HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 4-p-tolyloxy-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 | 4-p-Tolyloxy-1H-indole-2-carboxylic acid [1-(2-azepan-1-yl-ethyl)-piperidin-4-yl]-amide | HCID 59600261 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-p-tolyloxy-1H-indole-2-carboxylic acid (1-benzyl-piperidin-4-yl)-amide | HCID 86613489 | — |
Reaction Steps
4-p-tolyloxy-1H-indole-2-carboxylic acid (137) (850 mg, 3.2 mmol) and 4-amino-N-benzylpiperidine (605 mg, 3.2 mmol) are dissolved in 5 ml of DMF and after addition of TBTU (1.2 g, 3.5 mmol) and ethyldiisopropylamine (2.2 ml, 12.8 mmol) the mixture is stirred at room temperature for 2 h. Then the mixture is evaporated at high vacuum. The residue is dissolved in ethyl acetate and washed with saturated NaHCO3-solution and brine. The organic layers are dried over Na2SO4, filtrated and evaporated under reduced pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858781B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-cb6fdaeb13844b1fa4e722071a03280d |
| Source note | uspto-grants-2010_12 |