HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromobenzenesulfonamide → HCID 11385337, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromobenzenesulfonamide | HCID 69696 | — |
| 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 11385337 | HCID 11385337 | 19.8% |
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-bromobenzenesulfonamide (0.020 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)benzenesulfonamide (0.008 g) as a yellow solid. 1H NMR (Acetone-d6): δ9.24 (bs, 1H), 9.21 (s, 1H), 8.93 (s, 1H), 8.80-8.75 (m, 1H), 8.05-8.00 (m, 2H), 7.95-7.90 (m, 2H), 7.88-7.82 (m, 2H), 6.53 (bs, 2H), 2.61 (s, 3H). MS m/z 449 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07462614B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-8f15ada5a9a948ffae0e052c9df8ecdb |
| Source note | uspto-grants-2008_12 |