(R)-3-Pyrrolidinol → 3-(4-Ethylphenyl)-5-{3-[(3R)-3-hydroxypyrrolidin-1-yl]-1,2,4-oxadiazol-5-yl}piperidin-1-yl(4-hydroxypiperidin-1-yl)methanone

HRID 661279노트

반응식

HRID 661279 반응식
Cl[C:2]1[N:6]=[C:5]([CH:7]2[CH2:12][CH:11]([C:13]3[CH:18]=[CH:17][C:16]([CH2:19][CH3:20])=[CH:15][CH:14]=3)[CH2:10][N:9]([C:21]([N:23]3[CH2:28][CH2:27][CH:26]([OH:29])[CH2:25][CH2:24]3)=[O:22])[CH2:8]2)[O:4][N:3]=1.[NH:30]1[CH2:34][CH2:33][C@@H:32]([OH:35])[CH2:31]1>C(O)C>[CH2:19]([C:16]1[CH:17]=[CH:18][C:13]([CH:11]2[CH2:12][CH:7]([C:5]3[O:4][N:3]=[C:2]([N:30]4[CH2:34][CH2:33][C@@H:32]([OH:35])[CH2:31]4)[N:6]=3)[CH2:8][N:9]([C:21]([N:23]3[CH2:28][CH2:27][CH:26]([OH:29])[CH2:25][CH2:24]3)=[O:22])[CH2:10]2)=[CH:14][CH:15]=1)[CH3:20]

참가 물질

4

반응물 2

HCID 2759337(R)-3-PyrrolidinolHCID 58116548[3-(3-Chloro-1,2,4-oxadiazol-5-yl)-5-(4-ethylphenyl)piperidin-1-yl](4-hydroxypiperidin-1-yl)-methanone

생성물 1

HCID 498195603-(4-Ethylphenyl)-5-{3-[(3R)-3-hydroxypyrrolidin-1-yl]-1,2,4-oxadiazol-5-yl}piperidin-1-yl(4-hydroxypiperidin-1-yl)methanone

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 80.0 mg (0.191 mmol) of the oxadiazole from Example 25A in 1.20 ml of ethanol were added 333 mg (3.82 mmol) of (3R)-pyrrolidin-3-ol, and then the reaction mixture was stirred in the microwave at 80 for 2 h. The solvent was removed under reduced pressure, dichloromethane was added and the mixture was washed with water. The organic phase was dried over magnesium sulphate, filtered and concentrated under reduced pressure. Yield: 64.8 mg (70% of theory)

후처리

  1. customThe solvent was removed under reduced pressure, dichloromethane
  2. additionwas added
  3. washthe mixture was washed with water
  4. dry with materialThe organic phase was dried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f67e7a1d41824ce2bc7e6d25aaa16bd7
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084469B2

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