Triethylamine → N-(5-Acetyl-4-methyl-1,3-thiazol-2-yl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2-fluorophenyl}urea

HRID 2416031

반응식

HRID 2416031 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[C:18]([F:23])[CH:17]=1.C(N(CC)CC)C.ClC(Cl)(O[C:35](=[O:41])OC(Cl)(Cl)Cl)Cl.[C:43]([C:46]1[S:50][C:49]([NH2:51])=[N:48][C:47]=1[CH3:52])(=[O:45])[CH3:44]>C(Cl)(Cl)Cl.O>[C:43]([C:46]1[S:50][C:49]([NH:51][C:35]([NH:20][C:19]2[CH:21]=[CH:22][C:16]([O:15][C:6]3[C:5]4[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=4)[N:9]=[CH:8][CH:7]=3)=[CH:17][C:18]=2[F:23])=[O:41])=[N:48][C:47]=1[CH3:52])(=[O:45])[CH3:44]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 7208825-Acetyl-2-amino-4-methylthiazoleHCID 113014704-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroaniline

생성물 1

HCID 22637136N-(5-Acetyl-4-methyl-1,3-thiazol-2-yl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2-fluorophenyl}urea수율 13.3%

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매3회

실험 절차

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroaniline (30 mg) was dissolved in chloroform (3 ml) to prepare a solution. Triethylamine (0.3 ml) and a solution of triphosgene (27 mg) in chloroform (0.2 ml) were then added thereto, and the mixture was stirred at room temperature for 30 min. Next, a solution of 5-acetyl-2-amino-4-methylthiazole (64 mg) in chloroform (0.6 ml) was added thereto, and the mixture was further stirred at room temperature overnight. Water was added to the reaction solution, and the mixture was subjected to separatory extraction with chloroform. The extract was washed with saturated brine and was dried over anhydrous sodium sulfate. The organic layer was concentrated under the reduced pressure, and the residue was purified by chromatography on silica gel using chloroform/acetone for development to give 6 mg of the title compound.

후처리

  1. customto prepare a solution
  2. stirringthe mixture was further stirred at room temperature overnight
  3. extractionthe mixture was subjected to separatory extraction with chloroform
  4. washThe extract was washed with saturated brine
  5. dry with materialwas dried over anhydrous sodium sulfate
  6. concentrationThe organic layer was concentrated under the reduced pressure
  7. customthe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-60ec3372379349129abd9c5a663256aa
출처 데이터셋
uspto-grants-2004_11
특허 번호
US06821987B2

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