3,4-Dihydro-1,5-naphthyridin-2(1h)-one synthesis

3synthesis methods

Product Name:3,4-Dihydro-1,5-naphthyridin-2(1h)-one
CAS Number:943537-93-7
Molecular formula:C8H8N2O
Molecular Weight:148.16

2-Pyridinepropanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, ethyl ester

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943537-93-7
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$45.00/10mg

Yield:943537-93-7 74%

Reaction Conditions:

with trifluoroacetic acid in dichloromethane at 20;

Steps:

3,4-Dihydro-1H-[1,5]naphthyridin-2-one (27a):

10g 3-(3-tert-Butoxycarbonylamino-pyridin-2-yl)-propionic acid ethyl ester (34 mmol) was dissolved in 50 mL dichloromethane and added 50 mL TFA, and stirred over night at room temperature. The solvent was removed by evaporation, and ice was added to the residue, which was basicified (pH 9) with NH₄OH. The mixture was evaporated and the residue taken up in 250 mL dichloromethane. The precipitated ammonium triflate was filtered off, and the product was recrystallized from ethylacetate. Yield = 3.7g (25 mmol, 74%)

References:

Sams, Anette Graven;Larsen, Krestian;Mikkelsen, Gitte Kobberoe;Hentzer, Morten;Christoffersen, Claus Tornby;Jensen, Klaus Gjervig;Frederiksen, Kristen;Bang-Andersen, Benny [Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,# 15,p. 5134 - 5140] Location in patent:supporting information; experimental part

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943537-93-7
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References

(2-FORMYL-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER

116026-99-4
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943537-93-7
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$45.00/10mg

References