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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913505Generated: November 3, 2026

Triethylamine → Methyl N-(6-{[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methoxy}-3,5-dicyano-4-[4-(2-hydroxyethoxy)phenyl]pyridin-2-yl)-N-methylglycinate

https://huagongshe.com/reaction/1913505

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantGlycine, N-methyl-, methyl ester, hydrochloride (1:1)HCID 83544—
Reactant2-Chloro-6-{[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methoxy}-4-[4-(2-hydroxyethoxy)phenyl]-pyridine-3,5-dicarbonitrileHCID 86649641—
SolventTetrahydrofuranHCID 8028—
ProductMethyl N-(6-{[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methoxy}-3,5-dicyano-4-[4-(2-hydroxyethoxy)phenyl]pyridin-2-yl)-N-methylglycinateHCID 66672288—

Reaction Steps

230 mg (about 0.45 mmol) of the crude product from Example 50A were dissolved in 3 ml of absolute THF, and 127 mg (0.91 mmol) of methyl sarcosinate hydrochloride and 138 mg (1.36 mmol) of triethylamine were added. The reaction mixture was stirred at RT for 10 h. After removal of the solvent on a rotary evaporator, the residue was purified directly by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5). Removal of the solvent on a rotary evaporator gave the product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609686B2
Source datasetuspto-grants-2013_12
ORD IDord-085deab682e14926a8856ba10b48100a
Source noteuspto-grants-2013_12