HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(2-(5-chloro-1H-indol-3-yl)ethyl)-2-iodobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Iodobenzoyl chloride | HCID 69112 | — |
| Reactant | 5-Chloro-1H-indole-3-ethylamine monohydrochloride | HCID 2827494 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2-(5-chloro-1H-indol-3-yl)ethyl)-2-iodobenzamide | HCID 17271791 | 92% |
Reaction Steps
N-(2-(5-chloro-1H-indol-3-yl)ethyl)-2-iodobenzamide was prepared according to method C with triethylamine (1.19 mL; 8.48 mmol), 2-(5-chloro-1H-indol-3-yl)ethanamine hydrochloride (0.800 g; 3.90 mmol) and 2-iodobenzoyl chloride (0.968 g; 3.56 mmol) in dichloromethane (75 mL). The mixture was stirred for 20 minutes at room temperature and was evaporated to dryness. The crude material was purified by flash chromatography on silica gel (eluent 1 to 10% ethyl acetate in dichloromethane) to furnish 1.32 g (92%) of N-(2-(5-chloro-1H-indol-3-yl)ethyl)-2-iodobenzamide as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09284271B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-def96b2045494b1b94d3a75d870fd852 |
| Source note | uspto-grants-2016_03 |