Pyridine → HCID 53237063, compound

Participants

Reaction Steps

A mixture of Example 8C (18.3 mg), pyridine (0.008 mL, 0.10 mmol), and (adamantan-1-yl)acetyl chloride (18.7 mg, 0.088 mmol) in CH2Cl2 (0.35 mL) was stirred for 2 hours, diluted with EtOAc, washed with saturated aqueous NaHCO3 and brine, dried (Na2SO4), and filtered. The residue was chromatographed on SiO2 (20% EtOAc/CH2Cl2) to give the title compound (17.6 mg, 0.043 mmol) as a white solid. 1H NMR (300 MHz, DMSO-d6) δ 10.95 (s, 1H), 3.40-3.35 (m, 1H), 3.21-3.07 (m, 2H), 1.99 (s, 2H), 1.93 (s, 3H), 1.83-1.72 (m, 4H), 1.72-1.54 (m, 12H), 1.33-1.17 (m, 4H), 1.14 (d, 6H); MS (ESI+) M/Z 410.1 (M+H)+.

Provenance & Evidence