Acetic Acid → HCID 22390530, compound

Participants

Reaction Steps

Sodium cyanoborohydride (5 mg, 2 equiv.) was added to a solution of [5-(4-amino-piperidin-1-ylmethyl)-pyrrolo[2,1-f][1,2,4]triazin-4-yl]-[1-(3-fluoro-benzyl)-1H-indazol-5-yl]-amine (20 mg, 0.042 mmole), acetic acid (3 uL), and 37% formaldehyde (7 uL, 2 equiv.) in DCM (0.3 ml) at 0° C. After 0.5 h, the reaction was removed from the ice-bath and, after an additional 4 h, was diluted with DCM and made alkaline with saturated NaCO3 solution. The organic layer was dried (Na2SO4) and the solvent was removed. The title compound (4 mg, 8%) was isolated by preparative HPLC. MS: 499 (M+H)+; HPLC Ret Time: 1.04 min (YMC ODS-A C18 S7 3.0×50 mm column, 2 min gradient, 5 ml/min).

Provenance & Evidence