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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56270Generated: October 29, 2026

Water → 3-(3-fluoro-4-morpholinophenyl)-6-methyl-2-((pyridin-3-yloxy)methyl)pyrimidin-4(3H)-one

https://huagongshe.com/reaction/56270

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant2-(Pyridin-3-yloxy)acetamideHCID 18347830—
ReactantN-(3-fluoro-4-morpholinophenyl)-3-oxobutanamideHCID 90023295—
CatalystTitanium isopropoxideHCID 11026—
SolventO-XyleneHCID 7237—
Product3-(3-fluoro-4-morpholinophenyl)-6-methyl-2-((pyridin-3-yloxy)methyl)pyrimidin-4(3H)-oneHCID 72949300287.4%

Reaction Conditions

Temperature165 °C

Reaction Steps

A mixture of 2-(pyridin-3-yloxy)acetamide (120 mg, 0.79 mmol), N-(3-fluoro-4-morpholinophenyl)-3-oxobutanamide (221.1 mg, 0.79 mmol) and titanium tetraisopropanolate (1.79 g, 6.30 mmol) in xylene (16 mL) was stirred at 165° C. for 50 h. The mixture was then cooled to rt and 30 mL of EtOAc and 5 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 (EtOAc) to give the title compound as a yellow solid (0.90 g, 29%). 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-70ab06d206f84891836f8a281c174605
Source noteuspto-grants-2016_09