Dichloromethane → HCID 57891729、化合物

HRID 1820883ノート

反応式

HRID 1820883 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:19]3[C:14](=[N:15][CH:16]=[CH:17][CH:18]=3)[NH:13][CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[OH-].[K+].C[C:23]1[CH:24]=[C:25]2[C:30](=[C:31]([S:33](Cl)(=[O:35])=[O:34])[CH:32]=1)[N:29]=[CH:28][CH:27]=[CH:26]2.[CH2:37](Cl)Cl>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:19]3[C:14](=[N:15][CH:16]=[CH:17][CH:18]=3)[N:13]([S:33]([C:31]3[CH:32]=[CH:23][CH:24]=[C:25]4[C:30]=3[N:29]=[CH:28][C:27]([CH3:37])=[CH:26]4)(=[O:34])=[O:35])[CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 14797Potassium HydroxideHCID 116732853-(3,4-dimethoxy-phenyl)-1H-pyrrolo[2,3-b]pyridineHCID 130081556-Methylquinoline-8-sulfonyl chloride

生成物 1

HCID 57891729HCID 57891729、化合物収率 60%

試薬・触媒・溶媒 1

HCID 94433Tetrabutylammonium hydrogen sulfate触媒

実験手順

3-(3,4-Dimethoxy-phenyl)-1H-pyrrolo-[2,3-b]pyridine, 1, (40 mg, 0.1 mmol) was dissolved in methylene chloride (4 mL). Aqueous potassium hydroxide (50% wt/vol, 300 μL) and tetrabutylammonium hydrogen sulfate (20 mg, 0.007 mmol) were added. The reaction mixture was stirred for 10 minutes at room temperature. Into the reaction was added 6-methyl-quinoline-8-sulfonyl chloride (68 mg, 0.28 mmol), prepared as described (Lubenets, V. I.; Stadnitskaya, N. E.; Novikov, V. P.; Russ. J. Org. Chem.; 36; 2000; 851-853) and the reaction mixture was stirred for 2 hours at room temperature. The reaction mixture was concentrated and the residue was washed with brine and ethyl acetate. The organic portion was dried with anhydrous sodium sulfate and filtered. The filtrate was concentrated and the resulting solid was washed with acetonitrile to provide 24 (43 mg, 60%). MS(ESI) [M+H+]+=460.1.

後処理

  1. customprepared
  2. stirringthe reaction mixture was stirred for 2 hours at room temperature
  3. concentrationThe reaction mixture was concentrated
  4. washthe residue was washed with brine and ethyl acetate
  5. dry with materialThe organic portion was dried with anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated
  8. washthe resulting solid was washed with acetonitrile

出典と根拠

ORDレコード
ord-828ab19a48b940b58943c63bf60c7892
出典データセット
uspto-grants-2009_10
特許番号
US07605168B2

反応ノート

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