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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 870417Generated: October 31, 2026

Acetonitrile → N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide

https://huagongshe.com/reaction/870417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantIodo benzene diacetateHCID 12217721—
Reactant3-chloro-4-(4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamido)-2-fluorophenoxy)picolinamideHCID 73053119—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductN-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamideHCID 7305360970.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of 3-chloro-4-(4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamido)-2-fluorophenoxy)picolinamide (437 mg, 0.88 mmol) in EtOAc (5 mL), CH3CN (5 mL) and H2O (2.5 mL) was added iodobenzene diacetate (341 mg, 1.06 mmol) at 0° C. The reaction was stirred at 0° C. for 30 minutes, then warmed up to rt and continued to stir for 3 hours. The mixture was concentrated in vacuo, and the residue was purified by a silica gel column chromatography (PE/EtOAc (v/v)=1/3) to give the title compound as a yellow solid (290 mg, 70.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969388B1
Source datasetuspto-grants-2015_03
ORD IDord-b4f19bf0d5224160bf04d69c5e7318f8
Source noteuspto-grants-2015_03