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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1352978Generated: November 2, 2026

p-Toluenesulfonic acid monohydrate → Pyridine,2-methyl-6-[1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1h-imidazol-2-yl]-

https://huagongshe.com/reaction/1352978

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant2-Methyl-6-[4-hydroxy-1-[4-(methylsulfonyl) phenyl]-4-(trifluoromethyl)-4,5-dihydro-1h-imidazol-2-yl]pyridineHCID 22997773—
SolventTolueneHCID 1140—
ProductPyridine,2-methyl-6-[1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1h-imidazol-2-yl]-HCID 1029318438.6%

Reaction Steps

A mixture of the 4,5-dihydro-imidazole of step 2 (1.3 g, 3.26 mmol) and p-toluenesulfonic acid monohydrate (0.26 g, 1.36 mmol) in toluene (200 ml) was heated to reflux for 24 hours. The reaction mixture was cooled and the solvent removed under reduced pressure. The crude mixture (1.56 g) was purified by chromatography on silica gel using ethyl acetate/acetone (98/2) to give pure 2-methyl-6-[1-[4-(methylsulfonyl)phenyl]-4-trifluoromethyl-1H-imidazol-2-yl]pyridine (0.48 g, 38%) as a white solid: mp (DSC) 205° C. Anal. Calc'd. for C17H14N3SO2F30.25H2O: C, 52.91; H, 3.79; N, 10.89; S, 8.31. Found: C, 52.67; H, 3.55; N, 10.64; S, 8.68.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07220770B2
Source datasetuspto-grants-2007_05
ORD IDord-6fc73c0fc7ff4d059592ce5e24614e6c
Source noteuspto-grants-2007_05