24195-02-6

Basic information

• Product Name: ETHYL 2-CARBOXYPYRIDINE-3-CARBOXYLATE
• Synonyms: ETHYL 2-CARBOXYPYRIDINE-3-CARBOXYLATE;2,3-PYRIDINEDICARBOXYLIC ACID, 3-METHYL ESTER;Pyridine-2,3-dicarboxylic acid 3-methyl ester;3-(Methoxycarbonyl)picolinic acid;3-(Carbomethoxy)picolinic acid;NSC 154835;Quinolinic acid 3-methyl ester
• CAS NO: 24195-02-6
• Molecular Formula: C₈H₇NO₄
• Molecular Weight: 195.17
• Mol File: 24195-02-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 106℃
• Boiling Point: 345°Cat760mmHg
• Flash Point: 162.4°C
• Appearance: /
• Density: 1.361g/cm³
• Vapor Pressure: 2.41E-05mmHg at 25°C
• Refractive Index: 1.56
• CAS DataBase Reference: ETHYL 2-CARBOXYPYRIDINE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-CARBOXYPYRIDINE-3-CARBOXYLATE(24195-02-6)
• EPA Substance Registry System: ETHYL 2-CARBOXYPYRIDINE-3-CARBOXYLATE(24195-02-6)

Safety Data

• Hazardous Substances Data: 24195-02-6(Hazardous Substances Data)

Usage

General Description

ETHYL 2-CARBOXYPYRIDINE-3-CARBOXYLATE is a chemical compound often used in biochemical research due to its potential for reactivity. Its molecular formula is C9H9NO4 and it exists as a solid form at room temperature. It falls under the category of organic compounds known as pyridinecarboxylic acids and their derivatives. Commonly, these compounds contain a pyridine ring bearing a carboxylic acid group or a derivative thereof. Beyond its research use, the specifics of its applications are not widely specified due to its specialized nature. As with many chemicals, it needs to be handled with caution due to potential risks and hazards associated with its use or exposure.

InChI:InChI=1/C8H7NO4/c1-13-8(12)5-3-2-4-9-6(5)7(10)11/h2-4H,1H3,(H,10,11)

Upstream product

• 699-98-9 Pyridine-2,3-dicarboxylic anhydride 
• 89-00-9 Pyridine-2,3-dicarboxylic acid 
• 67-56-1 methanol 
• 605-38-9 dimethyl 2,3-pyridinedicarboxylate 

Downstream Products

• 24195-07-1 pyridine-2,3-dicarboxylic acid 2-methyl ester 
• 93-60-7 methyl 3-pyridinecarboxylate 
• 912369-42-7 methyl 3-{[(tert-butoxy)carbonyl]amino}pyridine-2-carboxylate 
• 873460-09-4 2-tert-butoxycarbonylamino-nicotinic acid methyl ester 
• 79255-01-9 benzyl cis-3-(methoxycarbonyl)-1-<2-(3-indolyl)ethyl>pipecolate 
• 79233-64-0 benzyl cis-1-<(tert-butyloxy)carbonyl>-3-(methoxycarbonyl)pipecolate 
• 79233-65-1 benzyl cis-3-(methoxycarbonyl)pipecolate 

Relevant articles and documents

1,6- and 1,7-naphthyridines. II. Synthesis from acyclic precursors

A number of 8-hydroxy-6-methyl-1,6-naphthyridin-5(6H)-one-7- carboxylic acid alkyl esters 3 and the isomeric 5-hydroxy-7- methyl-1,7-naphthyridin-8(7H)-one-6-carboxylic acid alkyl esters 4 were synthesized from acyclic precursors obtained starting from quinolinic anhydride 5. Thus, methanolysis of 5 afforded the hemiester 6 which treated with oxalyl chloride and sarcosine ethyl ester gave 3-(N-ethoxycarbonylmethyl-N- methylcarbamoyl)pyridine-2-carboxylic acid methyl ester 8. Compound 8 was cyclized to naphthyridines 3a-e with sodium alkoxides. The isomeric naphthyridines 4a-c were obtained by cyclization of the open intermediary 2-(N-ethoxycarbonylmethyl-N- methylcarbamoyl)pyridine-3-carboxylic acid methyl ester 9 obtained by a route that involves treatment of 5 with sarcosine ethyl ester and esterification with diazomethane. Spectroscopic properties (1H nmr, uv, ir) of compounds 3 and 4 are discussed and confirmed the proposed structures.

Efficient synthesis of novel pyrido[3,2-d]pyrimidine-2,4-diones

A series of pyrido[3,2-d]pyrimidine-2,4-diones 5a-g have been synthesized through conversion of 2,3-pyridinedicarboxylic anhydride 1 into half-ester 2, subsequent Curtius rearrangement and further reaction with amino acids.

Convenient Synthesis of 3-(1-carboxyalkyl)pyrido[2,3-d]pyrimidine-2,4-diones

Cheap and safety synthetic route to obtain 3-(1-carboxyalkyl)pyrido[2.3-d]pyrimidinediones (carboxyalkyl = -CHRCO2H; R = H, 7; CH2 8; CH2Ph, 9; Ph. 10; CH2(C3H3N2, 11; (CH2)2CO2H, 12; CH2CO2H, 13) starting from 2.3-pyridinedicarboxylic acid, 1, is described. A process scheme consistent with empirical observations is proposed.