Pyridine → HCID 53237064, compound

Participants

Reaction Steps

A mixture of the product from Example 9B (31 mg), pyridine (0.012 mL, 0.15 mmol), and (adamantan-1-yl)acetyl chloride (31 mg, 0.15 mmol) in CH2Cl2 (0.4 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 (10% EtOAc/CH2Cl2) to give the title compound (27.7 mg, 0.066 mmol) as a white solid. 1H NMR (300 MHz, DMSO-d6) δ 11.31 (s, 1H), 8.23 (d, J=5.2 Hz, 1H), 7.86-7.78 (m, 3H), 7.65-7.55 (m, 3H), 2.07 (s, 2H), 1.95 (s, 3H), 1.76-1.53 (m, 12H); MS (ESI+) M/Z 420.3 (M+H)+.

Provenance & Evidence