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

HRID 2192356노트

반응식

HRID 2192356 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8420b91194dc42b08cf0ffaac144fefa
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329729B2

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