Hydrochloric Acid → HCID 49835452, compound

Participants

Reaction Steps

A vial equipped with a flea stir bar was charged with 2-phenylpyrrolidine (17 mg, 0.12 mmol), i-Pr2NEt (0.031 mL, 0.17 mmol). A solution of 2-adamantyl chloroformate (25 mg, 0.12 mmol) in CH2Cl2 (1.5 mL) was added. The mixture was stirred over the weekend and applied to a 10-mL ChemElut cartridge prewetted with 5% aq HCl (5 mL). The cartridge was eluted with ether (20 mL). The eluate was concentrated and the residue was purified by prep HPLC to afford the title compound (24 mg, 63%). LC-MS Method 2 tR=11.81 min, m/z=326, 1H NMR (CDCl3) 0.92 (m, 1H), 1.03 (m, 1H), 1.30-2.20 (14H), 2.32 (m, 1H), 2.50 (br s, 1H), 3.64 (m, 2H), 4.70-5.10 (2H), 7.18 (m, 3H), 7.28 (m, 2H).

Provenance & Evidence