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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520727Generated: October 31, 2026

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

https://huagongshe.com/reaction/520727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactantphenyl(4-(4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamido)phenoxy)pyridin-2-yl)carbamateHCID 131732558—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product1,5-dimethyl-N-(4-((2-(3-methylureido)pyridin-4-yl)oxy)phenyl)-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamideHCID 7305153352%

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)phenoxy)pyridin-2-yl)carbamate (100 mg, 0.187 mmol), NMP (3 mL) and methylamine solution (25%, 0.2 mL) was heated at 40° C. overnight. 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/EtOAc/MeOH (v/v/v)=1/1/0.01) to give the title compound as a white solid (46 mg, 52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09326975B2
Source datasetuspto-grants-2016_05
ORD IDord-b9aa024ce6c7439290ab5607e1756427
Source noteuspto-grants-2016_05