Reaktion #1933945

Reaktionsgleichung

3-(3-chloro-pyrazin-2-yloxy)-cyclobutylamine hydrochloride

2-chloro-benzothiazole

DIEA

→

N-(3-((3-chloropyrazin-2-yl)oxy)cyclobutyl)benzo[d]thiazol-2-amine

Ausbeute 95.5%

Lösungsmittel

NMP

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe reaction mixture was extracted with EtOAc (40 mL) and water
2. 2
   Waschenthe organic phase was washed with brine
3. 3
   Trocknendried over Na2SO4
4. 4
   EinengenThe organic layers were concentrated
5. 5
   Sonstigepurified by column chromatography on silica gel

Vorschrift

A mixture of 3-(3-chloro-pyrazin-2-yloxy)-cyclobutylamine hydrochloride (1.2 g, 6.28 mmol), 2-chloro-benzothiazole (purchased from ALDRICH™) (1.07 g, 6.28 mmol) and DIEA (1.8 g, 12.56 mmol) in NMP (12 mL) was heated to 180° C. for 2 hours in microwave. The reaction mixture was extracted with EtOAc (40 mL) and water, the organic phase was washed with brine and dried over Na2SO4. The organic layers were concentrated and purified by column chromatography on silica gel to give N-(3-((3-chloropyrazin-2-yl)oxy)cyclobutyl)benzo[d]thiazol-2-amine (3.0 g, 6 mmol, 95.5%). ESI-MS (M+1): 333 calc. for C15H13ClN4OS 332.

Quelle