2-(2-Bromoethyl)pyrazine → (R)-3-(1-Phenyl-cycloheptanecarbonyloxy)-1-(2-pyrazin-2-yl-ethyl)-azonia-bicyclo[2.2.2]octane bromide

HRID 2192356ノート

反応式

HRID 2192356 の反応式
[Br:1][CH2:2][CH2:3][C:4]1[CH:9]=[N:8][CH:7]=[CH:6][N:5]=1.[N:10]12[CH2:17][CH2:16][CH:13]([CH2:14][CH2:15]1)[C@@H:12]([O:18][C:19]([C:21]1([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1)=[O:20])[CH2:11]2>C(#N)C>[Br-:1].[C:28]1([C:21]2([C:19]([O:18][C@@H:12]3[CH:13]4[CH2:16][CH2:17][N+:10]([CH2:2][CH2:3][C:4]5[CH:9]=[N:8][CH:7]=[CH:6][N:5]=5)([CH2:15][CH2:14]4)[CH2:11]3)=[O:20])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

参加物

4

反応物 2

HCID 583484082-(2-Bromoethyl)pyrazineHCID 591796191-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester

生成物 1

HCID 67027769(R)-3-(1-Phenyl-cycloheptanecarbonyloxy)-1-(2-pyrazin-2-yl-ethyl)-azonia-bicyclo[2.2.2]octane bromide収率 38.2%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

2-(2-Bromo-ethyl)-pyrazine (Example 32a) (43 mg) was added to a solution of 1-phenyl -cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Example 14e) (50 mg) in acetonitrile (1 mL). The reaction mixture was allowed to stir at room temperature for 68 h. The volatiles were evaporated and the product was purified by silica gel chromatography eluting with 0-20% MeOH/dichloromethane. The relevant fractions were combined and concentrated, dissolved up in dichloromethane, filtered and evaporated to give the title compound (30 mg) as a yellow gummy glass.

後処理

  1. customThe volatiles were evaporated
  2. customthe product was purified by silica gel chromatography
  3. washeluting with 0-20% MeOH/dichloromethane
  4. concentrationconcentrated
  5. dissolutiondissolved up in dichloromethane
  6. filtrationfiltered
  7. customevaporated

出典と根拠

ORDレコード
ord-8420b91194dc42b08cf0ffaac144fefa
出典データセット
uspto-grants-2012_12
特許番号
US08329729B2

反応ノート

読み込み中…