HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoro-4-(trifluoromethyl)aniline → 2-((3,5-Dichloropyridin-4-yl)amino)-N-(2-fluoro-4-(trifluoromethyl)phenyl)-7,7-dimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoro-4-(trifluoromethyl)aniline | HCID 2737674 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | HCID 178496992 | HCID 178496992 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-((3,5-Dichloropyridin-4-yl)amino)-N-(2-fluoro-4-(trifluoromethyl)phenyl)-7,7-dimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide | HCID 178422765 | 36.8% |
Reaction Steps
The title compound was prepared following the procedure described for Example-137 by using methyl 2-[(3,5-dichloropyridin-4-yl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxylate (Step-1 of Intermediate-3, 0.100 g, 0.245 mmol), 2-fluoro-4-(trifluoromethyl)aniline (0.064 g, 0.357 mmol), trimethyl aluminium (2M solution in toluene) (0.5 mL), dry toluene (5.0 mL) at room temperature to afford 0.050 g of the desired product. 1HNMR (DMSO-d6): δ 1.57 (s, 6H), 3.11 (s, 2H), 7.31 (s, 1H), 7.62 (d, J=8.1 Hz, 1H), 7.81 (d, J=11.4 Hz, 1H), 8.46 (s, 2H), 8.70 (t, J=8.4 Hz, 1H), 10.23 (s, 1H), 11.03 (br s, 1H), 11.60 (br s, 1H); MS [M+H]+: 552.33.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08519149B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-f1f7e742c7ea4a398519e3212b0ce8c2 |
| Source note | uspto-grants-2013_08 |