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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592415Generated: October 31, 2026

Methanol → 2-(2-(2-(2,5-Dichloropyrimidin-4-yl)ethyl)phenyl)propanamide

https://huagongshe.com/reaction/592415

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2-((2,5-Dichloropyrimidin-4-ylethynyl)phenyl)propanamideHCID 86712306—
CatalystPlatinum oxide (PtO)HCID 82844—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-(2-(2-(2,5-Dichloropyrimidin-4-yl)ethyl)phenyl)propanamideHCID 86712307—

Reaction Steps

A solution of 2-(2-((2,5-dichloropyrimidin-4-yl)ethynyl)phenyl)propanamide A29 (1.0 g, 3.1 mmol) in DMF (55 mL) and MeOH (5 mL) was stirred with platinum(II)oxide (0.21 g, 0.94 mmol) under an atmosphere of hydrogen for 120 hours at ambient temperature. The reaction mixture was diluted with EtOAc and filtered through a plug of Celite. The filter cake was washed with EtOAc and the solvents were removed in vacuo to give a crude residue that was purified by silica gel column chromatography (Combiflash Rf, 0-90% EtOAc in cyclohexane), giving the title compound A30 as an off white solid (0.65 g, 64%). LCMS-C: rt 4.98 min; m/z 324 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238644B2
Source datasetuspto-grants-2016_01
ORD IDord-5b7962be32354250905e185ceb135078
Source noteuspto-grants-2016_01