HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 67974203, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Indole, 3-(2-aminoethyl)-5-fluoro-, hydrochloride | HCID 197774 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 4-(3-Fluoro-benzyl)-benzoic acid | HCID 67974615 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | HCID 67974203 | HCID 67974203 | 7.3% |
Reaction Steps
N-(2-(5-Fluoro-1H-indol-3-yl)ethyl)-3-(3-fluorobenzyl)benzamide was prepared following Method A starting from 2-(5-fluoro-1H-indol-3-yl)ethanamine hydrochloride (0.060 g; 0.279 mmol), 4-(3-fluorobenzyl)benzoic acid (0.070 g; 0.307 mmol), HATU (0.127 g; 0.335 mmol) and N,N-diisopropylethylamine (0.120 mL; 0.698 mmol) in DMF (5 mL). Two flash chromatographies on silica gel eluting with 1 to 20% ethyl acetate in dichloromethane and 20 to 100% ethyl acetate in heptane furnished 0.008 g (7%) of the title compound 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-6c6d39d8fcec4b35b065c687ec4019bd |
| Source note | uspto-grants-2016_02 |