HuagongsheHuagongshe Chemistry Print Report · For research reference only
4'-(Trifluoromethyl)(1,1'-biphenyl)-2-carboxylic acid → ethyl 1-ethyl-5-({2-[4-(trifluoromethyl)phenyl]benzene}amido)-1H-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4'-(Trifluoromethyl)(1,1'-biphenyl)-2-carboxylic acid | HCID 55251 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBroP | HCID 2733179 | — |
| Reactant | ethyl 1-ethyl-5-nitro-1H-indole-2-carboxylate | HCID 12148796 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | ethyl 1-ethyl-5-({2-[4-(trifluoromethyl)phenyl]benzene}amido)-1H-indole-2-carboxylate | HCID 12148798 | 54.4% |
Reaction Steps
4′-Trifluoromethyl-biphenyl-2-carboxylic acid (5.04 g, 18.95 mmol) and 1-ethyl-5-nitro-1H-indole-2-carboxylic acid ethyl ester (4.00 g, 17.23 mmol) were dissolved in DCM (100 mL). DIEA (8 g, 61.8 mmol) was added to the above mixture and the mixture was stirred at room temperature for 5 minutes. PyBroP (9.63 g, 20.67 mmol) was added to the above solution in one portion. The reaction mixture was stirred for another 3 hours. The precipitate was filtered off and washed with cold DCM to provide the title compound (4.5 g, 54.4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06979692B2 |
| Source dataset | uspto-grants-2005_12 |
| ORD ID | ord-c736b50410fb4dd29640ffaea75fd593 |
| Source note | uspto-grants-2005_12 |