HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-(3-(5-Chloro-1H-indol-3-yl)propyl)-4-(3-fluorobenzyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(5-chloro-1H-indol-3-yl)propan-1-amine | HCID 1636429 | — |
| 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 | N-(3-(5-Chloro-1H-indol-3-yl)propyl)-4-(3-fluorobenzyl)benzamide | HCID 86699440 | 57% |
Reaction Steps
N-(3-(5-Chloro-1H-indol-3-yl)propyl)-4-(3-fluorobenzyl)benzamide was prepared according to method A with 3-(5-Chloro-1H-indol-3-yl)propan-1-amine (0.042 g; 0.201 mmol), 4-(3-fluorobenzyl)benzoic acid (0.049 g; 0.211 mmol), HATU (0.084 g: 0.221 mmol) and N,N-diisopropylethylamine (0.052 mL; 0.302 mmol) in DMF (3 mL). Flash chromatography on silica gel (eluent 1 to 10% ethyl acetate in dichloromethane) furnished 0.048 g (57%) 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-f75749d79e8543a39a33b6144e7515b7 |
| Source note | uspto-grants-2016_02 |