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 1044070ノート

反応式

HRID 1044070 の反応式
[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

参加物

4

反応物 2

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

生成物 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 chloride収率 99%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-3aa2ceff19984d8ba5890d258ac1c072
出典データセット
uspto-grants-2013_10
特許番号
US08563577B2

反応ノート

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