tert-butyl 2-(8-oxo-7,8-dihydropyrazino[2,3-d]pyridazin-5-yl)acetate synthesis
- Product Name:tert-butyl 2-(8-oxo-7,8-dihydropyrazino[2,3-d]pyridazin-5-yl)acetate
- CAS Number:1355612-95-1
- Molecular formula:C12H14N4O3
- Molecular Weight:262.26
![Acetic acid, 2-(7-oxofuro[3,4-b]pyrazin-5(7H)-ylidene)-, 1,1-dimethylethyl ester](/CAS/20210305/GIF/1355612-93-9.gif)
1355612-93-9
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Yield:1355612-95-1 78%
Reaction Conditions:
with hydrazine in ethanol at 80; for 3 h;Product distribution / selectivity;
Steps:
1; 17
To a stirred solution of 9.42 g (37.99 mmol) of (E)/(Z)-tert-butyl 2-(7- oxofuro[3,4-b]pyrazin-5(7H)-ylidene)acetate (Compound 1) in 600 mL of ethanol was added 1.25 mL (39.90 mmol) of hydrazine. The resulting solution was brought to 80 °C for 3 hours. Subsequently, the reaction mixture was concentrated in vacuo and the residue purified via flash column chromatography over silica gel (monitored by thin layer chromatography) and eluted with 19: 1 (v/v) methylene chloride:methanol. Evaporation of the collected fractions yielded 7.78 g (78% yield) of tert-bvXy 2-(8-oxo-7,8-dihydropyrazino[2,3-d]pyridazin-5- yl)acetate (Compound 2): 1H NMR (CDC13, 300 MHz): 5ppm 10.67 (br s, 1H), 9.06 (d, J= 2.1 Hz, 1H), 9.04 (d, J= 2.1 Hz, 1H), 4.02 (s, 2H), 1.43 (s, 9H).
References:
WO2012/9553,2012,A1 Location in patent:Page/Page column 28; 40; 41
1355613-00-1
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73763-86-7
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![Phosphonium, [2-(1,1-dimethylethoxy)-2-oxoethyl]triphenyl-, inner salt](/CAS/20211123/GIF/86302-43-4.gif)
86302-43-4
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