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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1718641Generated: October 30, 2026

Water → 4'-[(4-Butyl-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl)methyl]-3',5'-difluorobiphenyl-2-carbonitrile

https://huagongshe.com/reaction/1718641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetamidine monohydrochlorideHCID 67170—
ReactantSodium MethoxideHCID 10942334—
ReactantMethyl 2-[(2'-cyano-3,5-difluorobiphenyl-4-yl)methyl]-3-oxoheptanoateHCID 57460540—
SolventMethanolHCID 887—
Product4'-[(4-Butyl-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl)methyl]-3',5'-difluorobiphenyl-2-carbonitrileHCID 13614682263.1%

Reaction Steps

To a suspension of acetamidine hydrochloride (3.9 g) in methanol (30 mL) were added sodium methoxide (28% methanol solution, 12 mL) and then methyl 2-[(2′-cyano-3,5-difluorobiphenyl-4-yl)methyl]-3-oxoheptanoate (7.93 g), and the mixture was stirred for 15 hr. Water was added to the reaction mixture, and the aqueous layer was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was triturated with diisopropyl ether to give the title compound (5.11 g, 63%) as pale-yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803940B2
Source datasetuspto-grants-2010_09
ORD IDord-db8b0671bf7a4f30967b033e4bf712b3
Source noteuspto-grants-2010_09