HuagongsheHuagongshe Chemistry Print Report · For research reference only
o-Benzylbenzoic acid → HCID 67974911, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | o-Benzylbenzoic acid | HCID 11924 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Chloro-1H-indole-3-ethylamine monohydrochloride | HCID 2827494 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67974911 | HCID 67974911 | 40% |
Reaction Steps
2-Benzyl-N-(2-(5-chloro-1H-indol-3-yl)ethyl)benzamide was prepared following Method A starting from 2-(5-chloro-1H-indol-3-yl)ethanamine hydrochloride (0.100 g; 0.424 mmol), 2-benzylbenzoic acid (0.102 g; 0.466 mmol), HATU (0.177 g; 0.466 mmol) and N,N-diisopropylethylamine (0.179 mL; 1.06 mmol) in DMF (5 mL). Flash chromatography on silica gel eluting with 1 to 10% methanol in dichloromethane furnished 0.065 g (40%) of 2-benzyl-N-(2-(5-chloro-1H-indol-3-yl)ethyl)benzamide as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09266832B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-f9570d4af26647da99bd3997938a4fd1 |
| Source note | uspto-grants-2016_02 |