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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172600Generated: November 1, 2026

Potassium Carbonate → 5-chloro-6-((4-fluorobenzyl)oxy)-3-(5-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-2-methylphenyl)-2-methylpyrimidin-4(3H)-one

https://huagongshe.com/reaction/2172600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Hydroxy-2-methylpropanimidamide hydrochlorideHCID 42614284—
Reactant5-chloro-6-(4-fluoro-benzyloxy)-2-methyl-3-(2-methyl-5-propynoyl-phenyl)-3H-pyrimidin-4-oneHCID 71582646—
SolventAcetonitrileHCID 6342—
Product5-chloro-6-((4-fluorobenzyl)oxy)-3-(5-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-2-methylphenyl)-2-methylpyrimidin-4(3H)-oneHCID 7158233529.3%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of 5-chloro-6-(4-fluoro-benzyloxy)-2-methyl-3-(2-methyl-5-propynoyl-phenyl)-3H-pyrimidin-4-one of Step C (10 mg, 0.02 mmol) in acetonitrile (1 mL) was added 2-hydroxy-2-methylpropionamidine HCl (5 mg, 0.03 mmol) and potassium carbonate (10 mg, 0.08 mmol) and the slurry was heated at 75° C. for eighteen hours. After cooling to room temperature the reaction was filtered to remove excess salts. The filtrate was concentrated and purified via normal phase chromatography (ethyl acetate/heptane) to provide the title compound as a yellow oil (2.9 mg, 24% yield). MS (M+H): 495

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056110B2
Source datasetuspto-grants-2015_06
ORD IDord-414ed8fd65af410d9e1a24852356e9a8
Source noteuspto-grants-2015_06