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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913496Generated: October 27, 2026

Triethylamine → Methyl N-[6-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}thio)-3,5-dicyano-4-(4-{[(2S)-2,3-dihydroxypropyl]oxy}phenyl)pyridin-2-yl]-N-methylglycinate

https://huagongshe.com/reaction/1913496

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantGlycine, N-methyl-, methyl ester, hydrochloride (1:1)HCID 83544—
Reactant2-Amino-6-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}sulfanyl)-4-(4-{[(2S)-2,3-dihydroxypropyl]oxy}phenyl)pyridine-3,5-dicarbonitrileHCID 66671801—
SolventTetrahydrofuranHCID 8028—
ProductMethyl N-[6-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}thio)-3,5-dicyano-4-(4-{[(2S)-2,3-dihydroxypropyl]oxy}phenyl)pyridin-2-yl]-N-methylglycinateHCID 66671934—

Reaction Steps

451 mg (0.51 mmol) of the compound from Example 40A were dissolved in 7.8 ml of dry THF, and 141 mg (1.01 mmol) of methyl sarcosinate hydrochloride and 211 μl (1.52 mmol) of triethylamine were then added in succession. The reaction mixture was stirred at RT for 8 h. After removal of the solvent, the mixture was purified directly by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609686B2
Source datasetuspto-grants-2013_12
ORD IDord-a6e78e57f5c94eb5b59726c36c92a6d7
Source noteuspto-grants-2013_12