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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56273Generated: October 29, 2026

Water → 3-(3-fluoro-4-morpholinophenyl)-2-(((5-fluoropyridin-3-yl)oxy)methyl)-6-methyl-pyrimidin-4(3H)-one

https://huagongshe.com/reaction/56273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant2-((5-Fluoropyridin-3-yl)oxy)acetamideHCID 90022681—
ReactantN-(3-fluoro-4-morpholinophenyl)-3-oxobutanamideHCID 90023295—
CatalystTitanium isopropoxideHCID 11026—
SolventO-XyleneHCID 7237—
Product3-(3-fluoro-4-morpholinophenyl)-2-(((5-fluoropyridin-3-yl)oxy)methyl)-6-methyl-pyrimidin-4(3H)-oneHCID 9005169527%

Reaction Steps

To a mixture of 2-((5-fluoropyridin-3-yl)oxy)acetamide (200 mg, 1.18 mmol) and N-(3-fluoro-4-morpholinophenyl)-3-oxobutanamide (330 mg, 1.18 mmol) in xylene (10 mL) was added titanium tetraisopropanolate (2.7 mg, 9.5 mmol) and the mixture was refluxed for 50 h. The mixture was cooled to rt and 60 mL of EtOAc and 10 mL of water were added. The resulting mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a yellow solid (130 mg, 27%). The compound was characterized by the following spectroscopic data:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434695B2
Source datasetuspto-grants-2016_09
ORD IDord-2a99ca492f3e4809b414e5c4b7aa3abf
Source noteuspto-grants-2016_09