Reaktion #68483

Reaktionsgleichung

tert-butyl (6-ethynyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methylcarbamate

triethylamine

nitroethane

phenyl isocyanate

→

product

tert-butyl(6-(3-methylisoxazol-5-yl)-[1,2,4]-triazolo[4,3-b]pyridazin-3-yl)methylcarbamate

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe mixture was stirred at 50° C. for six hours
2. 2
   Sonstigeat room temperature
3. 3
   Sonstigeovernight
4. 4
   TemperaturThe mixture was cooled to room temperature
5. 5
   Filtrationfiltered
6. 6
   Waschenthe resulting brown precipitate was washed with additional benzene
7. 7
   EinengenThe filtrate was concentrated

Vorschrift

To a solution of nitroethane (1.02 ml, 14.3 mmol) in benzene (50 mL) was added phenyl isocyanate (3.12 ml, 28.5 mmol). The mixture was stirred at 50° C. for twenty minutes followed by the addition of tert-butyl (6-ethynyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methylcarbamate (3.00 g, 11.0 mmol) and triethylamine (0.0765 ml, 0.549 mmol). The mixture was stirred at 50° C. for six hours then at room temperature overnight. The mixture was cooled to room temperature, filtered and the resulting brown precipitate was washed with additional benzene. The filtrate was concentrated to yield the product as a black solid. MS m/z=331.1 [M+1]+. Calc'd for C15H18N6O3: 330.1.

Quelle