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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161538Generated: October 28, 2026

Benzoic acid, 2-hydrazinyl-, hydrochloride (1:1) → (S)-2-(3-{(4-carbamimidoylphenylamino)-[2-fluoro-4-(2-hydroxyethoxy)-5-methoxyphenyl]methyl}-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl)benzoic acid

https://huagongshe.com/reaction/1161538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic acid, 2-hydrazinyl-, hydrochloride (1:1)HCID 104169—
Reactant2-HydrazinylpyrimidineHCID 346558—
Reactant{2-[2-Fluoro-3-(2-fluoroethoxy)-5-methoxyphenyl]-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl esterHCID 72312758—
Reactant(2-{4-[2-(t-Butyldimethylsilanyloxy)ethoxy]-2-fluoro-5-methoxyphenyl}-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene)carbamic acid methyl esterHCID 72312764—
Product(S)-2-(3-{(4-carbamimidoylphenylamino)-[2-fluoro-4-(2-hydroxyethoxy)-5-methoxyphenyl]methyl}-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl)benzoic acidHCID 136389276—

Reaction Steps

The same procedure was carried out as in Examples (3f)-(3h), except that (2-{4-[2-(t-butyldimethylsilanyloxy)ethoxy]-2-fluoro-5-methoxyphenyl}-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene)carbamic acid methyl ester and 2-hydrazinobenzoic acid hydrochloride were used instead of respectively the {2-[2-fluoro-3-(2-fluoroethoxy)-5-methoxyphenyl]-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester in Example (3f) and 2-hydrazinopyrimidine in Example (3f), to give the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816522B2
Source datasetuspto-grants-2010_10
ORD IDord-6eb69b2c07654a0eb02d9c402c4833e5
Source noteuspto-grants-2010_10