HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazine → 5-(5-chloro-1-(4-fluorophenyl)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-(4-fluorophenyl)hexanoic acid | HCID 58110039 | — |
| Reactant | methyl 4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenylcarbamimidothioate, hydroiodide | HCID 178493236 | — |
| Product | 5-(5-chloro-1-(4-fluorophenyl)pentyl)-N-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-1H-1,2,4-triazol-3-amine | HCID 66859894 | 79% |
Reaction Steps
Methyl 4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenylcarbamimidothioate, hydroiodide (4.0 g, 13.48 mmol, from preparation A) and 6-chloro-2-(4-fluorophenyl)hexanoic acid (3.63 g, 14.83 mmol, from preparation AC) were coupled and then reacted with hydrazine (1.69 mL, 53.9 mmol) using a procedure analogous to Step A of Example 13 to afford 5-(5-chloro-1-(4-fluorophenyl)pentyl)-N-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-1H-1,2,4-triazol-3-amine (5.2 g, 10.63 mmol, 79% yield) as a reddish foam solid. LC-MS (M+H)+ 489.1. Used the crude isolate in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08349880B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-6e1776b8ba2e4983a04473e73c48bcba |
| Source note | uspto-grants-2013_01 |