HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → 5-methyl-N-[4-(methyloxy)phenyl]-7-(tetrahydro-2H-pyran-4-yl)imidazo[5,1-f][1,2,4]triazin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]tetrahydro-2H-pyran-4-carboxamide | HCID 58711939 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 5-methyl-N-[4-(methyloxy)phenyl]-7-(tetrahydro-2H-pyran-4-yl)imidazo[5,1-f][1,2,4]triazin-2-amine | HCID 11439204 | 44.8% |
Reaction Steps
Applying the Cyclization Procedure 1, using N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]tetrahydro-2H-pyran-4-carboxamide (Intermediate 50) (81 mg, 0.23 mmol), 1,2-dichloroethane (4.5 mL) and phosphorus oxychloride (0.169 mL, 1.81 mmol), to afford 5-methyl-N-[4-(methyloxy)phenyl]-7-(tetrahydro-2H-pyran-4-yl)imidazo[5,1-f][1,2,4]triazin-2-amine (35 mg) as a yellow solid. MS m/z 340 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07462614B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-ffc69fba924545c495d95ee7e741a049 |
| Source note | uspto-grants-2008_12 |