반응 #1937440

반응 방정식

compound ( 7 )

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

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

Et3N

→

( 36 )

수율 80.0%

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

수율 80.0%

용매

DMSO

water

반응 조건

후처리

1. 1
   추출extracted with EtOAc (50 mL×3)
2. 2
   세척The combined organic extracts were washed with water (30 mL) and brine (30 mL)
3. 3
   건조dried over Na2SO4
4. 4
   여과filtered
5. 5
   기타The filtrate was evaporated in vacuo
6. 6
   기타the residue was purified by flash column chromatography (EtOAc: Petrol ether=3:1) on silica gel

실험 절차

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%).

출처