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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733187Generated: October 27, 2026

4-(3-Benzyloxy-propyl)-6-trimethylstannanyl-pyrimidine-2-carbonitrile → 4-(3-Benzyloxy-propyl)-6-(3-methanesulfonylamino-5-trifluoromethylphenyl)-pyrimidine-2-carbonitrile

https://huagongshe.com/reaction/733187

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(3-Benzyloxy-propyl)-6-trimethylstannanyl-pyrimidine-2-carbonitrileHCID 57839110—
ReactantN-(3-Bromo-5-(trifluoromethyl)phenyl)methanesulfonamideHCID 65491442—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-(3-Benzyloxy-propyl)-6-(3-methanesulfonylamino-5-trifluoromethylphenyl)-pyrimidine-2-carbonitrileHCID 69045527—

Reaction Steps

N-(3-Bromo-5-trifluoromethyl-phenyl)-methanesulfonamide (37 mg), 4-(3-benzyloxy-propyl)-6-trimethylstannanyl-pyrimidine-2-carbonitrile (40 mg) and dichlorobis(triphenylphosphine)palladium(II) (7 mg) in DMF (1 mL) were heated in a microwave to 180° C. for five minutes. The mixture was diluted with ethyl acetate (10 mL) and filtered through celite. The filtrate was washed with water (10 mL) and saturated sodium chloride solution (10 mL). Organics were separated, dried over sodium sulphate, filtered and solvent was removed under reduced pressure to yield crude product. Purification by HPLC afforded 4-(3-benzyloxy-propyl)-6-(3-methanesulfonylamino-5-trifluoromethylphenyl)-pyrimidine-2-carbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589095B2
Source datasetuspto-grants-2009_09
ORD IDord-673ce543b0e2442da4b369bd50a38d2e
Source noteuspto-grants-2009_09