Dimethyl Sulfate → Acetate hexane

HRID 2393334ノート

反応式

HRID 2393334 の反応式
[CH3:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH2:9][C:10]([O:12][CH3:13])=[O:11])=[C:4]([O:14][C:15]2[CH:19]=[CH:18][N:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:16]=2)[N:3]=1.[H-].[Na+].C(CNC[CH:33]=[O:34])=O.[CH3:35]OS(OC)(=O)=O>CN(C)C=O>[C:10]([O-:12])(=[O:11])[CH3:9].[CH3:24][CH2:25][CH2:20][CH2:21][CH2:22][CH3:23].[CH3:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([C:9](=[CH:35][O:34][CH3:33])[C:10]([O:12][CH3:13])=[O:11])=[C:4]([O:14][C:15]2[CH:19]=[CH:18][N:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:16]=2)[N:3]=1

参加物

7

反応物 4

HCID 6497Dimethyl SulfateHCID 24758Sodium hydrideHCID 18975605HCID 18975605、化合物HCID 202686642,2'-Azanediyldiacetaldehyde

生成物 2

HCID 22139250Acetate hexaneHCID 67655269HCID 67655269、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

The intermediate methyl 2-[2,4-dimethyl-6-(1-phenyl-1H-pyrazol-3-yloxy)-pyrimidin-5-yl]-acetate (6.8 g, 20 mmol), NaH (0.8 g of a 80% suspension in oil, 25 mmol) and N,N-diformylmethylamine (5 ml) in dimethylformamide (40 ml) is stirred at 45° C. for two hours. Dimethylsulfate (2.4 ml, 25 mmol) is added at room temperature and stirring is continued for additional two hours. Dilution with ether, washing with brine, drying and chromatography on silicagel (eluant: ethyl, acetate/hexane 1:1) gives methyl 2-[2,4-dimethyl-6-(1-phenyl-1H-pyrazol-3-yloxy)-pyrimidin-5-yl]-3-methoxyacrylate as a colorless oil.

後処理

  1. washDilution with ether, washing with brine
  2. customdrying

出典と根拠

ORDレコード
ord-e857cfefe4554d14a3e75cbf65ae5c4a
出典データセット
uspto-grants-1998_09
特許番号
US05807863

反応ノート

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