HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Dimethylaniline → 5-(4-Cyclopentyl-piperazine-1-carbonyl)-1H-indole-2-carboxylic acid (2,6-dimethyl-phenyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Dimethylaniline | HCID 6896 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | [5-(4-Cyclopentyl-piperazine-1-carbonyl)-1H-indol-2-yl]-(1,1-dioxo-thiomorpholin-4-yl)-methanone | HCID 68680722 | — |
| Reactant | HCID 68681770 | HCID 68681770 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(4-Cyclopentyl-piperazine-1-carbonyl)-1H-indole-2-carboxylic acid (2,6-dimethyl-phenyl)-amide | HCID 86615803 | 22% |
Reaction Steps
The title compound was synthesized in analogy to example 1, from 5-(4-cyclopentyl-piperazine-1-carbonyl)-1H-indole-2-carboxylic acid 1:1 hydrochloride (example 34, intermediate b), O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (commercially available), 2,6-dimethylaniline (commercially available) and N,N-diisopropylethylamine in N,N-dimethylformamide, to give the desired product as a yellow solid (22%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601711B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-e7f04b60d17d47f0b1d776be74785280 |
| Source note | uspto-grants-2009_10 |