HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → 7-(4-fluorophenyl)-5-methyl-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 4-fluoro-N-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)benzamide | HCID 58712011 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 7-(4-fluorophenyl)-5-methyl-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amine | HCID 11189040 | 15.8% |
Reaction Steps
In a similar manner as described for Example 1, 4-fluoro-N-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)benzamide (Intermediate 13) (0.16 g, 0.37 mmol) in 1,2-dichloroethane (20 mL) and phosphorus oxychloride (0.28 mL, 3.0 mmol) gave 7-(4-fluorophenyl)-5-methyl-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amine (0.024 g) as a yellow solid. 1H NMR (CDCl3): δ8.78 (s, 1H), 8.50-8.42 (m, 2H), 7.17-7.10 (m, 2H), 7.01 (s, 1H), 6.86 (s, 2H), 3.85 (s, 3H), 3.82 (s, 6H), 2.58 (s, 3H). MS m/z 410 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07462614B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-3707784bbc75414e81772150ca436e27 |
| Source note | uspto-grants-2008_12 |