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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 525590Generated: October 26, 2026

Trifluoroacetic acid → (1S,2S)-2-Amino-1-[4-(6-dimethylaminomethyl-pyridin-3-yl)-phenyl]-3-fluoro-propan-1-ol

https://huagongshe.com/reaction/525590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(4S,5R)-5-[4-(6-Dimethylaminomethyl-pyridin-3-yl)-phenyl]-4-fluoromethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl esterHCID 86695470—
SolventDichloromethaneHCID 6344—
Product(1S,2S)-2-Amino-1-[4-(6-dimethylaminomethyl-pyridin-3-yl)-phenyl]-3-fluoro-propan-1-olHCID 86695472109.9%

Reaction Steps

To a stirred solution of (4S,5R)-5-[4-(6-Dimethylaminomethyl-pyridin-3-yl)-phenyl]-4-fluoromethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (80 mg, 0.180 mmol) in CH2Cl2 (0.32 mL) is added trifluoroacetic acid (0.32 mL). Reaction mixture allowed to warm to room temperature and stirred for 2 hours. The volatiles are removed under reduced pressure to obtain crude material purified by column chromatography eluting in 40% methanol in CH2Cl2 to afford the title compound (60 mg). LC-MS (m/z): [M+H]=304.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340564B2
Source datasetuspto-grants-2016_05
ORD IDord-e8b7624b5d024374ae3fc2ddb7f0b3a4
Source noteuspto-grants-2016_05