Ammonia → HCID 59608014, compound

Participants

Reaction Conditions

Reaction Steps

Liquid ammonia (50 mL) was added to 8-chloro-3-((3aS,4S,6aR)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)imidazo[1,2-a]pyrazine (2-9) (1.5 g, 5.1 mmol, 1 equiv) in isopropanol (50 mL). The resulting solution was placed in a high pressure vessel and heated to 100° C. After 16 hours, no more starting material was present, the amber solution was concentrated to afford desired 3-((3aS,4S,6aR)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)imidazo[1,2-a]pyrazin-8-amine (2-10) as a tan solid that was carried to the next step without further purification. 1H NMR (500 MHz, CDCl2): δ 7.50 (d, J=4.7 Hz, 1H); 7.36 (t, J=4.6 Hz, 1H); 7.23 (s, 1H); 5.60 (s, 2H); 4.78 (s, 1H); 4.64 (d, J=5.7 Hz, 1H); 3.44 (d, J=6.9 Hz, 1H); 2.43-2.33 (m, 1H); 2.04-1.93 (m, 3H); 1.55 (s, 3H); 1.34 (s, 3H). LRMS m/z (M+H) 275.0 found, 275.1 required.

Provenance & Evidence