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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1836985Generated: October 30, 2026

Dimethylformamide → (5-methyl-1H-imidazol-4-yl)methyl[4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidin-2yl]formamide

https://huagongshe.com/reaction/1836985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant4-(Chloromethyl)-5-methyl-1H-imidazole--hydrogen chloride (1/1)HCID 12456208—
Reactant4-[4-(Methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidin-2-ylformamideHCID 86588372—
Product(5-methyl-1H-imidazol-4-yl)methyl[4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidin-2yl]formamideHCID 69565578—

Reaction Steps

To a stirred solution of 4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidin-2-ylformamide (0.5 g, 1.54 mmol) in dry dimethylformamide (10 ml) under N2 was added sodium hydride (60% dispersion in oil, 0.16 g). The mixture was stirred for 30 mins, 4-(chloromethyl)-5-methyl-1H-imidazole, hydrochloride (0.283 g) was added and stirring was then continued at room temp for 18 h. The mixture was then partitioned between water and ethyl acetate. The extracts were dried (Na2SO4) and evaporated. The residue was then triturated with diethyl ether giving the crude title compound as a pale yellow solid (0.27 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06780870B2
Source datasetuspto-grants-2004_08
ORD IDord-a7b13d90e138458ca8cefda020f17ec7
Source noteuspto-grants-2004_08