3-(Chloromethyl)-5-phenyl-1,2,4-oxadiazole → HCID 86688881, 화합물

HRID 404620

반응식

HRID 404620 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 86688881HCID 86688881, 화합물수율 72%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-cda9a5a040b84f9587363928bc0e3cde
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748613B2

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