1,4-Dioxane hydrochloride → HCID 118590369, compound

Participants

Reaction Steps

To a stirred solution of tert-butyl((S)-1-(6-((S)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridine-3-carbonyl)pyrrolidin-3-yl)carbamate (Isomer-II) (prepared by method similar to Example-1, employing (S)-tert-butyl pyrrolidin-3-ylcarbamate as amine followed by chiral separation in LUXAMYLOSE-2 column with eluent 1:1 Hexane:Ethanol isocratic solution) (0.16 g, 0.31 mmol), in Dioxane (2 mL), cooled to 5-10° C. was added Dioxane HCl (4 Molar) (2 mL) and stirred for 2 h at room temperature, after completion of reaction solvent was remove under vacuum and residue was dissolved in water and washed with diethylether and water was basified with sat.NaHCO3 (pH˜9) and solid was filter and dried to afford ((S)-3-aminopyrrolidin-1-yl)(6-((S)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)methanone (0.07 g, 54.68% yield). MS (ESI): m/z 412.2 (M+H); 1H NMR (300 MHz, CDCl3) δ 8.66 (1H, bs), 7.98 (1H, bs), 7.54-7.51 (1H, d J=9 Hz), 7.31-7.29 (1H, m), 7.20-7.09 (1H, m), 6.94-6.91 (2H, m), 4.99-4.96 (1H, d J=9 Hz), 3.95-3.50 (4H, m), 2.19-1.80 (5H, m), 1.99 (1H, bs) ppm.

Provenance & Evidence