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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 133131Generated: October 25, 2026

Trifluoroacetic acid → (3R,6S)-3-Amino-6-(2,3-difluorophenyl)-1-(2,2,2-trifluoroethyl)azepan-2-one

https://huagongshe.com/reaction/133131

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1,1-Dimethylethyl N-((3R,6S)-6-(2,3-difluorophenyl)hexahydro-2-oxo-1-(2,2,2-trifluoroethyl)-1H-azepin-3-yl)carbamateHCID 86595042—
SolventDichloromethaneHCID 6344—
Product(3R,6S)-3-Amino-6-(2,3-difluorophenyl)-1-(2,2,2-trifluoroethyl)azepan-2-oneHCID 23653826—

Reaction Steps

To a solution of tert-butyl (3R,6S)-6-(2,3-difluorophenyl)-2-oxo-1-(2,2,2-trifluoroethyl)azepan-3-ylcarbamate from Step F (135 mg, 0.320 mmol) in CH2Cl2 (5 mL) was added CF3CO2H (2.5 mL). After 30 min, the solution was concentrated in vacuo and azeotroped with toluene (2×). Saturated aqueous NaHCO3 was added and the mixture was extracted with CH2Cl2 (3×). The combined organic extracts were washed with brine, dried over MgSO4, filtered and concentrated in vacuo to give the title compound. MS: m/z=323 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07390798B2
Source datasetuspto-grants-2008_06
ORD IDord-0c228504b75043de85c9f06cdf76478a
Source noteuspto-grants-2008_06