Sodium borohydride → HCID 68183453, compound

Participants

Reaction Steps

N-methylsulfamyl chloride (Intermediate 213) (504 mg, 3.88 mmol) was added dropwise to a solution of (8-amino-quinolin-7-yl)-(2,4-dimethoxy-phenyl)-methanone (Intermediate 379) (200 mg, 0.65 mmol) in dry pyridine (10 ml) at 0° C. and the mixture was stirred at room temperature for 36 h (additional equivalents of methylsulfamyl choride were added as required after 24 h). After completion of the reaction (monitored by LCMS), NaBH4 (95 mg, 2.58 mmol) was added and reaction was stirred at room temperature for 18 h. The reaction was quenched with water, concentrated in vacuo and the residue was extracted with EtOAc. The organic phase was washed with brine, dried (Na2SO4) and concentrated in vacuo. The crude residue was purified by column chromatography with DCM/MeOH (99:1) as the eluent to give the title compound (40 mg, 16%).

Provenance & Evidence