反应详情

Concentrated HCl (3 mL) was added to 1-[(3aS,4R,6aR)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]-7-fluoro-1H-imidazo[4,5-c]pyridin-4-amine (2-3) (158 mg, 0.54 mmol, 1 equiv) in methanol (10 mL). After disappearance of the starting material, as monitored by LC-MS analysis, the mixture was concentrated to afford (1S,2R,5R)-5-(4-amino-7-fluoro-1H-imidazo[4,5-c]pyridin-1-yl)cyclopent-3-ene-1,2-dial (2-5) as a yellow solid of the bis-HCl salt. 1H NMR (2-5) (500 MHz, DMSO): δ 8.57 (s, 2H); 8.52 (s, 1H); 8.03 (d, J=5.3 Hz, 1H); 6.23 (d, J=5.9 Hz, 1H); 6.09 (d, J=6.2 Hz, 1H); 5.53 (d, J=5.5 Hz, 1H); 4.51 (s, 1H); 4.13 (t, J=5.7 Hz, 1H). HRMS m/z (M+H) 251.0939 found, 251.0939 required. 1H NMR (2-6) (500 MHz, DMSO): δ 8.53 (s, 1H); 8.24 (s, 2H); 8.08 (d, J=4.5 Hz, 1H); 6.32 (d, J=5.9 Hz, 1H); 6.21 (d, J=6.2 Hz, 1H); 5.71 (s, 1H); 4.54 (d, J=5.7 Hz, 1H); 4.08 (m, 1H). HRMS m/z (M+H) 251.0938 found, 251.0939 required.

1. concentrationthe mixture was concentrated