3-Pyridinemethanamine → 4-[4-(Methylsulfonyl)phenyl]-N-(pyridin-3-ylmethyl)-6-(trifluoromethyl)pyrimidin-2-amine

HRID 1836987

Reaktionsgleichung

Reaktionsgleichung von HRID 1836987
CS([C:5]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=2)[CH:8]=[C:7]([C:21]([F:24])([F:23])[F:22])[N:6]=1)(=O)=O.[NH2:25][CH2:26][C:27]1[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=1>CC#N>[CH3:20][S:17]([C:14]1[CH:15]=[CH:16][C:11]([C:9]2[CH:8]=[C:7]([C:21]([F:24])([F:23])[F:22])[N:6]=[C:5]([NH:25][CH2:26][C:27]3[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=3)[N:10]=2)=[CH:12][CH:13]=1)(=[O:19])=[O:18]

Komponenten

4

Edukt 2

HCID 310183-PyridinemethanamineHCID 111764432-(Methylsulfonyl)-4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidine

Produkt 1

HCID 102728424-[4-(Methylsulfonyl)phenyl]-N-(pyridin-3-ylmethyl)-6-(trifluoromethyl)pyrimidin-2-amineAusbeute 94,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-(methylsulfonyl)-4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidine (0.10 g, 0.26 mmol) in MeCN (3 ml) was added 3-(aminomethyl)-pyridine (169 mg, 6 eq) and the resultant solution heated under reflux for 3 h. The cooled reaction mixture was concentrated in vacuo and the resulting oil purified by SPE chromatography with chloroform then chloroform:methanol (50:1) as eluant. This gave the title compound as a yellow solid (100 mg, 93%).

Aufarbeitung

  1. temperatureunder reflux for 3 h
  2. customThe cooled reaction mixture
  3. concentrationwas concentrated in vacuo
  4. customthe resulting oil purified by SPE chromatography with chloroform

Quellen und Nachweise

ORD-Eintrag
ord-298d22e6944543f7b6e4fa2f33ce8528
Quelldatensatz
uspto-grants-2004_08
Patentnummer
US06780870B2

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