Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 353655Generated: October 25, 2026

Dimethyl Sulfoxide → 1-[3-tert-butyl-1-(2-methylpyridin-5-yl)-1H-pyrazol-5-yl]-3-[4-(pyridin-4-yl-methoxy)naphthalen-1-yl]-urea

https://huagongshe.com/reaction/353655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(4-Pyridinylmethoxy)-1-naphthalenamineHCID 15908535—
Reactant5-(2,2,2-Trichloroethoxycarbonyl)-amino3-t-butyl-1-(2-methylpyridin-5-yl)pyrazoleHCID 69912479—
SolventEthyl AcetateHCID 8857—
Product1-[3-tert-butyl-1-(2-methylpyridin-5-yl)-1H-pyrazol-5-yl]-3-[4-(pyridin-4-yl-methoxy)naphthalen-1-yl]-ureaHCID 9957853—

Reaction Steps

A solution of 5-(2,2,2-trichloroethoxycarbonyl)-amino3-t-butyl-1-(2-methylpyridin-5-yl)pyrazole (26 mmol), 1-amino-4-(pyridin-4-ylmethoxy)naphthalene (26 mmol), diisopropylethylamine (25 mmol) and DMSO (75 mL) is heated to 55-90° C. and held for 2-8 h. To this solution, ethyl acetate (100 mL) is added. The organic layer is washed with brine (4×50 mL), and dried over MgSO4. The solvent is removed under reduced pressure, and residue is crystallized from a suitable solvent such as acetonitrile (50 mL) at 0° C. The product is collected by filtration and recrystallized from a suitable solvent such as isopropanol and dried in vacuum to constant weight.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06753426B2
Source datasetuspto-grants-2004_06
ORD IDord-6784645309ac4a51986ed40890f486f6
Source noteuspto-grants-2004_06