Sodium borohydride → HCID 86707703, compound

Participants

Reaction Steps

Sodium borohydride (1.5 mg, 0.040 mmol) was added to a solution of 4-(3-(benzylimino)-2,2-dimethylcyclopentylamino)-6-phenylpyrrolo[1,2-b]pyridazine-3-carboxamide (6 mg, 0.013 mmol, from Step 1) in methanol (1 mL) at 0° C. After 30 min at 0° C., the mixture was quenched with saturated ammonium chloride (1 mL), diluted with ethyl acetate (60 mL), washed with water, brine, dried (MgSO4) and concentrated. The residue was purified by silica gel chromatography, eluting with 0 to 10% methanol in dichloromethane, to give the title compound (4.0 mg, 60% yield). 1H NMR (400 MHz, methanol-d4) δ ppm 8.13 (1 H, s), 7.91 (1 H, d, J=1.54 Hz), 7.56-7.84 (2 H, m), 7.04-7.53 (9 H, m), 4.32 (1 H, t, J=8.91 Hz), 3.69-4.04 (2 H, m), 2.77-2.95 (1 H, m), 2.08-2.52 (2 H, m), 1.43-1.81 (2 H, m), 0.97-1.15 (6 H, m); MS (ES+) m/z: 454.4 (M+H); HPLC retention time: 6.605 min (analytical HPLC Method L).

Provenance & Evidence