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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227702Generated: October 28, 2026

Urea → 4-(4-Fluorophenyl)-N-[3-(4-fluorophenyl)-1H-indazol-5-yl]-6-methyl-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxamide

https://huagongshe.com/reaction/227702

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
Reactant4-FluorobenzaldehydeHCID 68023—
ReactantN-[3-(4-Fluorophenyl)-1H-indazol-5-yl]-3-oxobutanamideHCID 86612339—
ReactantYtterbium trifluoromethaneHCID 86612340—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product4-(4-Fluorophenyl)-N-[3-(4-fluorophenyl)-1H-indazol-5-yl]-6-methyl-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxamideHCID 1135161434%

Reaction Conditions

Temperature100 °C

Reaction Steps

The product from Step (e) (0.3 g, 0.96 mmol), urea (87 mg, 1.44 mmol) and Ytterbium trifluoromethane (60 mg, 0.096 mmol) were combined In acetonitrile (2 ml) and 4-fluorobenzaldehyde (0.1 ml, 0.96 mmol) was added. The reaction mixture was sealed and heated to 100° C. for 3 hours. The reaction was diluted with water (1 ml) and the solid product was collected by filtration. The solid was washed three times with 1:1 Et2O/CH3CN. The crude was purified by silica gel chromatography eluting with 10% MeOH in CH2Cl2 to afford the title compound, (0.15 g, 34%); MS (ES+) m/e 460 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560467B2
Source datasetuspto-grants-2009_07
ORD IDord-3e22a7a9a5cf4a37ab1949b8609c2f7c
Source noteuspto-grants-2009_07