HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → 5-Fluoro-1H-indole-7-carboxylic acid (4-tert-butyl-benzyl)-[2-(4-fluoro-phenyl)-ethyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 5-fluoro-1H-indole-7-carboxylic acid | HCID 11693994 | — |
| Reactant | (4-Tert-butyl-benzyl)-[2-(4-fluoro-phenyl)-ethyl]-amine | HCID 29280418 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Fluoro-1H-indole-7-carboxylic acid (4-tert-butyl-benzyl)-[2-(4-fluoro-phenyl)-ethyl]-amide | HCID 86603124 | 73.2% |
Reaction Steps
66 mg (0.33 mol) of 5-fluoro-1H-indol-7-carboxylic acid, 86 mg (0.30 mmol) of (4-tert-butyl-benzyl)-[2-(4-fluoro-phenyl)-ethyl]-amine and 63 mg (0.33 mmol) of EDC.HCl were dissolved in 3 ml DCM. The reaction mixture was stirred at rt over night. The solvent was evaporated and the residue was purified by column chromatography (20 g silica gel; heptane/EtOAc 7:3) to yield 98 mg (73%) product as a light yellow viscous oil. MS (ISP) 447.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07259183B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-f4b8a8ae2fb1426aa72070bd643355cc |
| Source note | uspto-grants-2007_08 |