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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508173Generated: October 29, 2026

Water → 2-Amino-6-{[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methoxy}-4-(4-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}phenyl)pyridine-3,5-dicarbonitrile

https://huagongshe.com/reaction/508173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHCID 15555159HCID 15555159—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant2-Amino-4-(4-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}phenyl)-6-(phenylthio)pyridine-3,5-dicarbonitrileHCID 67215369—
Solvent1,2-DimethoxyethaneHCID 8071—
Product2-Amino-6-{[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methoxy}-4-(4-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}phenyl)pyridine-3,5-dicarbonitrileHCID 67215400—

Reaction Conditions

Temperature60 °C

Reaction Steps

122 mg (1.09 mmol) of potassium tert-butoxide are suspended in 2 ml of dry 1,2-dimethoxyethane. 229 mg (1.09 mmol) of the compound from Example 100A and 100 mg (0.22 mmol) of the compound from Example 98A are then added successively. The reaction mixture is stirred at 60° C. for 2 h and, after cooling, at RT for a further 10 h. 5 ml of water are then added to the mixture. The precipitate formed is filtered off with suction and washed once with about 2 ml of cold water. This is followed by purification 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 numberUS09095582B2
Source datasetuspto-grants-2015_08
ORD IDord-f4796a77080c48e29be5b974089af764
Source noteuspto-grants-2015_08