HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromophenol → HCID 11222877, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromophenol | HCID 7808 | — |
| 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 11222877 | HCID 11222877 | 57.7% |
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), 4-bromophenol (0.015 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 4-({5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-yl}amino)phenol (0.020 g) as a yellow solid. 1H NMR (Acetone-d6): δ9.06 (s, 1H), 8.91 (s, 1H), 8.68 (d, J=4.8 Hz, 1H), 7.77-7.70 (m, 3H), 7.59 (d, J=8.4 Hz, 2H), 6.84 (d, J=8.4 Hz, 2H), 2.55 (s, 3H). MS m/z 386 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07462614B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-54574e2f8c37492a8bffd27281cea38b |
| Source note | uspto-grants-2008_12 |