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2-Chloroacetophenone → (3R)-3-(2-(benzo[b]thiophen-3-yl)-2-(methyl(phenyl)amino)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride

HRID 469477
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인쇄 미리보기

반응식

HRID 469477 반응식
[Cl:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[S:11]1[CH:15]=[C:14]([CH:16]([N:28]([CH3:35])[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:17]([O:19][C@@H:20]2[CH:25]3[CH2:26][CH2:27][N:22]([CH2:23][CH2:24]3)[CH2:21]2)=[O:18])[C:13]2[CH:36]=[CH:37][CH:38]=[CH:39][C:12]1=2>C(#N)C>[Cl-:1].[S:11]1[CH:15]=[C:14]([CH:16]([N:28]([CH3:35])[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:17]([O:19][C@@H:20]2[CH:25]3[CH2:26][CH2:27][N+:22]([CH2:2][C:3](=[O:4])[C:5]4[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=4)([CH2:23][CH2:24]3)[CH2:21]2)=[O:18])[C:13]2[CH:36]=[CH:37][CH:38]=[CH:39][C:12]1=2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 107572-ChloroacetophenoneHCID 58556999(R)-quinuclidin-3-yl 2-(benzo[b]thiophen-3-yl)-2-(methyl(phenyl)amino)acetate

생성물 1

HCID 86660329(3R)-3-(2-(benzo[b]thiophen-3-yl)-2-(methyl(phenyl)amino)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride수율 74.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

2-Chloro-1-phenylethanone (42.6 mg, 0.27 mmol) was added to solution of (R)-quinuclidin-3-yl 2-(benzo[b]thiophen-3-yl)-2-(methyl(phenyl)amino)acetate (C35) (112 mg, 0.27 mmol) in acetonitrile (3 ml). The reaction was stirred at room temperature for 3 hours, and then the solvent was evaporated under vacuum. The residue was triturated with Et2O, filtered and dried to obtain (3R)-3-(2-(benzo[b]thiophen-3-yl)-2-(methyl(phenyl)amino)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride (112.2 mg, 72.6% yield).

후처리

  1. customthe solvent was evaporated under vacuum
  2. customThe residue was triturated with Et2O
  3. filtrationfiltered
  4. customdried

출처 및 근거

ORD 기록
ord-6899f4f70800499cb156b2ae7603928c
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08629160B2

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