HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoropyridine → 5-Methyl-6-{4-[3-(6-methylpyridin-2-yl)prop-2-yn-1-ylidene]piperidin-1-yl}pyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoropyridine | HCID 9746 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 2-Methyl-6-[3-(1-pyridin-2-ylpiperidin-4-ylidene)prop-1-yn-1-yl]pyridine | HCID 25181639 | — |
| Product | 5-Methyl-6-{4-[3-(6-methylpyridin-2-yl)prop-2-yn-1-ylidene]piperidin-1-yl}pyridine-3-carbonitrile | HCID 87550824 | 81.3% |
Reaction Steps
The title compound was prepared following the procedure described for the compound of Example 59, but substituting N,N-dimethylacetamide for NMP and substituting 5-cyano-2-fluoro-3-methylpyridine for 2-fluoropyridine. Purification was carried out by automated flash liquid chromatography (Horizon™-Biotage) eluting with EtOAc—Petroleum Ether 2:8. Yellowish solid. Yield: 81.3%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518916B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-65e2e2a520954319b13185b2351e84f2 |
| Source note | uspto-grants-2013_08 |