Hydrochloric Acid → (1R,2S,3R,5S)-3-(4-amino-7-fluoro-3a,7a-dihydro-1H-imidazo[4,5-c]pyridin-1-yl)-5-methylcyclopentane-1,2-diol

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Reaction Steps

7-fluoro-1-((3aS,4R,6S,6aR)-2,2,6-trimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-1H-imidazo[4,5-c]pyridin-4-amine (6-5) was dissolved in MeOH (1 mL) and concentrated HCl (200 uL) was added. After disappearance of the starting material, the mixture was concentrated to afford (1R,2S,3R,5S)-3-(4-amino-7-fluoro-3a,7a-dihydro-1H-imidazo[4,5-c]pyridin-1-yl)-5-methylcyclopentane-1,2-diol (6-7) as a brown solid. 1H NMR (500 MHz, CD3OD): δ 8.54 (s, 1H); 7.77 (d, J=5.6 Hz, 1H); 4.95 (q, J=8.5 Hz, 1H); 4.33 (t, J=6.5 Hz, 1H); 3.76 (t, J=6.0 Hz, 1H); 2.54 (m, 1H); 2.11 (m, 1H); 1.60 (q, J=11.0 Hz, 1H); 1.21 (d, J=7.5 Hz, 3H). LRMS m/z (M+H) 267.0 found, 267.1 required.

Provenance & Evidence