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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 11393Generated: October 25, 2026

Sodium hydride → Rac-2-ethoxy-3-{1-[2-(4-fluoro-3-methyl-phenyl)-5-methyl-oxazol-4-ylmethyl]-1h-indol-4-yl}-propionic acid ethyl ester

https://huagongshe.com/reaction/11393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Chloromethyl-2-(4-fluoro-3-methyl-phenyl)-5-methyl-oxazoleHCID 21974259—
ReactantRac-2-ethoxy-3-(1h-indol-4-yl)-propionic acid ethyl esterHCID 69279879—
SolventDimethylformamideHCID 6228—
ProductRac-2-ethoxy-3-{1-[2-(4-fluoro-3-methyl-phenyl)-5-methyl-oxazol-4-ylmethyl]-1h-indol-4-yl}-propionic acid ethyl esterHCID 69279863—

Reaction Steps

In analogy to the procedures described in examples 1 a] and 1 b], rac-2-ethoxy-3-(1H-indol-4-yl)-propionic acid ethyl ester was reacted with 4-chloromethyl-2-(4-fluoro-3-methyl-phenyl)-5-methyl-oxazole in N,N-dimethylformamide in the presence of sodium hydride to yield rac-2-ethoxy-3-{1-[2-(4-fluoro-3-methyl-phenyl)-5-methyl-oxazol-4-ylmethyl]-1H-indol-4-yl}-propionic acid ethyl ester, which was subsequently saponified to yield rac-2-ethoxy-3-{1-[2-(4-fluoro-3-methyl-phenyl)-5-methyl-oxazol-4-ylmethyl]-1H-indol-4-yl}-propionic acid as off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07098228B2
Source datasetuspto-grants-2006_08
ORD IDord-7c102c52bbbb4a23979d0e133ec9ed9e
Source noteuspto-grants-2006_08