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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161598Generated: October 28, 2026

Methyl 3-Hydrazinothiophene-2-Carboxylate → (S)-3-(3-{(4-Carbamimidoylphenylamino)-[3-(2-hydroxyethoxy)-4,5-dimethoxyphenyl]methyl}-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl)thiophene-2-carboxylic acid

https://huagongshe.com/reaction/1161598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-Hydrazinothiophene-2-CarboxylateHCID 2777595—
Reactant4-Hydrazinothiazole-5-carboxylic acid methyl esterHCID 55281298—
Reactant{2-(3-Hydroxy-4,5-dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl esterHCID 72312728—
Reactant[2-(2-Fluoro-3-hydroxy-5-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene]carbamic acid methyl esterHCID 72312745—
Product(S)-3-(3-{(4-Carbamimidoylphenylamino)-[3-(2-hydroxyethoxy)-4,5-dimethoxyphenyl]methyl}-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl)thiophene-2-carboxylic acidHCID 136389302—

Reaction Steps

The same procedure was carried out as in Example 167, except that {2-(3-hydroxy-4,5-dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester (Example (159a)) and 3-hydrazinothiophene-2-carboxylic acid methyl ester were used instead of respectively the [2-(2-fluoro-3-hydroxy-5-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene]carbamic acid methyl ester and 4-hydrazinothiazole-5-carboxylic acid methyl ester, to give the first eluting enantiomer of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816522B2
Source datasetuspto-grants-2010_10
ORD IDord-c0b38380ad444a8ebd566bdddedbe771
Source noteuspto-grants-2010_10