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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 470185Generated: October 29, 2026

Hydrochloric Acid → Hydrochloric Acid

https://huagongshe.com/reaction/470185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant7-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-amineHCID 58329308—
SolventMethanolHCID 887—
ProductHydrochloric AcidHCID 313—
Product(1R,2S,3S)-3-(4-amino-7-fluoro-1H-imidazo[4,5-c]pyridin-1-yl)-4-fluorocyclopentane-1,2-diolHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629275B2
Source datasetuspto-grants-2014_01
ORD IDord-5cd235551b5d4fdeba7e0dccffa7730b
Source noteuspto-grants-2014_01