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Acetic Acid → 4-Methoxy-N-(6-dimethylamino-4-benzylamino-3-cyanoquinolin-2-yl)benzamide

HRID 1985682
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HRID 1985682 반응식
[CH3:1][O:2][C:3]1[CH:44]=[CH:43][C:6]([C:7]([N:9](C(=O)C2C=CC(OC)=CC=2)[C:10]2[C:19]([C:20]#[N:21])=[C:18]([NH:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([N:30]([CH3:32])[CH3:31])[CH:16]=3)[N:11]=2)=[O:8])=[CH:5][CH:4]=1.C(O)(=O)C.C(=O)([O-])O.[Na+]>C(#N)C.[OH-].[K+]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([NH:9][C:10]2[C:19]([C:20]#[N:21])=[C:18]([NH:22][CH2:23][C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([N:30]([CH3:31])[CH3:32])[CH:16]=3)[N:11]=2)=[O:8])=[CH:43][CH:44]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 516892Sodium BicarbonateHCID 668507214-methoxy-N-(4-methoxybenzoyl)-N-(6-dimethylamino-4-benzylamino-3-cyanoquinolin-2-yl)benzamide

생성물 1

HCID 113967974-Methoxy-N-(6-dimethylamino-4-benzylamino-3-cyanoquinolin-2-yl)benzamide

시약·촉매·용매 2

HCID 6342Acetonitrile용매
HCID 14797
Potassium Hydroxide
용매

실험 절차

To the solution of 2.3 g of 4-methoxy-N-(4-methoxybenzoyl)-N-(6-dimethylamino-4-benzylamino-3-cyanoquinolin-2-yl)benzamide in 20 mL of acetonitrile, 5 mL of 1N methanolic potassium hydroxide solution is added. The reaction mixture is heated under reflux conditions for 10 minutes, 1.5 mL of glacial acetic acid is added to it, then it is neutralized with 15 mL of 1M sodium hydrogen carbonate solution. The precipitate is filtered off, the yellow crystalline material is recrystallized from the mixture of 5 ml of dimethylformamide and 40 mL of ethanol. After drying 1.3 g of the title compound is obtained, m.p.: 185° C.

후처리

  1. temperatureThe reaction mixture is heated under reflux conditions for 10 minutes
  2. filtrationThe precipitate is filtered off
  3. customthe yellow crystalline material is recrystallized from the mixture of 5 ml of dimethylformamide and 40 mL of ethanol
  4. dry with materialAfter drying 1.3 g of the title compound
  5. customis obtained

출처 및 근거

ORD 기록
ord-85b74cd2561e4270a49c3fdedc8ad1d5
출처 데이터셋
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07547696B2

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