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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1025872Generated: October 30, 2026

Ethyl 5-amino-1,3,4-thiadiazole-2-carboxylate → 5-{2,5-Dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-4-yloxy]-benzoylamino}-[1,3,4]thiadiazole-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1025872

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 5-amino-1,3,4-thiadiazole-2-carboxylateHCID 2756556—
Reactant{2,5-Dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-4-yloxy]-benzoylamino}-acetic acid methyl esterHCID 53312194—
SolventEthylacetate heptaneHCID 21899848—
Product5-{2,5-Dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-4-yloxy]-benzoylamino}-[1,3,4]thiadiazole-2-carboxylic acid ethyl esterHCID 53311182—

Reaction Steps

The title compound was prepared in analogy to Example 1, from 2,5-dichloro-4-[3-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-pyridin-4-yloxy]-benzoic acid (Example 29, intermediate) and 5-amino-[1,3,4]thiadiazole-2-carboxylic acid ethyl ester (commercially available, CAS RN 64837-53-2) and using a gradient of n-heptane:ethyl acetate (100:0 to 0:100) for the chromatographic purification. Yellow solid (67%). MS (ESI): m/z=652.12 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729091B2
Source datasetuspto-grants-2014_05
ORD IDord-b416afb6f77e4638b5ccdc4e547fabfb
Source noteuspto-grants-2014_05