HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Hydrochloric Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 7-fluoro-1-((3aS,4S,6aR)-5-fluoro-2,2-dimethyltetrahydro-3aH-cyclopenta [d][1,3]dioxol-4-yl)-1H-imidazo [4,5-c]pyridin-4-amine | HCID 58329308 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Hydrochloric Acid | HCID 313 | — |
| Product | (1R,2S,3S)-3-(4-amino-7-fluoro-1H-imidazo[4,5-c]pyridin-1-yl)-4-fluorocyclopentane-1,2-diol | HCID 45111033 | — |
Reaction Steps
7-fluoro-1-((3aS,4S,6aR)-5-fluoro-2,2-dimethyltetrahydro-3aH-cyclopenta [d][1,3]dioxol-4-yl)-1H-imidazo[4,5-c]pyridin-4-amine (5-12) (30 mg, 0.1 mmol, 1 equiv) 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,3S)-3-(4-amino-7-fluoro-1H-imidazo[4,5-c]pyridin-1-yl)-4-fluorocyclopentane-1,2-diol (5-13) as a white solid of the bis-HCl salt. 1H NMR (500 MHz, CD3OD): δ 8.59 (s, 1H); 7.82 (d, J=5.0 Hz, 1H); 5.31-5.38 (m, 1 H); 5.28 (d, J=8.5 Hz, 1H); 4.35 (m, 1H); 4.19 (t, J=5.0 Hz, 1H); 2.63 (m, 1H); 2.05 (dd, J=27.5, 16.5 Hz, 1H). LRMS m/z (M+H) 270.9 found, 271.1 required.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629275B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-5cd235551b5d4fdeba7e0dccffa7730b |
| Source note | uspto-grants-2014_01 |