HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → [5-(4-Cyclobutyl-piperazine-1-carbonyl)-1-(4-methanesulfonyl-phenyl)-1H-indol-2-yl]-(4,4-difluoro-piperidin-1-yl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-(Methanesulfonyl)phenylboronic acid | HCID 2734364 | — |
| Reactant | [5-(4-Cyclobutyl-piperazine-1-carbonyl)-1H-indol-2-yl]-(4,4-difluoro-piperidin-1-yl)-methanone | HCID 68683577 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [5-(4-Cyclobutyl-piperazine-1-carbonyl)-1-(4-methanesulfonyl-phenyl)-1H-indol-2-yl]-(4,4-difluoro-piperidin-1-yl)-methanone | HCID 68684288 | 12% |
Reaction Steps
The title compound was synthesized in analogy to example 66, from [5-(4-cyclobutyl-piperazine-1-carbonyl)-1H-indol-2-yl]-(4,4-difluoro-piperidin-1-yl)-methanone (example 41), 4-(methanesulphonyl)benzeneboronic acid, copper(II) acetate and pyridine in dichloromethane, to give the desired product as a light brown solid (12%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601711B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-69d76bbca6db40baa817f884ec40e167 |
| Source note | uspto-grants-2009_10 |