Sodium triacetoxyborohydride → HCID 58525004, compound

Participants

Reaction Steps

To a solution of tert-butyl 4-(4-(6-chloro-3-(hydroxymethyl)quinolin-4-ylamino)-2-(trifluoromethyl)phenyl)piperazine-1-carboxylate (400 mg, 0.74 mmol) in dichloromethane (10 mL) at room temperature was added MnO2 (2 g). The resultant solution was stirred for 3 h before filtering through celite and washing with dichloromethane (20 mL). After removal solvent in vacuo, the residue was redisolved in THF (5 mL), to which NaBH(OAc)3 (443 mg, 2.1 mmol) and CH3NH2HCl (140 mg, 2.1 mmol) were added. The solution was stirred at room temperature overnight, quenched with NaHCO3 (sat. 10 mL), extracted with EtOAc (20 mL×3), and dried over Na2SO4. After removal of solvent in vacuo, the crude product was taken to next step without further purification. LC-MS: (M+H)=550.32

Provenance & Evidence