1,8-Naphthyridine-3-carboxylic acid, 6-chloro-1-ethyl-1,4-dihydro-4-oxo-7-(1-piperazinyl)- synthesis

6synthesis methods

Product Name:1,8-Naphthyridine-3-carboxylic acid, 6-chloro-1-ethyl-1,4-dihydro-4-oxo-7-(1-piperazinyl)-
CAS Number:87938-93-0
Molecular formula:C15H17ClN4O3
Molecular Weight:336.77

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

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1,8-Naphthyridine-3-carboxylic acid, 6-chloro-1-ethyl-1,4-dihydro-4-oxo-7-(1-piperazinyl)-

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Yield:-

Steps:

Multi-step reaction with 6 steps
1: 80.8 percent / concd HNO₃, concd H₂SO₄ / 1.5 h / 60 - 70 °C
2: 79.7 percent / Fe, AcOH / 1 h / 80 °C
3: 1.) concd HCl, aq. NaNO₂, 2.) CuCl, concd HCl / 1.) 0-3 deg C, 10 min, 2.) a) RT, 1 h, b) 65 deg C, 30 min
4: 83.3 percent / 1 N NaOH / 0.75 h / 90 - 95 °C
5: 65.7 percent / POCl₃ / 0.5 h / Heating
6: 82.1 percent / acetonitrile / 0.75 h / Heating

References:

Matsumoto;Miyamoto;Minamida;Nishimura;Egawa;Nishimura [Journal of Medicinal Chemistry,1984,vol. 27,# 3,p. 292 - 301]

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References

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References