HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(3-Bromophenyl)acetamide → HCID 11224063, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(3-Bromophenyl)acetamide | HCID 12123 | — |
| 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 11224063 | HCID 11224063 | 28.7% |
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), N-(3-bromophenyl)acetamide (0.018 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-[3-({5-methyl-7-[3-(trifluoromethyl)phenyl]imidazo[5,1-f][1,2,4]triazin-2-yl}amino)phenyl]acetamide (0.011 g) as a yellow solid. 1H NMR (DMSO-d6): δ9.94 (s, 1H), 9.87 (s, 1H), 9.31 (s, 1H), 8.81 (s, 1H), 8.71 (d, J=8.8 Hz, 1H), 7.87 (s, 1H), 7.83-7.72 (m, 2H), 7.59-7.54 (m, 1H), 7.28-7.20 (m, 2H), 2.56 (s, 3H), 2.04 (s, 3H). MS m/z 427 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07462614B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-7bc52073fb064dcb88b82e0e19089033 |
| Source note | uspto-grants-2008_12 |