Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038699Generated: October 25, 2026

Triethylamine → 3-(2,6-Dichlorophenyl)-1-(6-(4-fluorophenylamino)pyrimidin-4-yl)-1-methylurea

https://huagongshe.com/reaction/1038699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,3-Dichloro-2-isocyanatobenzeneHCID 604537—
ReactantN4-(4-fluorophenyl)-N6-methylpyrimidine-4,6-diamineHCID 66669841—
SolventDimethylformamideHCID 6228—
Product3-(2,6-Dichlorophenyl)-1-(6-(4-fluorophenylamino)pyrimidin-4-yl)-1-methylureaHCID 44412992—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of N-(4-fluoro-phenyl)-N′-methyl-pyrimidine-4,6-diamine (218.2 mg, 1 mmol), 2,6-dichlorophenyl isocyanate (188 mg, 1 mmol) and triethylamine (1.11 mL, 8 mmol) in dry dimethylformamide (2.5 mL) is shaken for 14 h at 90° C. The reaction mixture is evaporated in vacuo and the residue is distributed between ethyl acetate and half-saturated Na2CO3 solution. The organic layer is dried over Na2SO4, evaporated, and the residue purified by flash chromatography (CH2Cl2/CH3OH). The combined pure fractions are evaporated, the residue triturated with CH2Cl2 and the solid filtered off and dried in vacuo to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552002B2
Source datasetuspto-grants-2013_10
ORD IDord-05176d56a947485286f44188e7232737
Source noteuspto-grants-2013_10