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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916658Generated: October 30, 2026

Ethyl Acetate → Acetic Acid 2-{4-chloro-6-[2-(3-fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-pyrimidin-5-yl}-ethyl ester

https://huagongshe.com/reaction/916658

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Fluoro-2-(1H-imidazol-2-yl)pyridineHCID 22313164—
ReactantAcetic Acid 2-(4-bromomethyl-6-chloro-pyrimidin-5-yl)-ethyl esterHCID 57503307—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductAcetic Acid 2-{4-chloro-6-[2-(3-fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-pyrimidin-5-yl}-ethyl esterHCID 57503309—

Reaction Steps

A mixture of 162 (8.4 mmol), 3-fluoro-2-(1H-imidazol-2-yl)-pyridine (described above) (1.38 g, 8.4 mmol) and K2CO3 (1.17 g, 8.4 mmol) in DMF (6 ml) is stirred at room temperature overnight. To the mixture are added EtOAc (20 ml) and water (10 ml). The organic layer is separated and the aqueous layer is extracted with EtOAc (3×10 ml). The combined extracts are washed with brine (10 ml), dried (Na2SO4) and solvent evaporated. PTLC separation of the residue (5% MeOH in CH2Cl2) gives the product (163) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07271170B2
Source datasetuspto-grants-2007_09
ORD IDord-3ae0893890ae449489ee12669ddcd425
Source noteuspto-grants-2007_09