HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → 6-Fluoro-1H-indole-7-carboxylic acid (4-tert-butyl-benzyl)-[2-(3,4-dichloro-phenyl)-ethyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 6-fluoro-1H-indole-7-carboxylic Acid | HCID 11708161 | — |
| Reactant | (4-Tert-butylbenzyl)-[2-(3,4-dichloro-phenyl)-ethyl]-amine | HCID 68563688 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 6-Fluoro-1H-indole-7-carboxylic acid (4-tert-butyl-benzyl)-[2-(3,4-dichloro-phenyl)-ethyl]-amide | HCID 86603127 | 43.4% |
Reaction Steps
98 mg (0.55 mol) of 6-fluoro-1H-indol-7-carboxylic acid, 168 mg (0.50 mmol) of (4-tert-butyl-benzyl)-[2-(3,4-dichloro-phenyl)-ethyl]-amine and 105 mg (0.55 mmol) of EDC.HCl were dissolved in 5 ml 1,2-dichloro-ethane. The reaction mixture was stirred at rt over night and heated to 80° C. for 3 h. The solvent was evaporated and the residue was purified by column chromatography (20 g silica gel; heptane/EtOAc 4:1) to yield 108 mg (43%) product as a colorless viscous oil. MS (ISP) 497.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07259183B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-edaa4b4bf823469abebd5c0b52f0c868 |
| Source note | uspto-grants-2007_08 |