HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoro-alpha-methylbenzenemethanol → (4,4-Difluoro-piperidin-1-yl)-[1-[1-(2-fluoro-phenyl)-ethyl]-5-(4-isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoro-alpha-methylbenzenemethanol | HCID 123066 | — |
| Reactant | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Reactant | (Cyanomethyl)trimethylphosphonium chloride | HCID 57431663 | — |
| Reactant | (4,4-Difluoro-piperidin-1-yl)-[5-(4-isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-methanone | HCID 68680853 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (4,4-Difluoro-piperidin-1-yl)-[1-[1-(2-fluoro-phenyl)-ethyl]-5-(4-isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-methanone | HCID 68681415 | 15% |
Reaction Steps
The title compound was synthesized in analogy to example 74, from (cyanomethyl)-trimethylphosphonium chloride (prepared according to Tetrahedron Lett. 1996, 37 (14), 2459-62), potassium bis(trimethylsilyl)amide, 1-(2-fluorophenyl)ethanol and (4,4-difluoro-piperidin-1-yl)-[5-(4-isopropyl-piperazine-1-carbonyl)-1H-indol-2-yl]-methanone (example 32) in toluene, to give the desired product as a light brown foam (15%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601711B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-75d08c0f11be4fcebbee6fab60088d99 |
| Source note | uspto-grants-2009_10 |