Cesium carbonate → HCID 24853175、化合物

HRID 500554ノート

反応式

HRID 500554 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][N:11]=[C:10]([C@H:13]([OH:15])[CH3:14])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.CS([C:20]1[N:21]([CH3:33])[C:22]([C:25]2[CH:30]=[CH:29][N:28]([CH3:31])[C:27](=[O:32])[CH:26]=2)=[N:23][N:24]=1)(=O)=O.C(=O)([O-])[O-].[Cs+].[Cs+]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][N:11]=[C:10]([C@H:13]([O:15][C:20]3[N:21]([CH3:33])[C:22]([C:25]4[CH:30]=[CH:29][N:28]([CH3:31])[C:27](=[O:32])[CH:26]=4)=[N:23][N:24]=3)[CH3:14])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 3

HCID 10796Cesium carbonateHCID 24851817HCID 24851817、化合物HCID 46701926(R)-1-[5-(3-chloro-phenyl)-isoxazol-3-yl]-ethanol

生成物 1

HCID 24853175HCID 24853175、化合物

反応条件

温度
60 °C

実験手順

The title compound from example 17.1 (96 mg, 0.43 mmol), the title compound from example 34.1 (100 mg, 0.36 mmol) and cesium carbonate (419 mg, 1.29 mmol) were combined with a stir bar in a screw cap vial which was purged with nitrogen. The combined reagents were stirred in DMF and heated to 60° C. overnight. The reaction mixture was then diluted with water and extracted three times with chloroform. The organic phase was dried over magnesium sulfate, filtered and concentrated then chromatographed in 0-10% methanol in ethyl acetate (pale solid, 105 mg, 68%).

後処理

  1. customcap
  2. customwhich was purged with nitrogen
  3. additionThe reaction mixture was then diluted with water
  4. extractionextracted three times with chloroform
  5. dry with materialThe organic phase was dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customthen chromatographed in 0-10% methanol in ethyl acetate (pale solid, 105 mg, 68%)

出典と根拠

ORDレコード
ord-3483fdf48446459e96d70a0770189613
出典データセット
uspto-grants-2010_08
特許番号
US07772235B2

反応ノート

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