Dimethyl Sulfate → HCID 67654223, 화합물

HRID 2393337노트

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HRID 2393337 반응식
[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

참가 물질

6

반응물 4

HCID 6497Dimethyl SulfateHCID 24758Sodium hydrideHCID 18975622HCID 18975622, 화합물HCID 202686642,2'-Azanediyldiacetaldehyde

생성물 1

HCID 67654223HCID 67654223, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-e5c050b72b1d4ead92fe495ed094dc2a
출처 데이터셋
uspto-grants-1998_09
특허 번호
US05807863

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