2-Naphthalenesulfonyl chloride → N-(2-{[(3-Hydroxypropyl)amino]methyl}-3,4-dihydro-2H-chromen-7-yl)naphthalene-2-sulfonamide

Participants

Reaction Conditions

Reaction Steps

A solution of (7-amino-3,4-dihydro-2H-chromen-2-yl)methanol (25 mg, 140 μmol) in pyridine is treated with 2-naphthalenesulfonylchloride (70 mg, 308 μmol) at ambient temperature for 1 h, treated with 3-amino-1-propanol (3 mmol, 0.23 mL), heated at 80° C. for 3 h, diluted with water and extracted with ethyl acetate. The extracts are combined, dried over Na2SO4 and concentrated in vacuo. The resultant residue is purified by reverse phase preparative HPLC to give the title product, M+H 427, retention time 7.92 min.

Provenance & Evidence