2-Chloro-4-methoxypyrimidine → 4-methoxy-N-(4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)pyrimidin-2-amine

HRID 40729

Reaktionsgleichung

Reaktionsgleichung von HRID 40729
Cl[C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][N:3]=1.[CH3:10][C:11]1[N:15]=[CH:14][N:13]([C:16]2[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=2)[N:12]=1>C(OC(O)C)C.O.CCOC(C)=O>[CH3:9][O:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([NH:20][C:19]2[CH:18]=[CH:17][C:16]([N:13]3[CH:14]=[N:15][C:11]([CH3:10])=[N:12]3)=[CH:22][CH:21]=2)[N:7]=1

Komponenten

6

Edukt 2

HCID 5889352-Chloro-4-methoxypyrimidineHCID 446274764-(3-Methyl-1H-1,2,4-triazol-1-yl)aniline

Produkt 1

HCID 595881784-methoxy-N-(4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)pyrimidin-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittelHCID 101298981-EthoxyethanolLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

To a solution 2-chloro-4-methoxypyrimidine (2 g, 13.8 mmol) in ethoxyethanol (50 mL) was added 4-(3-methyl-1H-1,2,4-triazol-1-yl)aniline (1.7 g, 10.6 mmol). The reaction was warmed to 75° C. for 16 h, cooled, and diluted with water and EtOAc. The layers were separated, and the aqueous layer was extracted with EtOAc (4×). The combined organics were dried (MgSO4), and concentrated to give a near colorless solid which was homogeneous by analytical HPLC analysis and was used without further purification.

Aufarbeitung

  1. temperaturecooled
  2. customThe layers were separated
  3. extractionthe aqueous layer was extracted with EtOAc (4×)
  4. dry with materialThe combined organics were dried (MgSO4)
  5. concentrationconcentrated
  6. customto give a near colorless solid which
  7. customwas used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-65f397ec3e8d46fcb30e760fe36cae26
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08530480B2

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