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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913493Generated: November 4, 2026

Sodium Bicarbonate → 2-Amino-6-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}sulfanyl)-4-(4-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-phenyl)pyridine-3,5-dicarbonitrile

https://huagongshe.com/reaction/1913493

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant4-(Chloromethyl)-2-(4-chlorophenyl)-1,3-oxazoleHCID 7131527—
ReactantHCID 178431479HCID 178431479—
SolventDimethylformamideHCID 6228—
Product2-Amino-6-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}sulfanyl)-4-(4-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-phenyl)pyridine-3,5-dicarbonitrileHCID 66671889—

Reaction Steps

70 mg (0.18 mmol) of the compound from Example 38A and 46 mg (0.20 mmol) of 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-oxazole together with 46 mg (0.55 mmol) of sodium bicarbonate were suspended in 1.9 ml of dry DMF. The reaction mixture was stirred at RT for 20 h. The mixture was then freed from the solvent on a rotary evaporator, and the residue was purified by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609686B2
Source datasetuspto-grants-2013_12
ORD IDord-5e03c7fb92a845b59aa919ada65938b5
Source noteuspto-grants-2013_12