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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508176Generated: October 29, 2026

Sodium Bicarbonate → 2-Amino-6-({[2-(4-chloro-3-methylphenyl)-1,3-oxazol-4-yl]methyl}thio)-4-[4-(2-hydroxyethoxy)phenyl]pyridine-3,5-dicarbonitrile

https://huagongshe.com/reaction/508176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant4-(Chloromethyl)-2-(4-chloro-3-methylphenyl)-1,3-oxazoleHCID 44541971—
ReactantHCID 178510483HCID 178510483—
SolventDimethylformamideHCID 6228—
Product2-Amino-6-({[2-(4-chloro-3-methylphenyl)-1,3-oxazol-4-yl]methyl}thio)-4-[4-(2-hydroxyethoxy)phenyl]pyridine-3,5-dicarbonitrileHCID 25207512—

Reaction Steps

52 mg (0.17 mmol) of the compound from Example 1A and 89 mg (0.18 mmol) of the compound from Example 28A, together with 42 mg (0.50 mmol) of sodium bicarbonate, are suspended in 1.8 ml of dry DMF. The reaction mixture is stirred at RT for 12 h. The mixture is then filtered and the filtrate is purified directly by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5). After removal of the solvent on a rotary evaporator, the product is obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09095582B2
Source datasetuspto-grants-2015_08
ORD IDord-a76f2533075a49bcb780ac35c9329078
Source noteuspto-grants-2015_08