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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2053101Generated: October 25, 2026

Water → 2-Methylthio-4-(2-piperidin-1-yl-ethoxy)-6-(3-trifluoromethyl-phenyl)-pyrimidine

https://huagongshe.com/reaction/2053101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-PiperidinoethanolHCID 18232—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-2-methylthio-6-(3-trifluoromethyl-phenyl)-pyrimidineHCID 86612500—
SolventTetrahydrofuranHCID 8028—
Solventtert-Butyl methyl etherHCID 15413—
Product2-Methylthio-4-(2-piperidin-1-yl-ethoxy)-6-(3-trifluoromethyl-phenyl)-pyrimidineHCID 6882561978%

Reaction Conditions

Temperature40 °C

Reaction Steps

Sodium hydride (30 mg, 1.23 mmol) was added to a mixture of 4-chloro-2-methylthio-6-(3-trifluoromethyl-phenyl)-pyrimidine (187 mg, 0.62 mmol) and 1-(2-hydroxyethyl)piperidine (120 μl, 0.92 mmol) in dry THF (6 ml). The mixture was heated at 40° C. for 2 h. After cooling, water and tert-butyl-methyl ether were added. The aqueous layer was extracted twice with tBuOMe. The combined organic layers were dried over MgSO4 and concentrated under reduced pressure. The residue was chromatographed over silica gel (eluent: CH2Cl2 to CH2Cl2/MeOH 95/5) to yield the above titled compound: 190 mg (yield: 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07326715B2
Source datasetuspto-grants-2008_02
ORD IDord-7f278a00648e4f2987aa754ba2a0472d
Source noteuspto-grants-2008_02