반응 #411966

반응 방정식

3-phenylpropyl 4-(2-(1-piperidinyl)ethoxy)acetoacetate

4-methyl-3-nitrobenzaldehyde

2-amidinofuran hydrochloride

morpholine

acetic acid

sodium sulfate

→

title compound

수율 0.9%

3-Phenylpropyl 2-(2-furyl)-4-(4-methyl-3-nitrophenyl)-6[(2-(1-piperidinyl)ethoxy)methyl]-1,4-dihydropyrimidine-5-carboxylate

수율 0.9%

용매

ethanol

반응 조건

후처리

1. 1
   기타The ethanol was removed in vacuo and ethyl acetate
2. 2
   workup.ADDITIONwas added to the residue
3. 3
   여과The mixture was filtered
4. 4
   세척the filtrate was washed with water, sodium hydrogen carbonate solution and brine
5. 5
   기타dried
6. 6
   기타evaporated
7. 7
   기타to yield an oil
8. 8
   기타The oil was further purified by flash chromatography and RP-HPLC (twice)

실험 절차

A mixture of 3-phenylpropyl 4-(2-(1-piperidinyl)ethoxy)acetoacetate (10.0 g, 28.78 mmol), 4-methyl-3-nitrobenzaldehyde (4.75 g, 28.78 mmol), 2-amidinofuran hydrochloride (4.20 g, 28.78 mmol), morpholine (3.75 ml, 43.17 mmol), acetic acid (3.29 ml, 57.56 mmol), and sodium sulfate (8.17 g, 57.56 mmol) was stirred in ethanol (50 ml) for 1 hour at room temperature and then heated to 50° C. for 7 days. The ethanol was removed in vacuo and ethyl acetate was added to the residue. The mixture was filtered and the filtrate was washed with water, sodium hydrogen carbonate solution and brine, dried and evaporated to yield an oil. The oil was further purified by flash chromatography and RP-HPLC (twice) to give the title compound (150 mg) as an oil. Electrospray MS m/z 587 [M+H]+.

출처