Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1744624Generated: November 1, 2026

Sodium Hydroxide → 1-(4-Chlorophenyl)-N-(3-cyano-4-[4-(N-(2-hydroxyethyl)amino)piperidin-1-yl]phenyl}-5-methylpyrazole-4-carboxamide

https://huagongshe.com/reaction/1744624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-(4-chlorophenyl)-5-methyl-1H-pyrazole-4-carbonyl chlorideHCID 2776128—
Reactant5-amino-2-[4-(N-tert-butoxycarbonyl-2-hydroxyethylamino)piperidin-1-yl]benzonitrileHCID 22228026—
SolventTrifluoroacetic acidHCID 6422—
Product1-(4-Chlorophenyl)-N-(3-cyano-4-[4-(N-(2-hydroxyethyl)amino)piperidin-1-yl]phenyl}-5-methylpyrazole-4-carboxamideHCID 22228048—

Reaction Steps

The reaction and treatment in the same manner as in Example 150 were conducted using 1-(4-chlorophenyl)-5-methylpyrazole-4-carboxylic chloride (1.19 g) and 5-amino-2-[4-(N-tert-butoxycarbonyl-N-(2-hydroxyethyl)amino)piperidin-1-yl]benzonitrile and the resulting mixture was further stirred in trifluoroacetic acid (10 ml) under ice-cooling for 1 h. The reaction mixture was treated with aqueous sodium hydroxide solution and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was recrystallized from ethanol to give the title compound (0.29 g), melting point: 181° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07015218B1
Source datasetuspto-grants-2006_03
ORD IDord-cfbdde389f0642e0ab02cd9c38f9b2df
Source noteuspto-grants-2006_03