HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Amino-2-(trifluoromethyl)pyridine → 2-((2-Chloro-6-fluorophenyl)amino)-1,7,7-trimethyl-N-(6-(trifluoromethyl)pyridin-3-yl)-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Amino-2-(trifluoromethyl)pyridine | HCID 2737744 | — |
| 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 | — |
| Product | 2-((2-Chloro-6-fluorophenyl)amino)-1,7,7-trimethyl-N-(6-(trifluoromethyl)pyridin-3-yl)-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide | HCID 56971115 | 19% |
Reaction Steps
The title compound was prepared by following the same 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), 5-amino-2-trifloromethylpyridine (0.162 g, 0.371 mmol), trimethyl aluminium (2M solution in toluene) (1 mL) to afford 0.025 g of the desired product. 1HNMR (DMSO-d6): δ 1.61 (s, 6H), 3.46 (s, 2H), 3.57 (s, 3H), 7.01 (m, 1H), 7.28 (s, 2H), 7.30 (d, 1H), 7.90 (d, J=8.7 Hz, 1H), 8.45 (d, J=7.8 Hz, 1H), 9.00 (s, 1H), 10.02 (s, 1H), 10.53 (s, 1H). MS [M−H]−: 532.19.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08519149B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-b5d24c9cbb8b403da936e53a76897464 |
| Source note | uspto-grants-2013_08 |