Hydrochloric Acid → Hydrochloric Acid

Participants

Reaction Steps

To a solution of (2S,4S)-tert-butyl 4-((4-(methoxycarbonyl)benzyl)oxy)-2-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)pyrrolidine-1-carboxylate (1.31 g, 2.58 mmol) in DCM (10 mL) was added HCl (4.0 M solution in dioxane, 12.9 mL, 51.5 mmol). The reaction mixture was stirred at rt for 1.5 h and concentrated in vacuo to give the title compound as a HCl salt (1.15 g, 100%, white solid). 1H NMR (DMSO-d6) δ 8.83 (d, J=8.4 Hz, 1H), 8.74 (d, J=8.6 Hz, 1H), 7.95 (d, J=8.4 Hz, 2H), 7.46 (d, J=8.4 Hz, 2H), 7.26-7.00 (m, 3H), 5.05-4.88 (m, 1H), 4.56 (q, J=12.8 Hz, 2H), 4.31 (br. s., 2H), 3.86 (s, 3H), 3.55-3.46 (m, 1.5H), 2.81-2.61 (m, 2.5H), 2.48-2.21 (m, 2H), 1.84-1.53 (m, 4H); MS(ESI+) m/z 409.4 (M+H)+.

Provenance & Evidence