HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Tert-butyl-4-(trimethylstannyl)-1,2,3,6-tetrahydropyridine → 8-(1-tert-butyl-1,2,3,6-tetrahydropyridin-4-yl)-6-chloro-1-(2,6-dichlorophenyl)-2H-quinolizin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Tert-butyl-4-(trimethylstannyl)-1,2,3,6-tetrahydropyridine | HCID 22648177 | — |
| Reactant | 8-bromo-6-chloro-1-(2,6-dichlorophenyl)-2H-quinolizin-2-one | HCID 57700374 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 8-(1-tert-butyl-1,2,3,6-tetrahydropyridin-4-yl)-6-chloro-1-(2,6-dichlorophenyl)-2H-quinolizin-2-one | HCID 57700370 | — |
Reaction Steps
To a solution of 8-bromo-6-chloro-1-(2,6-dichlorophenyl)-2H-quinolizin-2-one (Example 17, 132 mg) in THF was added 1-t-butyl-4-(trimethylstannyl)-1,2,3,6-tetrahydropyridine (process route disclosed in U.S. Pat. No. 6,809,199, 90 mg.), dichlorobis(triphenylphosphine) palladium (21 mg) and heated to reflux for 12 h. The mixture was concentrated and purified by silica gel (methylene chloride/acetone=1/2) to give title compound (57 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07879875B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-5eaf009c2e664ec299f0296a1e2417a7 |
| Source note | uspto-grants-2011_02 |