HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromo-2,4-dimethoxybenzene → HCID 11235726, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromo-2,4-dimethoxybenzene | HCID 87266 | — |
| Reactant | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 2-Amino-5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin | HCID 58712001 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 11235726 | HCID 11235726 | 46.6% |
Reaction Steps
In a similar manner as described for Example 41, 5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (Intermediate 45) (0.025 g, 0.09 mmol), 1-bromo-2,4-dimethoxybenzene (0.019 g, 0.09 mmol), Pd2(dba)3 (0.008 g, 0.01 mmol), 2-(Di-t-butylphosphino)biphenyl (0.008 g, 0.03 mmol), and NaOtBu (0.011 g, 0.11 mmol) in 1,4-dioxane (1 mL) gave N-(2,4-dimethoxyphenyl)-5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-amine (0.018 g) as a yellow solid. 1H NMR (CDCl3): δ8.95 (s, 1H), 8.82 (s, 1H), 8.61 (d, J=7.3 Hz, 1H), 8.25 (d, J=8.8 Hz, 1H), 7.72-7.59 (m, 2H), 7.45 (s, 1H), 6.61-6.53 (m, 2H), 3.91 (s, 3H), 3.85 (s, 3H), 2.62 (s, 3H). MS m/z 430 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07462614B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-b726d8ec083b4d86a3690267d40cea7a |
| Source note | uspto-grants-2008_12 |