Dimethyl Sulfate → HCID 67654223、化合物

HRID 2393337ノート

反応式

HRID 2393337 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]([CH2:20][C:21]3[C:26]([Cl:27])=[CH:25][CH:24]=[CH:23][C:22]=3[Cl:28])[N:16]=2)[N:3]=1.[H-].[Na+].C(CNC[CH:36]=[O:37])=O.[CH3:38]OS(OC)(=O)=O>CN(C)C=O>[CH3:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([C:9](=[CH:38][O:37][CH3:36])[C:10]([O:12][CH3:13])=[O:11])=[C:4]([O:14][C:15]2[CH:19]=[CH:18][N:17]([CH2:20][C:21]3[C:22]([Cl:28])=[CH:23][CH:24]=[CH:25][C:26]=3[Cl:27])[N:16]=2)[N:3]=1

参加物

6

反応物 4

HCID 6497Dimethyl SulfateHCID 24758Sodium hydrideHCID 18975622HCID 18975622、化合物HCID 202686642,2'-Azanediyldiacetaldehyde

生成物 1

HCID 67654223HCID 67654223、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

The intermediate methyl 2-[2,4-dimethyl-6-(1-(2,6-dichlorobenzyl)-1H-pyrazol-3-yloxy)-pyrimidin-5-yl]-acetate (9,6 g, 23 mmol) is dissolved in dimethylformamide (20 ml) and added at +30° C. to a suspension of NaH (1.3 g, of a 80% suspension in oil, 46 mmol) and N,N-diformylmethylamine (10 ml) in dimethylformamide (40 ml). The mixture is stirred for 2 hours at +45° C. Dimethylsulfate (2,4 ml, 25 mmol) is added at room temperature with cooling and stirring is continued for additional two hours. Dilution with ether, washing with brine, drying and chromatography on silicagel (eluant:ethyl acetate/hexane 3:1) gives methyl 2-[2,4-dimethyl-6-(1-(2,6-dichlorobenzyl)-1H-pyrazol-3-yloxy)-pyrimidin-5-yl]-3-methoxyacrylate as a colorless oil (4.8 g).

後処理

  1. temperaturewith cooling
  2. stirringstirring
  3. waitis continued for additional two hours
  4. washDilution with ether, washing with brine
  5. customdrying

出典と根拠

ORDレコード
ord-e5c050b72b1d4ead92fe495ed094dc2a
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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