HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 4-(4-Methoxy-phenyl)-1H-indole-2-carboxylic acid (1-benzyl-piperidin-4-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Benzyl-4-piperidylamine | HCID 415852 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 66841346 | HCID 66841346 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(4-Methoxy-phenyl)-1H-indole-2-carboxylic acid (1-benzyl-piperidin-4-yl)-amide | HCID 66841881 | — |
Reaction Steps
128 (4.7 g, 17.6 mmol) and 1-benzyl-piperidin-4-ylamine (3.3 g, 17.6 mmol) are dissolved in DMF (70 ml) and after addition of TBTU (6.4 g, 19.4 mmol) and ethyldiisopropylamine (12 ml, 70.4 mmol) the mixture is stirred at room temperature for 2 h. Then the solvent is evaporated at high vacuum. The residue is dissolved in ethyl acetate washed with saturated aqueous sodium hydrogen carbonate and brine. The organic layers are dried over sodium sulfate and evaporated under reduced pressure. The crude mixture is crystallized from methanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858781B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-64b5402edd02404598473da72d307eee |
| Source note | uspto-grants-2010_12 |