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 1360675ノート

反応式

HRID 1360675 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-5eaf009c2e664ec299f0296a1e2417a7
出典データセット
uspto-grants-2011_02
特許番号
US07879875B2

反応ノート

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