3-(Chloromethyl)-5-(3-methoxyphenyl)-1,2,4-oxadiazole → (R)-1-((5-(3-methoxyphenyl)-1,2,4-oxadiazol-3-yl)methyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane chloride

HRID 1044070노트

반응식

HRID 1044070 반응식
[Cl:1][CH2:2][C:3]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[CH:9]=2)[O:5][N:4]=1.[C:16]1([C@@H:22]([NH:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[C:23]([O:25][C@@H:26]2[CH:31]3[CH2:32][CH2:33][N:28]([CH2:29][CH2:30]3)[CH2:27]2)=[O:24])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(#N)C>[Cl-:1].[CH3:15][O:14][C:10]1[CH:9]=[C:8]([C:6]2[O:5][N:4]=[C:3]([CH2:2][N+:28]34[CH2:29][CH2:30][CH:31]([CH2:32][CH2:33]3)[C@@H:26]([O:25][C:23](=[O:24])[C@@H:22]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[NH:34][C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH2:27]4)[N:7]=2)[CH:13]=[CH:12][CH:11]=1

참가 물질

4

반응물 2

HCID 117155623-(Chloromethyl)-5-(3-methoxyphenyl)-1,2,4-oxadiazoleHCID 46840261(R)-((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetate

생성물 1

HCID 86660296(R)-1-((5-(3-methoxyphenyl)-1,2,4-oxadiazol-3-yl)methyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane chloride수율 99%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

3-(Chloromethyl)-5-(3-methoxyphenyl)-1,2,4-oxadiazole (33.4 mg, 0.15 mmol) was added to a solution of (R)—((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetate (50.0 mg, 0.15 mmol) in acetonitrile (2 ml). The reaction was stirred at room temperature overnight. The solvent was evaporated, and the resulting solid was triturated with Et2O (2 ml) to obtain (R)-1-((5-(3-methoxyphenyl)-1,2,4-oxadiazol-3-yl)methyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane chloride (82.3 mg, 99% yield).

후처리

  1. customThe solvent was evaporated
  2. customthe resulting solid was triturated with Et2O (2 ml)

출처 및 근거

ORD 기록
ord-3aa2ceff19984d8ba5890d258ac1c072
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08563577B2

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