HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Aminobiphenyl → 1-(Biphenyl-4-ylcarbamoyl)-cyclopropanecarboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Aminobiphenyl | HCID 7102 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-(Methoxycarbonyl)cyclopropane-1-carboxylic acid | HCID 13861823 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(Biphenyl-4-ylcarbamoyl)-cyclopropanecarboxylic acid methyl ester | HCID 57875810 | 75.2% |
Reaction Steps
HOBt (70 mg, 0.54 mmol), DMAP (110 mg, 0.9 mmol), EDCI.HCl (104 mg, 0.54 mmol) followed by biphenyl-4-ylamine (92 mg, 0.54 mmol) were added to a stirred solution of cyclopropane-1,1-dicarboxylic acid methyl ester (65 mg, 0.45 mmol) in DMF (2 mL) and the resulting mixture was stirred at ambient temperature overnight. The reaction mixture was then diluted with water. The resulting precipitate was isolated by filtration and dried to afford 100 mg (75%) of 1-(biphenyl-4-ylcarbamoyl)-cyclopropanecarboxylic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08039463B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-735d1618010c41a1a8d9c6a5a3a1ae4d |
| Source note | uspto-grants-2011_10 |