HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 3-Hydrazinothiophene-2-Carboxylate | HCID 2777595 | — |
| Reactant | 4-Hydrazinothiazole-5-carboxylic acid methyl ester | HCID 55281298 | — |
| Reactant | {2-(3-Hydroxy-4,5-dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester | HCID 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 ester | HCID 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 acid | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07816522B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-c0b38380ad444a8ebd566bdddedbe771 |
| Source note | uspto-grants-2010_10 |