2-(2-Methyl-1,3-dioxolan-2-yl)acetaldehyde → 3-bromo-4-(5-methyl-1H-pyrazol-1-yl)-5-nitropyridine
Reaktionsgleichung
[CH3:1][C:2]1([CH2:7][CH:8]=O)OCCO1.[Br:10][C:11]1[CH:12]=[N:13][CH:14]=[C:15]([N+:19]([O-:21])=[O:20])[C:16]=1[NH:17][NH2:18]>C(O)C>[Br:10][C:11]1[CH:12]=[N:13][CH:14]=[C:15]([N+:19]([O-:21])=[O:20])[C:16]=1[N:17]1[C:2]([CH3:1])=[CH:7][CH:8]=[N:18]1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
2-(2-methyl-1,3-dioxolan-2-yl)acetaldehyde (320 mg, 2.459 mmol) and (3-bromo-5-nitro-4-pyridyl)hydrazine (286.4 mg, 1.229 mmol) were heated under reflux in ethanol (2.864 mL) overnight. The reaction mixture was concentrated in vacuo and the residue was partitioned between DCM and a saturated aqueous sodium hydrogen carbonate solution. Combined organic extract was dried over MgSO4 and concentrated in vacuo to leave 3-bromo-4-(5-methyl-1H-pyrazol-1-yl)-5-nitropyridine as a yellow oil. (200 mg, 85%). MS (ES+) 284.9.