Diethyl Ether → (R)-1-(Pyrazin-2-ylcarbamoylmethyl)-3-(1-thiophen-2-yl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane bromide

HRID 2192320노트

반응식

HRID 2192320 반응식
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([O:9][C:10]([C:12]1([C:19]3[S:20][CH:21]=[CH:22][CH:23]=3)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11])[CH2:2]2.[Br:24][CH2:25][C:26]([NH:28][C:29]1[CH:34]=[N:33][CH:32]=[CH:31][N:30]=1)=[O:27].C(OCC)C.CCCC(C)C>C(#N)C>[Br-:24].[N:30]1[CH:31]=[CH:32][N:33]=[CH:34][C:29]=1[NH:28][C:26]([CH2:25][N+:1]12[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8]1)[C@@H:3]([O:9][C:10]([C:12]1([C:19]3[S:20][CH:21]=[CH:22][CH:23]=3)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11])[CH2:2]2)=[O:27]

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 78922-MethylpentaneHCID 445426692-bromo-N-(pyrazin-2-yl)acetamideHCID 58348375HCID 58348375, 화합물

생성물 1

HCID 44516990(R)-1-(Pyrazin-2-ylcarbamoylmethyl)-3-(1-thiophen-2-yl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane bromide

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

1-Thiophen-2-yl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Example 5d) (116 mg) and 2-bromo-N-pyrazin-2-yl-acetamide (Example 11a) (75 mg were dissolved in acetonitrile (2 mL) and left overnight. Diethyl ether (10 mL) and isohexane (8 mL) were added and the mixture was left to stand overnight. The resulting crystals were filtered off and washed with diethyl ether to afford the titled compound (117 mg).

후처리

  1. waitthe mixture was left
  2. waitto stand overnight
  3. filtrationThe resulting crystals were filtered off
  4. washwashed with diethyl ether

출처 및 근거

ORD 기록
ord-b826ddab0f2d43f5ae29ddb5dc7c5c4e
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329729B2

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