Benzyl Chloride → 5-Benzyloxy-2-fluorobenzyl cis-2,6-dimethylpiperazine-1-carboxylate hydrochloride

Participants

Reaction Steps

5-Benzyloxy-2-fluorobenzyl cis-2,6-dimethylpiperazine-1-carboxylate hydrochloride was prepared from cis 1-chlorocarbonyl-2,6-dimethyl-4-tert-butoxycarbonylpiperazine, benzyl chloride and 2-fluoro-5-hydroxybenzyl alcohol according to the methods described for Examples 52, 54 and 96 to give the product as a white solid (0.229 g, 56% overall); (Found; C, 61.5; H, 6.5; N, 6.8%. C21H25FN2O3.HCl requires C, 61.7; H, 6.4; N, 6.85%); δH (400 MHz, DMSO-d6) 9.86 (1H, br), 9.17 (1H, br), 7.45–7.33 (5H, m), 7.17 (1H, t, J 9 Hz), 7.08 (1H, m, J 2.8 Hz), 7.02 (1H, m), 5.12 (2H, s), 5.09 (2H, s), 4.29 (2H, m), 3.15 (2H, d, J 12.8 Hz), 3.06 (2H, dd, J 4.8 and 12.8 Hz), and 1.29 (6H, d, J 7.2 Hz).

Provenance & Evidence