Water → HCID 23400310、化合物

HRID 397278ノート

反応式

HRID 397278 の反応式
[NH2:1][C:2]1[N:6]([CH3:7])[N:5]=[C:4]([OH:8])[C:3]=1[C:9]1[CH:17]=[CH:16][C:12]2[O:13][CH2:14][O:15][C:11]=2[CH:10]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:25][CH2:26][O:27][C:28](=[O:30])[CH3:29].O>CN(C)C=O>[C:28]([O:27][CH2:26][CH2:25][O:8][C:4]1[C:3]([C:9]2[CH:17]=[CH:16][C:12]3[O:13][CH2:14][O:15][C:11]=3[CH:10]=2)=[C:2]([NH2:1])[N:6]([CH3:7])[N:5]=1)(=[O:30])[CH3:29]

参加物

6

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 135641-Acetoxy-2-bromoethaneHCID 178481945HCID 178481945、化合物

生成物 1

HCID 23400310HCID 23400310、化合物収率 35.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

5-amino-4-(1,3-benzodioxol-5-yl)-1-methyl-1H-pyrazol-3-ol (Preparation 16) (11.39 g) was dissolved in dimethylformamide (40 mm), caesium carbonate (15.9 g) was added followed by 2-bromoethylacetate (8.16 g). The mixture was stirred at room temperature for 16 hours. The mixture was treated with water (750 ml) and extracted with ethyl acetate (2×250 ml). The organic fractions were combined washed with water (3×350 ml), brine (250 ml), dried over magnesium sulfate, filtered and evaporated. The crude product was purified on. silica (300 g) eluting with ethyl acetate:hexane (3:1) to yield the title compound as a white solid (5.57 g).

後処理

  1. extractionextracted with ethyl acetate (2×250 ml)
  2. washThe organic fractions were combined washed with water (3×350 ml), brine (250 ml)
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated
  6. customThe crude product was purified on
  7. washsilica (300 g) eluting with ethyl acetate:hexane (3:1)

出典と根拠

ORDレコード
ord-9a18c8c753594ef6ac9d3248bad502fd
出典データセット
uspto-grants-2003_08
特許番号
US06610518B2

反応ノート

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