27443-46-5

Basic information

• Product Name: Pyridine, 4-(diethoxyMethyl)-, 1-oxide
• Synonyms: Pyridine, 4-(diethoxyMethyl)-, 1-oxide;4-(Diethoxymethyl)pyridine 1-oxide;Isonicotinaldehyde diethyl acetal 1-oxide
• CAS NO: 27443-46-5
• Molecular Formula: C10H15NO3
• Molecular Weight: 197.231
• Mol File: 27443-46-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 320.097°C at 760 mmHg
• Flash Point: 147.39°C
• Appearance: /
• Density: 1.06
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.49
• CAS DataBase Reference: Pyridine, 4-(diethoxyMethyl)-, 1-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 4-(diethoxyMethyl)-, 1-oxide(27443-46-5)
• EPA Substance Registry System: Pyridine, 4-(diethoxyMethyl)-, 1-oxide(27443-46-5)

Safety Data

• Hazardous Substances Data: 27443-46-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H15NO3/c1-3-13-10(14-4-2)9-5-7-11(12)8-6-9/h5-8,10H,3-4H2,1-2H3

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 27443-40-9 4-(diethoxymethyl)pyridine 

Downstream Products

• 27443-47-6 2-Cyanpyridin-4-aldehyd-diethylacetal 
• 219908-84-6 diethyl 4-(2-amino-4-hydroxypyrido<2,3-d>pyrimidin-5-yl)methylamino-benzoyl-L-glutamate 
• 118287-89-1 2-chloro-4-diethoxymethylpyridine 

Relevant articles and documents

Synthesis of protected 5-formylpyrido[2,3-d] pyrimidine via a 2,3,4-trisubstituted pyridine using an ortho-litmation strategy; applicationtothe synthesis of a folate derivative

A convenient route for the preparation of a protected 5-formylpyrido[2,3-d]pyrimidine from 2,3,4-trisubstituted pyridines has been developed. The readily available diethylacetal of pyridinc 4-carboxaldehyde is chlorinated at the 2-position and then treated with LDA and methyl chloroformate to give a 2,3,4-trisubstituted pyridine (12). Treatment of 12 with guanidine hydrochloride gives the pyrido[23-rf]pyrimidine in good yield. A 4-aminobenzoylglutamic acid side chain is installed by means of a reductive amination step to provide a 5-substituted derivative that is, after deprotection, a confonnationally unrestricted analog of 5,10-methylenetetrahydrofolate(1), the natural co-factor for thymidylate synthase, an important chemotherapeutic target in the treatment of cancer.