Water → HCID 68294990、化合物

HRID 1854055ノート

反応式

HRID 1854055 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[NH:5][C:4](=[O:9])[C:3]=1[CH2:10][NH:11][C:12]([C:14]1[C:15]2[CH:24]=[N:23][N:22]([CH:25]([CH3:27])[CH3:26])[C:16]=2[N:17]=[C:18]([CH:20]=[CH2:21])[CH:19]=1)=[O:13].C[N+]1([O-])CCOCC1.[OH2:36].C[OH:38].C(Cl)Cl>C(Cl)Cl.O=[Os](=O)(=O)=O>[OH:36][CH:20]([C:18]1[CH:19]=[C:14]([C:12]([NH:11][CH2:10][C:3]2[C:4](=[O:9])[NH:5][C:6]([CH3:8])=[CH:7][C:2]=2[CH3:1])=[O:13])[C:15]2[CH:24]=[N:23][N:22]([CH:25]([CH3:27])[CH3:26])[C:16]=2[N:17]=1)[CH2:21][OH:38]

参加物

7

反応物 4

HCID 962WaterHCID 82029Methyl morpholine oxideHCID 21226129Dichloromethane methanolHCID 68294850HCID 68294850、化合物

生成物 1

HCID 68294990HCID 68294990、化合物収率 75.4%

試薬・触媒・溶媒 2

HCID 30318Osmium Tetroxide触媒HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-1-isopropyl-6-vinyl-1H-pyrazolo[3,4-b]pyridine-4-carboxamide (0.8 g, 2.19 mmol) in DCM (10 mL), N-Methylmorpholine-N-oxide (0.769 g, 6.57 mmol) was added at 0° C. Then OsO4 (2.5% in t-BuOH) (0.139 g, 5.56 mL, 0.547 mmol) was added to it. Resulting solution was stirred at room temperature for 1 h. After completion of reaction, water was added to it and extraction was carried out using 20% MeOH/DCM. The combined organic layers were washed with water, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford crude material which was purified by column chromatography to give the desired product (0.66 g, 75.4%).

後処理

  1. additionwas added to it and extraction
  2. washThe combined organic layers were washed with water
  3. dry with materialdried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customto afford crude material which
  7. customwas purified by column chromatography

出典と根拠

ORDレコード
ord-64521e947d8f4b0795c1ad5d05b78497
出典データセット
uspto-grants-2015_02
特許番号
US08962620B2

反応ノート

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