182691-67-4

Basic information

• Product Name: Furo[3,2-b]pyridine-5-carbonitrile(9CI)
• Synonyms: Furo[3,2-b]pyridine-5-carbonitrile(9CI);furo[3,2-b]pyridine-5-carbonitrile
• CAS NO: 182691-67-4
• Molecular Formula: C₈H₄N₂O
• Molecular Weight: 144.13
• Product Categories: PYRIDINE
• Mol File: 182691-67-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Furo[3,2-b]pyridine-5-carbonitrile(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Furo[3,2-b]pyridine-5-carbonitrile(9CI)(182691-67-4)
• EPA Substance Registry System: Furo[3,2-b]pyridine-5-carbonitrile(9CI)(182691-67-4)

Safety Data

• Hazardous Substances Data: 182691-67-4(Hazardous Substances Data)

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 181526-18-1 4-oxidofuro[3,2-b]pyridin-4-ium 
• 272-62-8 furo[3,2-b]pyridine 
• 151-50-8 potassium cyanide 

Downstream Products

• 193750-69-5 5-acetylfuro[2,3-b]pyridine 
• 56473-91-7 furo<3,2-b>pyridine-5-carboxylic acid 

Relevant articles and documents

GEMINAL SUBSTITUTED QUINUCLIDINE AMIDE COMPOUNDS AS AGONISTS OF ALPHA-7 NICOTINIC ACETYLCHOLINE RECEPTORS

The present invention relates to novel geminal substituted quinuclidine amide compounds, and pharmaceutical compositions of the same, that are suitable as agonists or partial agonists of α7- nAChR, and methods of preparing these compounds and compositions, and the use of these compounds and compositions in methods of maintaining, treating and/or improving cognitive function. In particular, methods of administering the compound or composition to a patient in need thereof, for example a patient with a cognitive deficiency and/or a desire to enhance cognitive function, that may derive a benefit therefrom.

Furopyridines. XXI [1]. Synthesis of Cyano Derivatives of Furo-[2,3-b]-,-[2,3-c]- And -[3,2-c]pyridine and Their Conversion to Derivatives Having Another Carbon-substituent

Cyanation of furo[2,3-b]-, -[2,3-c]- and -[3,2-c]pyridine N-oxides 1a, 1b and 1c by the Reissert-Henze method, reaction with benzoyl chloride and trimethylsilyl cyanide in dichloromethane and the reaction with trimethylsilyl cyanide and triethylamine in acetonitrile afforded 6-cyanofuro[2,3-b]- 2a, 7-cyanofuro[2,3-c]- 2b and 4-cyanofuro[3,2-c]pyridine 2c in moderate to excellent yield. The cyano group in 2a, 2b and 2c was converted to carboxamides 3a, 3b and 3c, ethyl imidates 5a, 5b and 5c and ethyl carboxylates 6a, 6b and 6c. Reaction of the N-oxides with trimethylsily bromide in acetonitrile gave the deoxygenated furopyridine 7a and 7d, bifuropyridyl 8b and 8c, and the N-oxide 9 of 8c.

Furopyridines. XVII [1]. Cyanation, chlorination and nitration of furo[3,2-b]pyridine N-oxide

The N-oxide 2 of furo[3,2-b]pyridine (1) was cyanated by the Reissert-Henze reaction with potassium cyanide and benzoyl chloride to give 5-cyano derivative 3, which was converted to the carboxamide 4, carboxylic acid 5, ethyl ester 6 and ethyl imidate 8. Chlorination of 2 with phosphorus oxychloride yielded 2-9a, 3- 9b, 5- 9c and 7-chloro derivative 9d. Reaction of 9d with sodium methoxide, pyrrolidine, N,N-dimethylformamide and ethyl cyanoacetate afforded 7-methoxy- 10, 7-(1-pyrrolidyl)- 11 and 7-dimethylaminofuro[3,2-b]pyridine (14) and 7-(1-cyano-1-ethoxy-carbonyl)methylene-4,7-dihydro-furo[3,2-b]pyridine (12). Nitration of 2 with a mixture of fuming nitric acid and sulfuric acid gave 2-nitrofuro[3,2-b]pyridine N-oxide (15).