Reaktion #536818

Reaktionsgleichung

cyclobutylamine

K2CO3

(5-Bromomethyl-pyrazin-2-yl)-carbamic acid tert-butyl ester

→

title compound

Ausbeute 36.0%

(5-Cyclobutylaminomethyl-pyrazin-2-yl)-carbamic acid tert-butyl ester

Ausbeute 36.0%

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe resulting reaction mixture
2. 2
   EinengenThe reaction was concentrated
3. 3
   workup.ADDITIONdiluted with water/DCM
4. 4
   Extraktionextracted with DCM (2×30 mL)
5. 5
   EinengenCombined organic extracts were concentrated
6. 6
   Sonstigeto give a solid
7. 7
   SonstigeThe crude product was purified by LC chromatography (50 g spherical silica column)
8. 8
   Wascheneluting with 5 to 10% MeOH in 1/1 EtOAc/Hex

Vorschrift

In a dried 100 mL round bottom flask was added cyclobutylamine (740 mg, 889 μL, 10.4 mmol, Eq: 3), K2CO3 (480 mg, 3.47 mmol, Eq: 1.00) and THF at rt. under argon. To the mixture was added a solution of (5-Bromomethyl-pyrazin-2-yl)-carbamic acid tert-butyl ester (1 g, 3.47 mmol, Eq: 1.00) in THF dropwise. The resulting reaction mixture was stirred vigorously at room temperature under argon overnight. The reaction was concentrated, diluted with water/DCM and extracted with DCM (2×30 mL). Combined organic extracts were concentrated to give a solid. The crude product was purified by LC chromatography (50 g spherical silica column) eluting with 5 to 10% MeOH in 1/1 EtOAc/Hex to afford 348 mg (36%) of the title compound as a white solid.

Quelle