Methanesulfonyl chloride → HCID 59985220, compound

Participants

Reaction Conditions

Reaction Steps

To a cold (0° C.), stirred solution of 96 mg of 3-(aminomethyl)-N-(4-chlorobenzyl)-2-{[[(2R)-2-hydroxy-2-pyridin-2-ylethyl](methyl)amino]methyl}-4-methyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide and 40 μL of diisopropylethylamine in 2 mL of CH2Cl2 is added 15 μL of methanesulfonyl chloride. The solution is stirred at 0° C. for 20 min, then quenched with dil. HCl and aqueous NaHCO3 to pH 7.0. The mixture is extracted three times with CHCl3, and the combined extracts dried (Na2SO4) and concentrated under reduced pressure. Flash chromatography of the residue on silica using 3-4% MeOH in CH2Cl2 furnishes 114 mg of the title compound as a white foam. Recrystallization from EtOAc provides white crystals.

Provenance & Evidence