Water → 1-(3-Chlorophenoxy)-4-(4-pyridylmethyl)phthalazine

HRID 49909

反応式

HRID 49909 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[N:4][N:3]=1.C([O-])([O-])=O.[K+].[K+].[Cl:25][C:26]1[CH:27]=[C:28]([OH:32])[CH:29]=[CH:30][CH:31]=1.O>CS(C)=O.C(OCC)(=O)C>[Cl:25][C:26]1[CH:27]=[C:28]([CH:29]=[CH:30][CH:31]=1)[O:32][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[N:4][N:3]=1

参加物

7

反応物 4

HCID 962WaterHCID 79333-ChlorophenolHCID 11430Potassium CarbonateHCID 19446091-Chloro-4-(4-pyridinylmethyl)phthalazine

生成物 1

HCID 227420201-(3-Chlorophenoxy)-4-(4-pyridylmethyl)phthalazine

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Under exclusion of air, 200 mg (0.78 mmol) 1-chloro-4-(4-pyridylmethyl)phthalazine (Example 67A.1), 173 mg (1.25 mmol) K2CO3, and 120 mg (0.94 mmol) 3-chlorophenol (Fluka) are heated in 2 ml DMSO for 3 h to 90° C. The reaction mixture is distributed between 20 ml water and 20 ml ethyl acetate, and the aqueous phase separated and extracted with 2 portions of ethyl acetate. The organic phase is washed with water and brine, dried (MgSO4), and concentrated by evaporation. The residue is dissolved in ≦15 ml THF, precipitated with hexane, and filtered. Title compound is obtained from the evaporated filtrate after chromatography (SiO2; ethyl acetate/CH3OH, 4:1): m.p.: 143-145° C.; HPLC: tRet(Grad20-100)=8.9; FAB MS (M+H)+=348.

後処理

  1. customthe aqueous phase separated
  2. extractionextracted with 2 portions of ethyl acetate
  3. washThe organic phase is washed with water and brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated by evaporation
  6. dissolutionThe residue is dissolved in ≦15 ml THF
  7. customprecipitated with hexane
  8. filtrationfiltered

出典と根拠

ORDレコード
ord-463d73f1d89a47c8b2e0d1e69b67737c
出典データセット
uspto-grants-2004_03
特許番号
US06710047B2

関連ノート

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