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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 525585Generated: October 30, 2026

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

https://huagongshe.com/reaction/525585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(4S,5R)-5-[4-(6-Ethylaminomethyl-pyridin-3-yl)-phenyl]-4-fluoromethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl esterHCID 86695464—
SolventDichloromethaneHCID 6344—
Product(1S,2S)-2-Amino-1-[4-(6-ethylaminomethyl-pyridin-3-yl)-phenyl]-3-fluoro-propan-1-olHCID 86695465117.7%

Reaction Steps

To a stirred solution of (4S,5R)-5-[4-(6-Ethylaminomethyl -pyridin-3-yl)-phenyl]-4-fluoromethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (0.05 g, 0.112 mmol) in CH2Cl2 (0.2 mL) is added trifluoroacetic acid (0.2 mL) at 0° C. Reaction mixture allowed to warm to room temperature and stirred for 2 hours. The volatiles were removed under reduced pressure to obtain crude material purified by column chromatography eluting in 10% methanol in CH2Cl2 to afford crude title compound (0.04 g, crude). LC-MS (m/z): [M+H]=304.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340564B2
Source datasetuspto-grants-2016_05
ORD IDord-b7717cfe67b64fa4a615a131980c4983
Source noteuspto-grants-2016_05