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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487490Generated: October 31, 2026

Trifluoroacetic acid → N-{7-[4-((1R,2S)-2-Amino-3-fluoro-1-hydroxy-propyl)-phenyl]-imidazo[1,2-a]pyridin-2-ylmethyl}-methanesulfonamide

https://huagongshe.com/reaction/1487490

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(4S,5R)-4-Fluoromethyl-5-{4-[2-(methanesulfonylamino-methyl)-imidazo[1,2-a]pyridin-7-yl]-phenyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl esterHCID 86695442—
SolventDichloromethaneHCID 6344—
ProductN-{7-[4-((1R,2S)-2-Amino-3-fluoro-1-hydroxy-propyl)-phenyl]-imidazo[1,2-a]pyridin-2-ylmethyl}-methanesulfonamideHCID 86695443160.2%

Reaction Steps

To a stirred solution of (4S,5R)-4-Fluoromethyl-5-{4-[2-(methanesulfonylamino-methyl)-imidazo[1,2-a]pyridin-7-yl]-phenyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (75 mg, 0.14 mmol) in CH2Cl2 (1 mL) is added trifluoroacetic acid (0.3 mL) drop wise at 0° C. then stirred at room temperature for 2 hours. The reaction mixture is concentrated and stripped with CH2Cl2 to afford title compound (88 mg, crude) which is used as is in the next step. LC-MS (m/z): [M+H]=393.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428528B2
Source datasetuspto-grants-2016_08
ORD IDord-5422b897367f437d9f1215df2b692a6b
Source noteuspto-grants-2016_08