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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179468Generated: November 1, 2026

Dimethylformamide → (5R,6S,8S)-5-Methyl-6-phenyl-3-(2,2,2-trifluoroethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-8-amine

https://huagongshe.com/reaction/2179468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl[(5R,6S,8S)-5-methyl-6-phenyl-3-(2,2,2-trifluoroethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-8-yl]carbamateHCID 131733072—
SolventDichloromethaneHCID 6344—
Product(5R,6S,8S)-5-Methyl-6-phenyl-3-(2,2,2-trifluoroethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-8-amineHCID 11818500574%

Reaction Steps

To a solution of tert-butyl[(5R,6S,8S)-5-methyl-6-phenyl-3-(2,2,2-trifluoroethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-8-yl]carbamate (18.4 mg, 0.045 mmol) in dichloromethane (900 μL) was added trifluoroacetic acid (104 μL, 1.35 mmol). The mixture was stirred 90 min. N,N-dimethylformamide was added and the dichloromethane was removed under vacuum. The resulting mixture was purified by reverse phase chromatography (C-18, 95% water/acetonitrile→25% water/acetonitrile with 0.1% trifluoroacetic acid). Product containing fractions were treated with 1 M hydrochloric acid and concentrated to give the hydrochloride salt of the title compound (10.3 mg). MS 310.3 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067941B2
Source datasetuspto-grants-2015_06
ORD IDord-3987be7261d04378abdb5a24a1b60759
Source noteuspto-grants-2015_06