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Water → Tert-butyl 4-{6-[5-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenylaminocarbonyl)-2-methyl-phenoxy]-pyrimidin-4-carbonyl}-piperazine-1-carboxylate

HRID 1844593
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1844593
CC(C)([O-])C.[K+].[C:7]([C:11]1[CH:12]=[C:13]([NH:30][S:31]([CH3:34])(=[O:33])=[O:32])[C:14]([O:28][CH3:29])=[C:15]([NH:17][C:18](=[O:27])[C:19]2[CH:24]=[CH:23][C:22]([CH3:25])=[C:21]([OH:26])[CH:20]=2)[CH:16]=1)([CH3:10])([CH3:9])[CH3:8].Cl[C:36]1[N:41]=[CH:40][N:39]=[C:38]([C:42]([N:44]2[CH2:49][CH2:48][N:47]([C:50]([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[CH2:46][CH2:45]2)=[O:43])[CH:37]=1.O>CN(C)C=O>[C:7]([C:11]1[CH:12]=[C:13]([NH:30][S:31]([CH3:34])(=[O:33])=[O:32])[C:14]([O:28][CH3:29])=[C:15]([NH:17][C:18]([C:19]2[CH:24]=[CH:23][C:22]([CH3:25])=[C:21]([CH:20]=2)[O:26][C:36]2[N:41]=[CH:40][N:39]=[C:38]([C:42]([N:44]3[CH2:49][CH2:48][N:47]([C:50]([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[CH2:46][CH2:45]3)=[O:43])[CH:37]=2)=[O:27])[CH:16]=1)([CH3:10])([CH3:8])[CH3:9]
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Komponenten

6

Edukt 4

HCID 962WaterHCID 23665647Potassium tert-butoxideHCID 67217566N-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-3-hydroxy-4-methyl-benzamideHCID 86664519Tert-butyl 4-(6-chloro-pyrimidin-4-carbonyl)-piperazine-1-carboxylate

Produkt 1

HCID 67491403
Tert-butyl 4-{6-[5-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenylaminocarbonyl)-2-methyl-phenoxy]-pyrimidin-4-carbonyl}-piperazine-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

75 mg potassium-tert-butoxide are added at ambient temperature under an argon atmosphere to 225 mg N-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-3-hydroxy-4-methyl-benzamide in 3 ml N,N-dimethylformamide. After ten minutes 210 mg tert-butyl 4-(6-chloro-pyrimidin-4-carbonyl)-piperazine-1-carboxylate are added, and the reaction mixture is stirred for six days at ambient temperature. For working up the reaction mixture is mixed with water and extracted with ethyl acetate. The combined ethyl acetate extracts are washed with saturated sodium chloride solution, dried on magnesium sulphate and evaporated down. The flask residue is chromatographed through a silica gel column with cyclohexane/ethyl acetate (50:50→20:80).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe combined ethyl acetate extracts are washed with saturated sodium chloride solution
  3. customdried on magnesium sulphate
  4. customevaporated down
  5. customThe flask residue is chromatographed through a silica gel column with cyclohexane/ethyl acetate (50:50→20:80)

Quellen und Nachweise

ORD-Eintrag
ord-202284c67431468496db52e94c93a551
Quelldatensatz
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08946438B2

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