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

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
Molecular Weight:
218.21
MDL Number:
MFCD06659016
MOL File:
5174-90-3.mol
MSDS File:
SDS
Last updated:2026-01-13 11:13:56
Product description Number Pack Size Price
2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester Aldrich ADE000832 1g $230
2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester FAA17490 2.5g $354
Ethyl 1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylate 95% OR61355 250mg $56
Ethyl 1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylate 95% OR61355 1g $69
Ethyl 1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylate 95% OR61355 5g $282
More product size

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

Melting point 214.8-215.0°C
storage temp. Sealed in dry,Room Temperature
form solid
InChI 1S/C11H10N2O3/c1-2-16-11(15)8-6-7-4-3-5-12-9(7)13-10(8)14/h3-6H,2H2,1H3,(H,12,13,14)
InChIKey PIHWQJBFCRABCQ-UHFFFAOYSA-N
SMILES CCOC(=O)C1=Cc2cccnc2NC1=O
UNSPSC Code 12352108

SAFETY

Risk and Safety Statements

Hazard Codes  Xi
HazardClass  IRRITANT
HS Code  2932209090
Storage Class 11 - Combustible Solids

2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich ADE000832 2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester Aldrich 5174-90-3 1g $230 2026-04-30 Buy
Biosynth FAA17490 2-Oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester 5174-90-3 2.5g $354 2026-06-04 Buy
Apolloscientific OR61355 Ethyl 1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylate 95% 5174-90-3 250mg $56 2026-06-04 Buy
Apolloscientific OR61355 Ethyl 1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylate 95% 5174-90-3 1g $69 2026-06-04 Buy
Apolloscientific OR61355 Ethyl 1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylate 95% 5174-90-3 5g $282 2026-06-04 Buy
Product number Packaging Price Buy
ADE000832 1g $230 Buy
FAA17490 2.5g $354 Buy
OR61355 250mg $56 Buy
OR61355 1g $69 Buy
OR61355 5g $282 Buy

2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER Chemical Properties,Uses,Production

Synthesis

2-Amino-3-pyridinecarboxaldehyde

7521-41-7

Diethyl malonate

105-53-3

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

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

7521-41-7
105-53-3
5174-90-3
Synthesis of 2-OXO-1,2-DIHYDRO-[1,8]NAPHTHYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER from 2-Amino-3-pyridinecarboxaldehyde and Diethyl malonate

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

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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