HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → 7-(5-bromo-2-thienyl)-5-methyl-N-[4-(methyloxy)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 5-bromo-N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]-2-thiophenecarboxamide | HCID 58711930 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 7-(5-bromo-2-thienyl)-5-methyl-N-[4-(methyloxy)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine | HCID 11212200 | 24% |
Reaction Steps
Applying the Cyclization Procedure 1, using 5-bromo-N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]-2-thiophenecarboxamide (Intermediate 48) (106 mg, 0.24 mmol), 1,2-dichloroethane (5 mL) and phosphorus oxychloride (0.182 mL, 1.95 mmol), to afford 7-(5-bromo-2-thienyl)-5-methyl-N-[4-(methyloxy)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (24 mg) as a yellow solid. MS m/z 416/418 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07462614B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-d282c2fbce664c4082a120c3976610f9 |
| Source note | uspto-grants-2008_12 |