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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1392070Generated: November 3, 2026

Trifluoroacetic acid methylene chloride → (3S,7S)-3-amino-1-methyl-7-phenyl-1,3,4,7-tetrahydro-2H-azepin-2-one

https://huagongshe.com/reaction/1392070

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acid methylene chlorideHCID 21863450—
Reactanttert-butyl[(3S,7S)-1-methyl-2-oxo-7-phenyl-2,3,4,7-tetrahydro-1H-azepin-3-yl]carbamateHCID 58691177—
SolventDichloromethaneHCID 6344—
SolventSodium BicarbonateHCID 516892—
Product(3S,7S)-3-amino-1-methyl-7-phenyl-1,3,4,7-tetrahydro-2H-azepin-2-oneHCID 1024243293.6%

Reaction Steps

To the tert-butyl[(3S,7S)-1-methyl-2-oxo-7-phenyl-2,3,4,7-tetrahydro-1H-azepin-3-yl]carbamate (1d) (200 mg) was added a 1:3 mixture of TFA/DCM (2 ml). The reaction mixture was stirred for 1 h, then diluted with DCM and saturated aq. NaHCO3. The organic layer was isolated and washed with saturated aq. NaHCO3, brine, dried (Na2SO4) and concentrated to yield an oil (128 mg, 93%). MS APCI, m/z=217 (M+1). LC/MS 1.55 min., Method A.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07342007B2
Source datasetuspto-grants-2008_03
ORD IDord-851c11cc1eb74697a3797978b990c0b5
Source noteuspto-grants-2008_03