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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336949Generated: October 28, 2026

Bromoacetonitrile → HCID 86650724, compound

https://huagongshe.com/reaction/336949

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromoacetonitrileHCID 11534—
ReactantSodium hydrideHCID 24758—
Reactant(6s)-6-(4-Cyano-2-Methylsulfonyl-Phenyl)-4-Methyl-2-Oxidanylidene-3-[3-(Trifluoromethyl)phenyl]-1,6-Dihydropyrimidine-5-CarbonitrileHCID 42642360—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86650724HCID 8665072468.1%

Reaction Steps

The reaction was carried out under argon. (4S)-4-[4-Cyano-2-(methylsulfonyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile (115 mg, 250 μmol) was initially charged in THF (1 ml) at 0° C., sodium hydride (14 mg, 350 μmol; 1.4 eq.) was added and the mixture was stirred for 20 min. After addition of bromoacetonitrile (50 mg, 376 μmol; 1.5 eq.), the mixture was stirred at RT for 120 min. The reaction mixture was then purified directly by preparative HPLC (column: Gromsil, C-18 5 μm; mobile phase: acetonitrile/water+0.1% TFA 10:90→75:25). This gave the title compound as a colorless solid (85 mg, 68% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889700B2
Source datasetuspto-grants-2014_11
ORD IDord-bb14376b5f3c4ad0b0907e14a77fee4c
Source noteuspto-grants-2014_11