4-(Difluoromethoxy)benzyl alcohol → 4-Difluoromethoxybenzyl cis-2,6-dimethylpiperazine-1-carboxylate hydrochloride

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4-Difluoromethoxybenzyl cis-2,6-dimethylpiperazine-1-carboxylate hydrochloride was prepared from cis 1-chlorocarbonyl-2,6-dimethyl-4-tert-butoxycarbonylpiperazine and 4-difluoromethoxybenzyl alcohol according to the methods described for Examples 52 and 54 to give the product as a white solid (0.202 g, 58% overall); (Found: C, 51.4; H, 6.2; N, 8.0%. C15H20F2N2O3.HCl requires C, 51.4; H, 6.0; N, 8.0%); δH (400 MHz, DMSO-d6) 9.87 (2H, br), 7.44 (2H, d, J 8.8 Hz), 7.24 (1H, t, J 74 Hz), 7.19 (2H, d, J 8.8 Hz), 5.11 (2H, s), 4.32 (2H, m), 3.14 (2H, d, J 13.2 Hz), 3.06 (2H, dd, J 5.2 and 13.2 Hz), and 1.31 (6H, d, J 7.2 Hz).

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