HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Bromo-2-ethoxypyridine → 2-Ethoxy-5-{4-[3-(6-methylpyridin-2-yl)prop-2-ynylidene]piperidin-1-yl}pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Bromo-2-ethoxypyridine | HCID 817237 | — |
| Reactant | (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1, 1'-binaphthyl | HCID 4189906 | — |
| Reactant | 4-{4-[3-(6-Methylpyridin-2-yl)prop-2-yn-1-ylidene]piperidin-1-yl}isoquinoline | HCID 87551162 | — |
| Product | 2-Ethoxy-5-{4-[3-(6-methylpyridin-2-yl)prop-2-ynylidene]piperidin-1-yl}pyridine | HCID 87550809 | 10% |
Reaction Steps
Following the procedure reported for the compound of Example 234 and using 5-bromo-2-ethoxypyridine instead of 4-bromoisoquinoline and tol-BINAP (2,2′-bis(di-p-tolylphosphino)-1,1′-binaphthyl) instead of BINAP the title compound was prepared. After the work-up, the residue was purified by automated flash liquid chromatography (Horizon™-Biotage) eluting with PE-EtOAc 8:2. affording the title product as a yellow oil. Yield: 10%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518916B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-46756c0dec4f4e429336862cd829b958 |
| Source note | uspto-grants-2013_08 |