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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 884804Generated: October 25, 2026

Potassium Carbonate → {3-[5-Amino-1-(5-cyclopropylcarbamoyl-2-methyl-phenyl)-1H-pyrazole-4-carbonyl]-phenoxy}-acetic acid

https://huagongshe.com/reaction/884804

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl chloroacetateHCID 66052—
Reactant3-[5-amino-4-(3-hydroxy-benzoyl)-pyrazol-1-yl]-N-cyclopropyl-4-methylbenzamideHCID 11245836—
SolventDimethylformamideHCID 6228—
Product{3-[5-Amino-1-(5-cyclopropylcarbamoyl-2-methyl-phenyl)-1H-pyrazole-4-carbonyl]-phenoxy}-acetic acidHCID 5808894130.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a stirred solution of 3-[5-amino-4-(3-hydroxy-benzoyl)-pyrazol-1-yl]-N-cyclopropyl-4-methylbenzamide (400 mg, 1.06 mmol) and t-butyl chloroacetate (319 mg, 2.12 mmol) in DMF (20 mL) was added K2CO3 (292 mg, 2.12 mmol) and the mixture was heated at 100° C. overnight. The solvent was removed, and the residue was suspended in EtOAc, washed by water, brine, dried over Na2SO4, and concentrated. The crude product was purified by column chromatography on silica gel (EtOAc:Hexane=3:1) to provide the product as a light yellow oil (140 mg, 27%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242117B2
Source datasetuspto-grants-2012_08
ORD IDord-379cb3fd451b4a65b098e67aa240346f
Source noteuspto-grants-2012_08