Potassium Carbonate → 4-(6-Chloro-pyrimidin-4-yloxy)-2-methyl-6-nitro-phenylamine

HRID 1846452Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1846452
C(=O)([O-])[O-].[K+].[K+].Cl[C:8]1[CH:13]=[C:12]([Cl:14])[N:11]=[CH:10][N:9]=1.[NH2:15][C:16]1[C:21]([N+:22]([O-:24])=[O:23])=[CH:20][C:19]([OH:25])=[CH:18][C:17]=1[CH3:26]>CN(C=O)C>[Cl:14][C:12]1[N:11]=[CH:10][N:9]=[C:8]([O:25][C:19]2[CH:20]=[C:21]([N+:22]([O-:24])=[O:23])[C:16]([NH2:15])=[C:17]([CH3:26])[CH:18]=2)[CH:13]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 709434,6-DichloropyrimidineHCID 669782964-Amino-3-methyl-5-nitrophenol

Produkt 1

HCID 866639074-(6-Chloro-pyrimidin-4-yloxy)-2-methyl-6-nitro-phenylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

1.66 g (12.0 mmol) potassium carbonate were added to 0.922 g (6.00 mmol) 4,6-dichloropyrimidine and 1.11 g (6.60 mmol) 4-amino-3-methyl-5-nitro-phenol in 1.5 mL DMF and the mixture was stirred for 6 h at 50° C. Then the mixture was added to ice water and extracted several times with EtOAc. The combined organic phases were dried on sodium sulphate, evaporated down and purified by flash chromatography. The product-containing fractions were combined and evaporated down. The residue was triturated with EtOAc, suction filtered and dried under HV.

Aufarbeitung

  1. extractionextracted several times with EtOAc
  2. customThe combined organic phases were dried on sodium sulphate
  3. customevaporated down
  4. custompurified by flash chromatography
  5. customevaporated down
  6. customThe residue was triturated with EtOAc, suction
  7. filtrationfiltered
  8. customdried under HV

Quellen und Nachweise

ORD-Eintrag
ord-1242765a086742be884edd4f3b8e7ebb
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08952014B2

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