1-Methyl-3-pyrrolidinol → 1-Methyl-3-pyrrolidinyl 1-phenylcyclobutanecarboxylate Hydrochloride

Participants

Reaction Steps

The title compound was prepared in an analogous manner to that in Example 36 by reacting 1-phenylcyclobutanecarbonyl chloride with 1-methyl-3-hydroxypyrrolidine at 80° C. for 17 h. The yield was 1.1 g (67%); mp 153-155° C.; 1H NMR (DMSO-d6, 1% TFA) δ 1.83 (m, 1.5H), 1.96 (m, 1.5H), 2.17 (m, 0.5H), 2.38-2.51 (m, 2.5H), 2.64 (t, 1.5H), 2.73-2.92 (m, 4H), 2.97 (m, 0.5H), 3.06 (m, 0.5H), 3.32 (m, 0.5H), 3.54 (m, 1.5H), 3.76 (m, 0.5H), 5.26 (m, 1H), 7.23-7.39 (m, 5H). Anal. (C16H21NO2.HCl) C, H, N. The compound exists in two forms in DMSO-TFA solution.

Provenance & Evidence