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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 900249Generated: October 29, 2026

Potassium Carbonate → 3-{1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-imidazol-4-yl}-propionic acid methyl ester

https://huagongshe.com/reaction/900249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromomethyl-5-(5-chloro-thiophen-2-yl)-isoxazoleHCID 11150146—
ReactantHCID 178500031HCID 178500031—
SolventDimethylformamideHCID 6228—
Product3-{1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-imidazol-4-yl}-propionic acid methyl esterHCID 6911208649.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 190 mg of 3-(1H-Imidazol-4-yl)-propionic acid methyl ester (hydrochloride salt) in DMF (5 mL) was added K2CO3 (414 mg) and 3-Bromomethyl-5-(5-chloro-thiophen-2-yl)-isoxazole (278 mg). The mixture was stirred for 2 h at 70° C. After removal of the solvent in vacuo the residue was taken up in ethyl acetate. The mixture was washed with water and brine. The organic phase was dried over anhydrous MgSO4 and concentrated under reduced pressure to give crude 3-{1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-imidazol-4-yl}-propionic acid methyl ester (174 mg) as a brown solid which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07358268B2
Source datasetuspto-grants-2008_04
ORD IDord-2aea88fb589a412d928943d06e3e3037
Source noteuspto-grants-2008_04