HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoro-5-(trifluoromethyl)aniline → 2-((3,5-Dichloropyridin-4-yl)amino)-N-(2-fluoro-5-(trifluoromethyl)phenyl)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoro-5-(trifluoromethyl)aniline | HCID 136349 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | Methyl 2-((3,5-dichloropyridin-4-yl)amino)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxylate | HCID 67502200 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-((3,5-Dichloropyridin-4-yl)amino)-N-(2-fluoro-5-(trifluoromethyl)phenyl)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide | HCID 86664712 | 34.5% |
Reaction Steps
The title compound was prepared following the procedure described for Example-143 by using methyl 2-((3,5-dichloropyridin-4-yl)amino)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxylate (Intermediate-60, 0.100 g, 0.245 mmol), 2-fluoro-5-(trifluoromethyl)aniline (0.065 g, 0.363 mmol), trimethyl aluminium (2M solution in toluene) (0.5 mL), dry toluene (5.0 mL) to afford 0.048 g of the desired product. 1HNMR (DMSO-d6): δ 1.60 (s, 6H), 3.52 (s, 2H), 3.60 (s, 3H), 7.29 (s, 1H), 7.53-7.63 (m, 2H), 8.48 (s, 2H), 8.86 (d, J=5.4 Hz, 1H), 10.22 (m, 1H), 10.94 (s, 1H); MS [M]+: 568.08.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08519149B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-3309712648524351a73a6c1a22cad863 |
| Source note | uspto-grants-2013_08 |