3-Aminopiperidine-2,6-dione hydrochloride → HCID 86709850, compound

Participants

Reaction Steps

A solution of dimethyl 3-(tert-butoxycarbonylamino)-6-hydroxyphthalate C3-3 (7.68 g, 23.6 mmol) and 3-aminopiperidine-2,6-dione hydrochloride (7.77 g, 47.2 mmol) in pyridine (150 mL) was heated at 100° C. overnight. The solvent was removed in vacuo and the residue was purified by chromatography (silica gel, DCM:MeOH:PE) to give compound C3-4 as a yellow solid (6.73 g, yield: 73%). 1H NMR (DMSO-d6, 400 MHz) δ: 1.47 (s, 9H), 1.98-2.02 (m, 1H), 2.54-2.60 (m, 2H), 2.83-2.92 (m, 1H), 5.04 (dd, J=13.0 and 5.4 Hz, 1H), 7.22 (d, J=8.8 Hz, 1H), 8.10 (d, J=9.2 Hz, 1H), 8.68 (s, 1H), 11.01 (s, 1H), 11.11 (s, 1H); MS (ESI+): m/z 412 (M+23).

Provenance & Evidence