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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709619Generated: November 1, 2026

Methyl iodide → Ethyl 3-cyclopropyl-3-(6-(((5-(2-fluoro-5-methoxyphenyl)-6-isobutoxypyridin-2-yl)methyl)(methyl)amino)pyrimidin-4-yl)propanoate

https://huagongshe.com/reaction/709619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantEthyl 3-cyclopropyl-3-(6-(((5-(2-fluoro-5-methoxyphenyl)-6-isobutoxypyridin-2-yl)methyl)amino)pyrimidin-4-yl)propanoateHCID 117760162—
SolventDimethylformamideHCID 6228—
ProductEthyl 3-cyclopropyl-3-(6-(((5-(2-fluoro-5-methoxyphenyl)-6-isobutoxypyridin-2-yl)methyl)(methyl)amino)pyrimidin-4-yl)propanoateHCID 11775974756.2%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of ethyl 3-cyclopropyl-3-(6-(((5-(2-fluoro-5-methoxyphenyl)-6-isobutoxypyridin-2-yl)methyl)amino)pyrimidin-4-yl)propanoate (52 mg) in DMF (3.0 mL) were added potassium carbonate (21 mg) and iodomethane (20 μL), and the mixture was stirred at 40° C. for 17 hr. 60% Sodium hydride (10 mg) was added, and the mixture was stirred at room temperature for 1 hr. Saturated aqueous ammonium chloride solution was added, and the reaction mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (30 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-7566f1e99dc4439c9515f71c920c6993
Source noteuspto-grants-2015_11