Reaktion #1937440

Reaktionsgleichung

compound ( 7 )

tert-butyl 3-(3-chloropyrazin-2-yl)azetidine-1-carboxylate

4-amino-2-methyl-butan-1-ol

Et3N

→

( 36 )

Ausbeute 80.0%

3-[3-(4-hydroxymethyl-piperidin-1-yl)-pyrazin-2-yl]-azetidine-1-carboxylic acid tert-butyl ester

Ausbeute 80.0%

Lösungsmittel

DMSO

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with EtOAc (50 mL×3)
2. 2
   WaschenThe combined organic extracts were washed with water (30 mL) and brine (30 mL)
3. 3
   Trocknendried over Na2SO4
4. 4
   Filtrationfiltered
5. 5
   SonstigeThe filtrate was evaporated in vacuo
6. 6
   Sonstigethe residue was purified by flash column chromatography (EtOAc: Petrol ether=3:1) on silica gel

Vorschrift

To a solution of compound (7) (540 mg, 2 mmol, Preparation 2) and 4-amino-2-methyl-butan-1-ol (230 mg, 2 mmol) in DMSO (20 mL) was added Et3N (404 mg, 4 mmol). The reaction mixture was stirred at 110° C. overnight. The reaction mixture was diluted with water, extracted with EtOAc (50 mL×3). The combined organic extracts were washed with water (30 mL) and brine (30 mL), dried over Na2SO4 and filtered. The filtrate was evaporated in vacuo and the residue was purified by flash column chromatography (EtOAc: Petrol ether=3:1) on silica gel to give (36). (557 mg, 1.6 mmol, yield 80%).

Quelle