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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2276383Generated: November 1, 2026

Water → HCID 66705917, compound

https://huagongshe.com/reaction/2276383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 66705951HCID 66705951—
SolventAcetonitrileHCID 6342—
ProductHCID 66705917HCID 6670591784%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of (S)-4-{2-[4-(4-chloro-benzoylamino)-phenyl]-ethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (438 mg) in acetonitrile (5 ml) were added water (4 ml) and trifluoroacetic acid (0.29 ml). The mixture was heated at 80° C. for 4.5 h. The mixture was then cooled to room temperature and poured into 1 M aq. NaOH and extracted twice with EtOAc/THF. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to afford N-[4-((S)-3-amino-4-hydroxy-butyl)-phenyl]-4-chloro-benzamide (255 mg, 84%) a white solid. MS (ISP): 321.2 ([{37Cl}M+H]+), 319.2 ([{35Cl}M+H]).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09132136B2
Source datasetuspto-grants-2015_09
ORD IDord-49388cdf7cf64b42a7069f906b6deaa7
Source noteuspto-grants-2015_09