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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508172Generated: October 29, 2026

Sodium Bicarbonate → 2-Amino-4-(4-{[(2S)-2-{[tert-butyl(dimethyl)silyl]oxy}propyl]oxy}phenyl)-6-({[2-(4-fluorophenyl)-5-methyl-1,3-oxazol-4-yl]methyl}thio)pyridine-3,5-dicarbonitrile

https://huagongshe.com/reaction/508172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant4-(Chloromethyl)-2-(4-fluorophenyl)-5-methyl-1,3-oxazoleHCID 10609255—
ReactantHCID 178461775HCID 178461775—
SolventDimethylformamideHCID 6228—
Product2-Amino-4-(4-{[(2S)-2-{[tert-butyl(dimethyl)silyl]oxy}propyl]oxy}phenyl)-6-({[2-(4-fluorophenyl)-5-methyl-1,3-oxazol-4-yl]methyl}thio)pyridine-3,5-dicarbonitrileHCID 67215396—

Reaction Steps

100 mg (0.18 mmol) of the compound from Example 7A, 45 mg (0.20 mmol) of 4-(chloromethyl)-2-(4-fluorophenyl)-5-methyl-1,3-oxazole and 46 mg (0.55 mmol) of sodium bicarbonate in 2 ml of dry DMF are stirred at RT for 20 h. The mixture is purified directly by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5). Removal of the solvent on a rotary evaporator gives the product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09095582B2
Source datasetuspto-grants-2015_08
ORD IDord-d42f07e795de498085f626ce02079b8a
Source noteuspto-grants-2015_08