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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520719Generated: October 28, 2026

N-Methylethylamine → N-(4-((2-(3-ethyl-3-methylureido)pyridin-4-yl)oxy)-3-fluorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide

https://huagongshe.com/reaction/520719

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethylethylamineHCID 12219—
Reactantphenyl(4-(4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamido)-2-fluorophenoxy)pyridin-2-yl)carbamateHCID 131732557—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-(4-((2-(3-ethyl-3-methylureido)pyridin-4-yl)oxy)-3-fluorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamideHCID 7305169762%

Reaction Conditions

Temperature40 °C

Reaction Steps

A mixture of phenyl (4-(4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamido)-2-fluorophenoxy)pyridin-2-yl)carbamate (100 mg, 0.18 mmol), NMP (5 mL) and N-methylethanamine (12 mg, 0.2 mmol) was heated at 40° C. for 2 hours. The solvent was evaporated under reduced pressure at 40° C., and then diluted with water (10 mL). The precipitate was collected by filtration, and then purified by a silica gel column chromatography (DCM/MeOH (v/v)=60/1) to give the title compound as a white solid (55 mg, 62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09326975B2
Source datasetuspto-grants-2016_05
ORD IDord-28ba3171716d49f39eb0130691ec0ee8
Source noteuspto-grants-2016_05