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Diethyl Ether → (3R)-1-(2-(4-chlorophenyl)-2-oxoethyl)-3-(2-phenyl-2-(piperidin-1-yl)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide

HRID 404616
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반응식

HRID 404616 반응식
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)=[O:4].[C:12]1([CH:18]([N:30]2[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)[C:19]([O:21][C@@H:22]2[CH:27]3[CH2:28][CH2:29][N:24]([CH2:25][CH2:26]3)[CH2:23]2)=[O:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.CCOCC>C(OCC)(=O)C>[Br-:1].[Cl:11][C:8]1[CH:9]=[CH:10][C:5]([C:3](=[O:4])[CH2:2][N+:24]23[CH2:25][CH2:26][CH:27]([CH2:28][CH2:29]2)[C@@H:22]([O:21][C:19](=[O:20])[CH:18]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:30]2[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]2)[CH2:23]3)=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 68303p-Chlorophenacyl bromideHCID 71603247(R)-quinuclidin-3-yl 2-phenyl-2-(piperidin-1-yl)acetate

생성물 1

HCID 86688875(3R)-1-(2-(4-chlorophenyl)-2-oxoethyl)-3-(2-phenyl-2-(piperidin-1-yl)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide수율 79.2%

시약·촉매·용매 1

HCID 8857Ethyl Acetate
용매

실험 절차

2-Bromo-1-(4-chlorophenyl)ethanone (49.8 mg, 0.21 mmol) was added to a solution of (R)-quinuclidin-3-yl 2-phenyl-2-(piperidin-1-yl)acetate (70 mg, 0.21 mmol) in ethyl acetate (2 ml). The reaction was stirred at room temperature overnight (UPLC-MS: complete conversion). Et2O (1 ml) was added and the white precipitate was collected by suction filtration and dried under vacuum to obtain (3R)-1-(2-(4-chlorophenyl)-2-oxoethyl)-3-(2-phenyl-2-(piperidin-1-yl)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide (93.5 mg, 78% yield) as a white solid.

후처리

  1. filtrationthe white precipitate was collected by suction filtration
  2. customdried under vacuum

출처 및 근거

ORD 기록
ord-ead0601e0c364723be382b92c0c9918e
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08748613B2

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