125902-27-4

Basic information

• Product Name: (1,8-naphthyridin-2-yl)methanol
• Synonyms: (1,8-naphthyridin-2-yl)methanol
• CAS NO: 125902-27-4
• Molecular Formula: C₉H₈N₂O
• Molecular Weight: 160.17262
• Mol File: 125902-27-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1,8-naphthyridin-2-yl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1,8-naphthyridin-2-yl)methanol(125902-27-4)
• EPA Substance Registry System: (1,8-naphthyridin-2-yl)methanol(125902-27-4)

Safety Data

• Hazardous Substances Data: 125902-27-4(Hazardous Substances Data)

Usage

General Description

(1,8-naphthyridin-2-yl)methanol is a chemical compound with the molecular formula C12H9NO. It is a naphthyridine derivative that contains a hydroxyl group. This chemical has applications in organic synthesis and medicinal chemistry, and it may be used as a building block for the synthesis of other compounds. The presence of the naphthyridine moiety in the structure suggests potential biological activities, making it a potentially important molecule for drug discovery and development. However, further research is needed to fully understand and harness its potential properties.

Upstream product

• 1569-16-0 2-methyl-[1,8]naphthyridine 
• 125902-24-1 2-(Trichloromethyl)-1,8-naphthyridine 
• 215523-34-5 1,8-naphthyridine-2-carboxylic acid 
• 125902-26-3 methyl 1,8-naphthyridine-2-carboxylate 

Downstream Products

• 64379-45-9 1,8-naphthyridine-2-carboxaldehyde 

Relevant articles and documents

Functionalization of 2-Methyl- and 2,7-Dimethyl-1,8-naphthyridine

A new synthesis of 2,7-dimethyl-1,8-naphthyridine (dmnap) from 2-methyl-1,8-naphthyridine (mnap) upon treatment with 3 equiv of methyllithium is described.Oxidation of dmnap with 8 equiv of N-chlorosuccinimide gave (98percent) 2,7-bis(trichloromethyl)-1,8-naphthyridine (2), while oxidation with 4 equiv gave (97percent) 2,7-bis(dichloromethyl)-1,8-naphthyridine (1).Hydrolysis of 2 phosphoric acid followed by esterification gave the corresponding diester 3 in 80percent overall yield.Reduction of 3 with NaBH(OMe)3 afforded (55percent) diol 4.Similar functionalization of mnap afforded 2-(trichloromethyl)-1,8-naphthyridine (6) in 85-94percent yield along with 6-chloro-2-(trichloromethyl)-1,8-naphthyridine (7).Methanolysis of 6 gave (78percent) 2-(methoxycarbonyl)-1,8-naphthyridine (8), which upon reduction with NaBH(OMe)3 afforded (59percent) the alcohol 9.Treatment of 6 with KOH caused a displacement of the trichloromethyl moiety, generating 1,8-naphthyridin-2-one (10) as the sole product.Similarly, 2 gave 7-(trichloromethyl)-1,8-naphthyridin-2-one (11) under mild conditions or 7-(ethoxycarbonyl)-1,8-naphthyridin-2-one (12) when refluxed.