HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-5-(trifluoromethyl)pyridine → 2-((2-Chloro-6-fluorophenyl)amino)-1,7,7-trimethyl-N-(5-(trifluoromethyl)pyridin-2-yl)-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-5-(trifluoromethyl)pyridine | HCID 735862 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | methyl 2-((2-chloro-6-fluorophenyl)amino)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxylate | HCID 67503529 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-((2-Chloro-6-fluorophenyl)amino)-1,7,7-trimethyl-N-(5-(trifluoromethyl)pyridin-2-yl)-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide | HCID 67503321 | 19% |
Reaction Steps
The title compound was prepared by following the procedure as described for Example-137 using methyl 2-((2-chloro-6-fluorophenyl)amino)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxylate (step-7 of Intermediate-49, 0.100 g, 0.247 mmol) and 5-(trifluoromethyl)pyridin-2-amine (0.053 g, 0.371 mmol), trimethyl aluminium (2M solution in toluene) (1 mL) and dry toluene (5.0 mL) to afford 0.025 g of the desired product. 1HNMR (DMSO-d6): δ 1.61 (s, 6H), 3.49 (s, 2H), 3.57 (s, 3H), 7.17-7.31 (m, 4H), 8.22 (d, J=9 Hz, 1H), 8.44 (d, J=9 Hz, 1H), 8.75 (s, 1H), 8.79 (s, 1H), 10.39 (s, 1H), 10.55 (s, 1H); MS [M+H]+: 534.21.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08519149B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-cb67d73c152546d29c57b9a2676d1e0d |
| Source note | uspto-grants-2013_08 |