HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Methylpentanoic acid → N-{1-[3-(3-methylbutylcarbonylamino)benzyl]indol-5-ylcarbonyl}-2-methylbenzene sulphonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Methylpentanoic acid | HCID 7755 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | N-[1-(3-aminobenzyl)indol-5-ylcarbonyl]-2-methylbenzene sulphonamide | HCID 19780416 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-{1-[3-(3-methylbutylcarbonylamino)benzyl]indol-5-ylcarbonyl}-2-methylbenzene sulphonamide | HCID 19780409 | — |
Reaction Steps
A mixture of the amine (Example 4) (0.25 g), 3-methylvaleric acid (0.07 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.126 g) and 4-dimethylaminopyridine (0.02 g) in dichloromethane (5 ml) was stirred at room temperature for 96 hours. The reaction mixture was washed with water then saturated brine, dried over anhydrous magnesium sulphate, filtered and evaporated in vacuo. Purification by flash chromatography on silica, eluting with 0-30% ethyl acetate in hexane, afforded N-{1-[3-(3-methylbutylcarbonylamino)benzyl]indol-5-ylcarbonyl}-2-methylbenzene sulphonamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05185361 |
| Source dataset | uspto-grants-1993_02 |
| ORD ID | ord-89339267f82641a1807c4b1d82f73b43 |
| Source note | uspto-grants-1993_02 |