.25 mL) was added methanesulfonyl chloride (26 μL, 0.33 mmol). The mixture was stirred at room temperature for 48 hrs. Additional reagents (half original amounts) were added and the reaction was stirred another 4 hrs. The reaction was chilled in ice before the addition of water (8 mL). The ppt was collected by filtration, washed with water and dried in vacuo, giving the title compound as a white solid (58 mg).

Provenance & Evidence