HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-1,2,4-Triazole → 7-(cyclohexylmethyl)-5-methyl-N-[4-(methyloxy)phenyl]-imidazo[5,1-f][1,2,4]triazin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-1,2,4-Triazole | HCID 9257 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 2-cyclohexyl-N-[1-(3-{[4-(methyloxy)phenyl]amino)-1,2,4-triazin-6-yl)ethyl]acetamide | HCID 58711949 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 7-(cyclohexylmethyl)-5-methyl-N-[4-(methyloxy)phenyl]-imidazo[5,1-f][1,2,4]triazin-2-amine | HCID 11405444 | 71.7% |
Reaction Steps
Applying the Cyclization Procedure 2, using 2-cyclohexyl-N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]acetamide (Intermediate 69) (100 mg, 0.27 mmol), pyridine (25 mL), 1,2,4 triazole (56 mg, 0.81 mmol) and phosphorus oxychloride (0.040 mL, 0.43 mmol), to afford 7-(cyclohexylmethyl)-5-methyl-N-[4-(methyloxy)phenyl]-imidazo[5,1-f][1,2,4]triazin-2-amine (68 mg) as a yellow solid. MS m/z 352 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07462614B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-c888c872becb4bbf872af56b4bf3d9b3 |
| Source note | uspto-grants-2008_12 |