반응 #72873

반응 방정식

ethyl 6-(hydroxymethylene)-1,5,5-trimethyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate

N-[3-chloro-4-(4-methyl-piperazin-1-yl)-phenyl]-guanidine

→

title compound

수율 33.0%

Ethyl 8-{[3-chloro-4-(4-methylpiperazin-1-yl)phenyl]amino}-1,5,5-trimethyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate

수율 33.0%

용매

brine

dimethylformamide

반응 조건

후처리

1. 1
   온도After cooling
2. 2
   추출extracted with ethyl acetate (50 mL×2)
3. 3
   기타The extracts were collected
4. 4
   기타dried on Na2SO4
5. 5
   기타evaporated to dryness
6. 6
   기타The crude material was purified by flash chromatography on silica gel
7. 7
   세척eluted with dichloromethane/methanol 9:1

실험 절차

A solution of ethyl 6-(hydroxymethylene)-1,5,5-trimethyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate (400 mg, 1.44 mmol) and N-[3-chloro-4-(4-methyl-piperazin-1-yl)-phenyl]-guanidine (424 mg, 1.58 mmol) in anhydrous dimethylformamide (5 mL) was heated at 100° C. for 3 hours. After cooling, the reaction mixture was poured into brine (50 mL) and extracted with ethyl acetate (50 mL×2). The extracts were collected, dried on Na2SO4 and evaporated to dryness. The crude material was purified by flash chromatography on silica gel eluted with dichloromethane/methanol 9:1 to give the pure title compound (240 mg, 33% yield).

출처