5-(2-Methylsulfonylpyrimidin-4-yl)-6-(3-trifluoromethylphenyl)-4,5-dihydro-2H-pyridazin-3-one → (s)-5-[2-(1-Phenylethylamino)pyrimidin-4-yl]-6-(3-trifluoromethylphenyl)-4,5-dihydro-2H-pyridazin-3-one

HRID 394476

Reaktionsgleichung

Reaktionsgleichung von HRID 394476
CS([C:5]1[N:10]=[C:9]([CH:11]2[C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=3)=[N:15][NH:14][C:13](=[O:27])[CH2:12]2)[CH:8]=[CH:7][N:6]=1)(=O)=O>O1CCCC1>[C:17]1([CH:16]([NH:15][C:5]2[N:10]=[C:9]([C@H:11]3[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:24])([F:26])[F:25])[CH:18]=4)=[N:15][NH:14][C:13](=[O:27])[CH2:12]3)[CH:8]=[CH:7][N:6]=2)[CH3:11])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Komponenten

3

Edukt 1

HCID 181766135-(2-Methylsulfonylpyrimidin-4-yl)-6-(3-trifluoromethylphenyl)-4,5-dihydro-2H-pyridazin-3-one

Produkt 1

HCID 70023896(s)-5-[2-(1-Phenylethylamino)pyrimidin-4-yl]-6-(3-trifluoromethylphenyl)-4,5-dihydro-2H-pyridazin-3-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Compound 7 (5.00 g, 13.1 mmol), s-(−)-α-methylbenzylamine (3.37 mL, 26.2 mmol) and tetrahydrofuran (100 mL) were heated to reflux under argon for 24 h. The solvent was removed in vacuo. Purification by flash column chromatography (methylene chloride:methanol: ammonium hydroxide 98:2:0.2) gave Compound 8 as a foam: 5.0 g (9.6 mmol, 73%).

Aufarbeitung

  1. temperatureto reflux under argon for 24 h
  2. customThe solvent was removed in vacuo
  3. customPurification by flash column chromatography (methylene chloride:methanol: ammonium hydroxide 98:2:0.2)

Quellen und Nachweise

ORD-Eintrag
ord-92c6149c9f0046d296c6220e1fc99766
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06602872B1

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