3-(Chloromethyl)-5-phenyl-1,2,4-oxadiazole → HCID 86688881、化合物

HRID 404620ノート

反応式

HRID 404620 の反応式
[C:1]1([CH:7]([N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[C:8]([O:10][C@@H:11]2[CH:16]3[CH2:17][CH2:18][N:13]([CH2:14][CH2:15]3)[CH2:12]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:25][CH2:26][C:27]1[N:31]=[C:30]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[O:29][N:28]=1>CCOC(C)=O.C(#N)C>[Cl-:25].[C:32]1([C:30]2[O:29][N:28]=[C:27]([CH2:26][N+:13]34[CH2:18][CH2:17][CH:16]([CH2:15][CH2:14]3)[C@@H:11]([O:10][C:8](=[O:9])[CH:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[N:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)[CH2:12]4)[N:31]=2)[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1

参加物

5

反応物 2

HCID 3021543-(Chloromethyl)-5-phenyl-1,2,4-oxadiazoleHCID 71603247(R)-quinuclidin-3-yl 2-phenyl-2-(piperidin-1-yl)acetate

生成物 1

HCID 86688881HCID 86688881、化合物収率 72%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of (R)-quinuclidin-3-yl 2-phenyl-2-(piperidin-1-yl)acetate (100 mg, 0.30 mmol) in EtOAc (2 ml) and acetonitrile (1 ml), was added 3-(chloromethyl)-5-phenyl-1,2,4-oxadiazole (71.1 mg, 0.36 mmol). The reaction was stirred at room temperature for 30 hours and then the solvents were evaporated. The residue was triturated with EtOAc (10 ml) and the solid was collected by suction filtration to obtain the title compound (113 mg, 71% yield) as a yellow solid.

後処理

  1. customthe solvents were evaporated
  2. customThe residue was triturated with EtOAc (10 ml)
  3. filtrationthe solid was collected by suction filtration

出典と根拠

ORDレコード
ord-cda9a5a040b84f9587363928bc0e3cde
出典データセット
uspto-grants-2014_06
特許番号
US08748613B2

反応ノート

読み込み中…