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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 377639Generated: October 29, 2026

Sodium Bicarbonate → N-(Piperidin-1-yl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-fluoro-methylpyrazole-3-carboxamide

https://huagongshe.com/reaction/377639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantN-(Piperidin-1-yl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-hydroxy-methylpyrazole-3-carboxamideHCID 70254974—
ReactantDiethylaminosulfide trifluorideHCID 86605672—
SolventDichloromethaneHCID 6344—
ProductN-(Piperidin-1-yl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-fluoro-methylpyrazole-3-carboxamideHCID 70255079—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 600 mg of the compound of EXAMPLE 1 in 24 ml of DCM is added dropwise to a solution of 0.19 ml of diethylamino sulfide trifluoride in 24 ml of DCM at -78° C. under nitrogen. The mixture is allowed to warm up slowly to 0° C. and then stirred for one hour at 0° C. The reaction mixture is poured into saturated NaHCO3 solution and then extracted with DCM, washed with saturated NaCl solution and dried over MgSO4. The residue is chromatographed on fine silica using AcOEt/toluene (5/95 to 40/60; v/v) as the eluent to give 250 mg of the expected product, m.p.=184° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06028084
Source datasetuspto-grants-2000_02
ORD IDord-3f7e5f7639ab4c34956f2e4ce1dea312
Source noteuspto-grants-2000_02