Hydrochloric Acid → HCID 44189703, compound

Participants

Reaction Conditions

Reaction Steps

Concentrated HCl (4 mL) was added to 3-((3aS,4S,6aR)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)imidazo[1,2-a]pyrazin-8-amine (2-10) (1.20 g, 4.37 mmol, 1 equiv) in methanol (20 mL) and the mixture was heated to 65° C. After 8 hours, no more starting material was present and the mixture was concentrated to afford desired (1R,2S,3S)-3-(8-aminoimidazo[1,2-a]pyrazin-3-yl)cyclopentane-1,2-diol (2-11) as a tan solid. 1H NMR (500 MHz, CD3 OD): δ 8.06 (d, J=5.8 Hz, 1H); 7.82 (s, 1H); 7.27 (d, J=5.7 Hz, 1H); 4.14 (s, 1H); 4.04 (dd, J=9.3, 4.5 Hz, 1H); 3.55 (q, J=9.1 Hz, 1H); 2.40-2.29 (m, 1H); 2.22-2.10 (m, 1H); 1.92-1.80 (m, 2H). LRMS m/z (M+H) 235.1 found, 235.1 required.

Provenance & Evidence