HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylaluminum → N-(5-Cyclopropyl-2-fluorophenyl)-2-((3,5-dichloropyridin-4-yl)amino)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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 | — |
| Reactant | 5-Cyclopropyl-2-fluoroaniline | HCID 67503677 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-(5-Cyclopropyl-2-fluorophenyl)-2-((3,5-dichloropyridin-4-yl)amino)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide | HCID 67503534 | 31.7% |
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), 5-cyclopropyl-2-fluoroaniline (Intermediate-47, 0.080 g, 0.529 mmol), trimethyl aluminium (2M solution in toluene) (0.5 mL), dry toluene (5.0 mL) to afford 0.042 g of the desired product. 1HNMR (DMSO-d6): δ 0.62 (d, J=5.4 Hz, 2H), 0.94 (d, J=8.4 Hz, 2H), 1.59 (s, 6H), 1.93 (m, 1H), 3.51 (s, 2H), 3.59 (s, 3H), 6.82 (m, 1H), 7.18 (t, J=8.7 Hz, 1H), 7.29 (s, 1H), 8.18 (d, J=7.2 Hz, 1H), 8.47 (s, 2H), 9.99 (br s, 1H), 10.92 (br s, 1H); MS [M]+: 540.20.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08519149B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-7e416d5eec934476b5b9c25fe07022be |
| Source note | uspto-grants-2013_08 |