Pyridine → HCID 53237062, compound

Participants

Reaction Steps

A mixture of Example 7B (34.8 mg, 0.146 mmol), pyridine (0.014 mL, 0.18 mmol), and (adamantan-1-yl)acetyl chloride (35.2 mg, 0.165 mmol) in CH2Cl2 (0.45 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 (3% MeOH/CH2Cl2) to give the title compound (43.9 mg, 0.106 mmol) as a white solid. 1H NMR (300 MHz, DMSO-d6) δ 11.35 (s, 1H), 9.15 (dd, 1H), 8.16 (dd, 1H), 7.94 (dd, 1H), 7.65-7.54 (m, 5H), 2.08 (s, 2H), 1.95 (s, 3H), 1.74-1.53 (m, 12H); MS (DCI) M/Z 432.2 (M+NH4).

Provenance & Evidence