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

HRID 1360675Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1360675
Br[C:2]1[CH:3]=[C:4]([Cl:21])[N:5]2[C:10]([CH:11]=1)=[C:9]([C:12]1[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=1[Cl:19])[C:8](=[O:20])[CH:7]=[CH:6]2.[C:22]([N:26]1[CH2:31][CH:30]=[C:29]([Sn](C)(C)C)[CH2:28][CH2:27]1)([CH3:25])([CH3:24])[CH3:23]>C1COCC1>[C:22]([N:26]1[CH2:27][CH:28]=[C:29]([C:2]2[CH:3]=[C:4]([Cl:21])[N:5]3[C:10]([CH:11]=2)=[C:9]([C:12]2[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:19])[C:8](=[O:20])[CH:7]=[CH:6]3)[CH2:30][CH2:31]1)([CH3:25])([CH3:24])[CH3:23]

Komponenten

4

Edukt 2

HCID 226481771-Tert-butyl-4-(trimethylstannyl)-1,2,3,6-tetrahydropyridineHCID 577003748-bromo-6-chloro-1-(2,6-dichlorophenyl)-2H-quinolizin-2-one

Produkt 1

HCID 577003708-(1-tert-butyl-1,2,3,6-tetrahydropyridin-4-yl)-6-chloro-1-(2,6-dichlorophenyl)-2H-quinolizin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

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).

Aufarbeitung

  1. temperatureto reflux for 12 h
  2. concentrationThe mixture was concentrated
  3. custompurified by silica gel (methylene chloride/acetone=1/2)

Quellen und Nachweise

ORD-Eintrag
ord-5eaf009c2e664ec299f0296a1e2417a7
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07879875B2

Notizen zur Reaktion

Wird geladen…