(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 661279ノート

反応式

HRID 661279 の反応式
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]

参加物

4

反応物 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

生成物 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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-f67e7a1d41824ce2bc7e6d25aaa16bd7
出典データセット
uspto-grants-2011_12
特許番号
US08084469B2

反応ノート

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