HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoropyridine → 2-{4-[3-(3,5-Difluorophenyl)prop-2-ynylidene]piperidin-1-yl}-6-methylnicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoropyridine | HCID 9746 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-6-methylpyridine-3-carbonitrile | HCID 520400 | — |
| Reactant | 2-Methyl-6-[3-(1-pyridin-2-ylpiperidin-4-ylidene)prop-1-yn-1-yl]pyridine | HCID 25181639 | — |
| Reactant | 4-[3-(3,5-Difluorophenyl)prop-2-ynylidene]piperidine | HCID 86627342 | — |
| Product | 2-{4-[3-(3,5-Difluorophenyl)prop-2-ynylidene]piperidin-1-yl}-6-methylnicotinonitrile | HCID 86627350 | 61% |
Reaction Steps
The title compound was synthesized following the procedure reported for the compound of Example 59 replacing the compound of Example 3, 2-fluoropyridine and TEA respectively with Compound 228b, 2-chloro-6-methylnicotinonitrile and potassium carbonate. Purification by automated flash chromatography (Horizon™-Biotage) eluting with PE-EtOAc 95:5. Yellow solid. Yield: 61%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518916B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-fb4cd8366517469a959528eaf506384b |
| Source note | uspto-grants-2013_08 |