HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Fluoro-3-iodobenzene → 2-{4-[3-(3-Fluorophenyl)prop-2-ynylidene]piperidin-1-yl}-6-methylnicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Fluoro-3-iodobenzene | HCID 70725 | — |
| Reactant | 4-(3-Trimethylsilylprop-2-ynylidene)piperidine | HCID 57574982 | — |
| Reactant | 6-Methyl-3-Nitro-2-(4-prop-2-ynylidenepiperidin-1-yl)pyridine | HCID 86627349 | — |
| Product | 2-{4-[3-(3-Fluorophenyl)prop-2-ynylidene]piperidin-1-yl}-6-methylnicotinonitrile | HCID 87549822 | — |
Reaction Steps
The title compound was prepared in the same way as the Compound of Example 274 but replacing 1-bromo-3,5-difluorobenzene with 1-fluoro-3-iodobenzene and Compound 274c with Compound 284a. The residue coming from the work-up procedure was purified by preparative RP LC-MS chromatography, using MS-C18 XTerra column 30×50 mm eluting with ammonium bicarbonate 20 mM pH 8 buffer-acetonitrile gradient affording the title compound as a colourless oil. Yield: 20.4%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518916B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-711e128cbe7a4a95bd615e5f09e3d555 |
| Source note | uspto-grants-2013_08 |