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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 242174Generated: October 28, 2026

Water → 2'-Amino-6'-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}thio)-6-{[(2S)-2,3-dihydroxypropyl]-oxy}-3,4'-bipyridine-3',5'-dicarbonitrile

https://huagongshe.com/reaction/242174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2'-Amino-6'-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}thio)-6-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3,4'-bipyridine-3',5'-dicarbonitrileHCID 68587012—
SolventAcetic AcidHCID 176—
Product2'-Amino-6'-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}thio)-6-{[(2S)-2,3-dihydroxypropyl]-oxy}-3,4'-bipyridine-3',5'-dicarbonitrileHCID 68587047—

Reaction Steps

95 mg (0.17 mmol) of the compound from example 32A are dissolved in 4 ml of acetic acid. 2 ml of water are then added. The reaction solution is stirred at RT for 12 h. The solvent is then removed on a rotary evaporator, and the residue is purified directly by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5). If required, the product may be purified further by HPLC chromatography on a chiral phase [column: Daicel Chiralpak AS 10 μm, 250 mm×20 mm; mobile phase: isohexane/ethanol 60:40 (v/v); flow rate: 15 ml/min; temperature: 40° C.; detection: 220 nm].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653109B2
Source datasetuspto-grants-2014_02
ORD IDord-3ed33786503b41cc9969bb5874b9b8e9
Source noteuspto-grants-2014_02