HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (4,4-Difluoro-piperidin-1-yl)-[5-(4-isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 4,4-Difluoropiperidine | HCID 2758352 | — |
| Reactant | 5-(4-isopropyl-piperazine-1-carbonyl)-1H-indole-2-carboxylic acid | HCID 68534120 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (4,4-Difluoro-piperidin-1-yl)-[5-(4-isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-methanone | HCID 68680853 | — |
Reaction Steps
The title compound was synthesized in analogy to example 1, from 5-(4-isopropyl-piperazine-1-carbonyl)-1H-indole-2-carboxylic acid 1:1 hydrochloride, O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (commercially available), 4,4-difluoropiperidine (commercially available) and N,N-diisopropylethylamine in N,N-dimethylformamide to give the desired product after purification by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile/water/formic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723325B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-24922ae90d3b494e8d2e3b649d263252 |
| Source note | uspto-grants-2010_05 |