52600-52-9

Basic information

• Product Name: ethyl 5-cyano-1,6-dihydro-2-methyl-6-oxo-3-pyridinecarboxylate
• Synonyms: ethyl 5-cyano-1,6-dihydro-2-methyl-6-oxo-3-pyridinecarboxylate
• CAS NO: 52600-52-9
• Molecular Formula: C₁₀H₁₀N₂O₃
• Molecular Weight: 206.2
• Mol File: 52600-52-9.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 371.6°Cat760mmHg
• Flash Point: 178.6°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 1.02E-05mmHg at 25°C
• Refractive Index: 1.536
• Storage Temp.: 2-8°C
• CAS DataBase Reference: ethyl 5-cyano-1,6-dihydro-2-methyl-6-oxo-3-pyridinecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-cyano-1,6-dihydro-2-methyl-6-oxo-3-pyridinecarboxylate(52600-52-9)
• EPA Substance Registry System: ethyl 5-cyano-1,6-dihydro-2-methyl-6-oxo-3-pyridinecarboxylate(52600-52-9)

Safety Data

• Hazardous Substances Data: 52600-52-9(Hazardous Substances Data)

Usage

General Description

Ethyl 5-cyano-1,6-dihydro-2-methyl-6-oxo-3-pyridinecarboxylate is an organic compound with the molecular formula C11H12N2O3. It is a derivative of pyridine and contains a cyano group and an ethyl ester. This chemical is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used as a building block in the production of various organic compounds. Ethyl 5-cyano-1,6-dihydro-2-methyl-6-oxo-3-pyridinecarboxylate may be known by other names such as ethyl 3-cyano-3,5-dihydro-2-methyl-6-oxo-4-pyridinecarboxylate or ethyl β-cyano-β-methylnicotinate.

InChI:InChI=1/C10H10N2O3/c1-3-15-10(14)8-4-7(5-11)9(13)12-6(8)2/h4H,3H2,1-2H3,(H,12,13)

Upstream product

• 7664-41-7 ammonia 
• 105-56-6 ethyl 2-cyanoacetate 
• 3788-94-1 2-ethoxymethylene-3-oxobutanoic acid ethyl ester 
• 2620-30-6 sodium acetylamide 
• 141-52-6 sodium ethanolate 
• 107-91-5 cyanoacetic acid amide 
• 141-97-9 ethyl acetoacetate 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 109-77-3 malononitrile 
• 134653-70-6 ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 

Downstream Products

• 64119-42-2 ethyl 6-chloro-5-cyano-2-methylnicotinate 
• 139549-30-7 ethyl 6-(benzyloxy)-5-cyano-2-methylnicotinate 
• 783324-68-5 5-cyano-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid phenylamide 
• 137522-47-5 6-amino-5-cyano-2-methylnicotinic acid ethyl ester 
• 137522-48-6 6-(benzylamino)-5-cyano-2-methylnicotinic acid ethyl ester 
• 204765-68-4 3-amino-6-methyl-2phenylaminocarbonyl-5-ethoxycarbonylthieno[2,3-b]pyridine 
• 147440-60-6 2-(benzyloxy)-5-(hydroxymethyl)-6-methylnicotinaldehyde 
• 139549-33-0 2-(benzyloxy)-5-(aminocarbonyl)-6-methylnicotinaldehyde 

Relevant articles and documents

Development of an efficient and practical route for the multikilogram manufacture of ethyl 5-cyano-2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate and ethyl 6-chloro-5-cyano-2-methylnicotinate, key intermediates in the preparation of P2Y12 antagonists

Elucidation of the mechanism of formation of two major impurities in the synthetic route towards key intermediate ethyl 5-cyano-2-methyl-6-oxo-1,6- dihydropyridine-3-carboxylate 1, led directly to the development of a route with significant process improvements in terms of yield, purity, and operability. The overall process yield increased from 15% to 73% without the need for extra purification steps, giving the key intermediate ethyl 6-chloro-5-cyano-2- methylnicotinate, 2, in excess of 80 kg to support clinical development.

HETEROCYCLIC COMPOUND

A compound having an SSTR5 antagonist action and use of the compound as a medicament are provided. Specifically, a compound represented by the following formula: wherein each symbol is as defined herein, or a salt thereof, a medicament comprising the compound or a salt thereof, and use of the compound or a salt thereof as an agent for the prophylaxis or treatment of diabetes mellitus are provided.

Synthesis, inhibitory activity of cholinesterases, and neuroprotective profile of novel 1,8-naphthyridine derivatives

1,8-Naphthyridine derivatives related to 17 (ITH4012), a neuroprotective compound reported by our research group, have been synthesized. In general, they have shown better inhibition of acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) than mo