p-Toluenesulfonic acid → HCID 23145188, 화합물

HRID 13333

반응식

HRID 13333 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].[F:16][C:17]1[C:22](F)=[C:21]([O:24][C:25]2[CH:26]=[N:27][C:28]([S:31]([CH3:34])(=[O:33])=[O:32])=[CH:29][CH:30]=2)[CH:20]=[C:19]([N+:35]([O-])=O)[C:18]=1[NH:38][C:39]([C:41]1[CH:46]=[N:45][CH:44]=[CH:43][N:42]=1)=O.O.O.[Sn](Cl)Cl.C1(C)C=CC(S(O)(=O)=O)=CC=1>CN1CCCC1=O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[O:9][C:22]1[C:21]([O:24][C:25]2[CH:26]=[N:27][C:28]([S:31]([CH3:34])(=[O:33])=[O:32])=[CH:29][CH:30]=2)=[CH:20][C:19]2[NH:35][C:39]([C:41]3[CH:46]=[N:45][CH:44]=[CH:43][N:42]=3)=[N:38][C:18]=2[C:17]=1[F:16]

참가 물질

7

반응물 5

HCID 6101p-Toluenesulfonic acidHCID 11430Potassium CarbonateHCID 61436Stannous chloride dihydrateHCID 943922,6-DifluorophenolHCID 23145537N-(2,3-difluoro-4-(6-methanesulfonyl-pyridin-3-yloxy)-6-nitro-phenyl)pyrazinecarboxamide

생성물 1

HCID 23145188HCID 23145188, 화합물

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
90 °C

실험 절차

8 mg of 2,6-difluorophenol and 8 mg of potassium carbonate were added to an N-methylpyrrolidinone (0.5 ml) solution of 8.6 mg of N-(2,3-difluoro-4-(6-methanesulfonyl-pyridin-3-yloxy)-6-nitro-phenyl)pyrazinecarboxamide, and the reaction liquid was stirred at 90° C. for 15 minutes. 75 mg of tin(II) chloride dihydrate was added to it, and the reaction liquid was stirred overnight at 90° C. Further, 3 mg of p-toluenesulfonic acid was added to it, and the reaction liquid was stirred at 90° C. for 2 hours. The deposit was taken out through filtration, and purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid]. The solvent of the resulting fraction was diluted with ethyl acetate, washed with aqueous saturated sodium bicarbonate, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure to obtain the entitled compound as a brown solid.

후처리

  1. customthe reaction liquid
  2. customthe reaction liquid
  3. stirringwas stirred overnight at 90° C
  4. customthe reaction liquid
  5. stirringwas stirred at 90° C. for 2 hours
  6. filtrationThe deposit was taken out through filtration
  7. custompurified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid]
  8. additionThe solvent of the resulting fraction was diluted with ethyl acetate
  9. washwashed with aqueous saturated sodium bicarbonate
  10. dry with materialdried with anhydrous sodium sulfate
  11. customThe solvent was evaporated away under reduced pressure

출처 및 근거

ORD 기록
ord-c87dc0f010dc41a69867e6328807e9df
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728025B2

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