HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazine → 5-(5-chloro-1-(2,4-difluorophenyl)pentyl)-N-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-1H-1,2,4-triazol-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | 6-Chloro-2-(2,4-difluorophenyl)hexanoic acid | HCID 58110087 | — |
| Reactant | methyl 4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenylcarbamimidothioate, hydroiodide | HCID 178493236 | — |
| Product | 5-(5-chloro-1-(2,4-difluorophenyl)pentyl)-N-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-1H-1,2,4-triazol-3-amine | HCID 66858195 | 100% |
Reaction Steps
Methyl 4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenylcarbamimidothioate, hydroiodide (500 mg, 1.685 mmol, from preparation A) and 6-chloro-2-(2,4-difluorophenyl)hexanoic acid (443 mg, 1.69 mmol, from preparation AG) were coupled and then reacted with hydrazine (0.211 mL, 6.74 mmol) using a procedure analogous to Step A of Example 13. The crude product, 5-(5-chloro-1-(2,4-difluorophenyl)pentyl)-N-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-1H-1,2,4-triazol-3-amine (1.03 g, 100% yield), was used in the subsequent step without purification. LC-MS (M+H)+ 507.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08349880B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-889c3da28636459992432fd08ac97333 |
| Source note | uspto-grants-2013_01 |