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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179459Generated: October 30, 2026

Water → (6S,8S)-6-(2,3-difluorophenyl)-3-(2,2,2-trifluoroethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-amine

https://huagongshe.com/reaction/2179459

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-Butyl [(6S,8S)-6-(2,3-difluorophenyl)-3-(2,2,2-trifluoroethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-yl]carbamateHCID 86698904—
SolventDichloromethaneHCID 6344—
Product(6S,8S)-6-(2,3-difluorophenyl)-3-(2,2,2-trifluoroethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-amineHCID 8669823050.7%

Reaction Steps

To a solution of tert-butyl [(6S,8S)-6-(2,3-difluorophenyl)-3-(2,2,2-trifluoroethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-yl]carbamate (59.0 mg, 0.137 mmol) in dichloromethane (1.37 mL) was added trifluoroacetic acid (105 μL, 1.37 mmol), and the mixture was stirred 1 h. Saturated aqueous sodium bicarbonate was added. Water was added, and the mixture was extracted with ethyl acetate (3×). The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered and concentrated. Purification by reverse phase chromatography (C-18, 95% water/acetonitrile 30% water/acetonitrile with 0.1% trifluoroacetic acid) gave the title compound (23 mg). MS 332.3 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067941B2
Source datasetuspto-grants-2015_06
ORD IDord-3bc0fe0567d44d59b592844a5a017b7d
Source noteuspto-grants-2015_06