ChemicalBook > CAS DataBase List > 2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER

2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER

Product Name
2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER
CAS No.
5174-90-3
Chemical Name
2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER
Synonyms
3-ethoxycarbonyl-1,8-naphthyridin-2-olate;1,2-Dihydro-3-(ethoxycarbonyl)-2-oxo-1,8-naphthyridine;Ethyl 1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylate;Ethyl 2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate;Ethyl 1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylate 95+%;2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER;1,8-Naphthyridine-3-carboxylic acid, 1,2-dihydro-2-oxo-, ethyl ester
CBNumber
CB1334450
Molecular Formula
C11H10N2O3
Formula Weight
218.21
MOL File
5174-90-3.mol
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2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER Property

Melting point:
214.8-215.0°C
storage temp. 
Sealed in dry,Room Temperature
form 
solid
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Safety

Hazard Codes 
Xi
HazardClass 
IRRITANT
HS Code 
2932209090
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
ADE000832
Product name
2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester
Purity
Aldrich
Packaging
1g
Price
$216
Updated
2025/07/31
TRC
Product number
O991955
Product name
2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester
Packaging
100mg
Price
$65
Updated
2021/12/16
Matrix Scientific
Product number
018155
Product name
2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester
Purity
95+%
Packaging
500mg
Price
$125
Updated
2021/12/16
AK Scientific
Product number
4759AE
Product name
2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester
Packaging
5g
Price
$519
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0021678
Product name
2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER
Purity
95.00%
Packaging
500MG
Price
$683.53
Updated
2021/12/16
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2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER Chemical Properties,Usage,Production

Synthesis

7521-41-7

105-53-3

5174-90-3

General procedure for the synthesis of ethyl 2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylate from 2-amino-3-pyridinecarboxaldehyde and diethyl malonate: 2-amino-3-pyridinecarboxaldehyde (1.0 g, 8.19 mmol) was suspended in a screw-capped pressure tube containing diethyl malonate (6.2 mL, 41.0 mmol). The reaction tube was sealed by the addition of piperidine (1.6 mL, 16.4 mmol). The reaction mixture was heated to 120°C and the reaction was kept at a constant temperature for 3.0 hours. Upon completion of the reaction, the mixture was allowed to cool to room temperature. The precipitate formed was collected by filtration and washed with ether (Et2O) to afford ethyl 2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylate 1.62 g in 91% yield. The structure of the product was confirmed by 1H NMR (CD3OD): δ 8.64 (m, 1H), 8.62 (s, 1H), 8.22 (m, 1H), 7.32 (m, 1H), 4.38 (m, 2H), 1.40 (t, 3H).

References

[1] Patent: WO2010/97410, 2010, A1. Location in patent: Page/Page column 121
[2] Patent: US2012/40942, 2012, A1. Location in patent: Page/Page column 56
[3] Journal of Medicinal Chemistry, 2009, vol. 52, # 12, p. 3644 - 3651
[4] Archiv der Pharmazie, 2015, vol. 348, # 1, p. 34 - 45
[5] Chemical Biology and Drug Design, 2014, vol. 84, # 6, p. 721 - 731

2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER Suppliers

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5174-90-3, 2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTERRelated Search:


  • 2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER
  • Ethyl 2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate
  • 1,2-Dihydro-3-(ethoxycarbonyl)-2-oxo-1,8-naphthyridine
  • Ethyl 1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylate 95+%
  • 3-ethoxycarbonyl-1,8-naphthyridin-2-olate
  • 1,8-Naphthyridine-3-carboxylic acid, 1,2-dihydro-2-oxo-, ethyl ester
  • Ethyl 1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylate
  • 5174-90-3
  • DSS