(5-methyl-1H-imidazol-4-yl)methyl[4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidin-2yl]formamide → N-[(5-methyl-1H-imidazol-4-yl)methyl]-4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidine-2-amine

HRID 1836992Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1836992
[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[C:7]([N:9](C)[C:10]1[N:15]=[C:14]([C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:18][CH:17]=2)[CH:13]=[C:12]([C:26]([F:29])([F:28])[F:27])[N:11]=1)=O>C(O)C.Cl>[NH3:4].[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH2:7][NH:9][C:10]1[N:15]=[C:14]([C:16]2[CH:17]=[CH:18][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:20][CH:21]=2)[CH:13]=[C:12]([C:26]([F:29])([F:27])[F:28])[N:11]=1

Komponenten

5

Edukt 1

HCID 69565578(5-methyl-1H-imidazol-4-yl)methyl[4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidin-2yl]formamide

Produkt 2

HCID 222AmmoniaHCID 23497469N-[(5-methyl-1H-imidazol-4-yl)methyl]-4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidine-2-amineAusbeute 110,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of crude (5-methyl-1H-imidazol-4-yl)methyl[4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidin-2yl]formamide (0.27 g, 0.615 mmol) in ethanol (10 ml) and 2N hydrochloric acid (10 ml) was heated under reflux for 2 h. The solvents were then evaporated and the residue basified with 0.880 ammonia and extracted with DCM. The dried organic phase was evaporated onto silica gel and this mixture was purified on a silica gel SPE cartridge. Elution with DCM:ethanol:0.880 ammonia, 91:8:1, gave the title compound as a colourless crystalline solid (0.14 g).

Aufarbeitung

  1. temperatureunder reflux for 2 h
  2. customThe solvents were then evaporated
  3. extractionextracted with DCM
  4. customThe dried organic phase was evaporated onto silica gel
  5. customthis mixture was purified on a silica gel SPE cartridge
  6. washElution with DCM

Quellen und Nachweise

ORD-Eintrag
ord-b954b3eeb37b487f8762052bfafbac6a
Quelldatensatz
uspto-grants-2004_08
Patentnummer
US06780870B2

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