HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 4-(3-Fluorobenzyl)-N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Serotonin Hydrochloride | HCID 160436 | — |
| 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 | — |
| Product | 4-(3-Fluorobenzyl)-N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)benzamide | HCID 67974132 | 69% |
Reaction Steps
4-(3-Fluorobenzyl)-N-(2-(5-hydroxy-1H-indol-3-yl)ethyl)benzamide was prepared according to method A with the 4-(3-fluorobenzyl)benzoic acid (0.080 g, 0.347 mmol), 3-(2-aminoethyl)-1H-indol-5-ol hydrochloride (0.081 g; 0.382 mmol), HATU (0.145 g; 0.382 mmol) and N,N-diisopropylethylamine (0.150 mL; 0.869 mmol) in DMF (3 mL). Flash chromatography on silica gel (eluent 20 to 100% ethyl acetate in heptane) furnished 0.093 g (67%) 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-2b78dc40068b4a41a97b2217397256aa |
| Source note | uspto-grants-2016_02 |