HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoro-4-methylaniline → 2-((2-Chloro-6-fluorophenyl)amino)-N-(2-fluoro-4-methylphenyl)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoro-4-methylaniline | HCID 67984 | — |
| 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)-N-(2-fluoro-4-methylphenyl)-1,7,7-trimethyl-7,8-dihydro-1H-benzofuro[4,5-d]imidazole-5-carboxamide | HCID 56971116 | 20.4% |
Reaction Steps
The title compound was prepared following the procedure 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), 2-fluoro-4-methyl aniline (0.046 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 1.58 (s, 6H), 2.29 (s, 3H), 3.48 (s, 2H), 3.56 (s, 3H), 7.00 (d, J=8.4 Hz, 2H), 7.13-7.30 (m, 4H), 8.29 (t, J=9 Hz, 1H), 9.94 (s, 1H), 10.51 (s, 1H). MS [M+H]+: 497.23.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08519149B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-bcb51c1a68e0443abd5284e651335914 |
| Source note | uspto-grants-2013_08 |