1,8-Naphthyridine-1(2H)-carboxylic acid, 3,4-dihydro-2,7-dimethyl-, 1,1-dimethylethyl ester synthesis

3synthesis methods

Product Name:1,8-Naphthyridine-1(2H)-carboxylic acid, 3,4-dihydro-2,7-dimethyl-, 1,1-dimethylethyl ester
CAS Number:959992-52-0
Molecular formula:C15H22N2O2
Molecular Weight:262.35

1,8-Naphthyridine, 1,2,3,4-tetrahydro-2,7-dimethyl-

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24424-99-5 Synthesis

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1,8-Naphthyridine-1(2H)-carboxylic acid, 3,4-dihydro-2,7-dimethyl-, 1,1-dimethylethyl ester

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Yield:959992-52-0 78%

Reaction Conditions:

at 60; for 16 h;

Steps:

36

2,7-dimethyl-l,2,3,4-tetrahydro-l,8-naphthyridine (1.8 g, 11.1 mmol) and an excess Of BOC₂O (10 g, 45.8 mmol) were heated at 6O⁰C for 16 hours. Then the reaction mixture 0 was purified by silica gel flash chromatography (0 to 50% dichloromethane in petroleum ether) to afford tert-butyl 2,7-dimethyl-3,4-dihydro-l,8-naphthyridine-l(2H)-carboxylate as a colourless oil (2.27 g, 78%); ¹H NMR Spectrum (DMSO-d6) 1.08 (d, 3H), 1.42 (s, 9H), 1.48-1.58 (m, IH), 1.98-2.10 (m, IH), 2.35 (s, 3H), 2.53-2.70 (m, 2H), 4.36-4.46 (m, IH), 6.88 (d, IH), 7.39 (d, IH).

References:

WO2007/141473,2007,A1 Location in patent:Page/Page column 263

2,7-dimethyl-1,2-dihydro-1,8-naphthyridine

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References

1569-16-0
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References