1421925-29-2

Basic information

• Product Name: 7-chloro-2-(phenylethynyl)quinoline-3-carbaldehyde
• Synonyms: 7-chloro-2-(phenylethynyl)quinoline-3-carbaldehyde
• CAS NO: 1421925-29-2
• Molecular Weight: 291.736
• Mol File: 1421925-29-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 7-chloro-2-(phenylethynyl)quinoline-3-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 7-chloro-2-(phenylethynyl)quinoline-3-carbaldehyde(1421925-29-2)
• EPA Substance Registry System: 7-chloro-2-(phenylethynyl)quinoline-3-carbaldehyde(1421925-29-2)

Safety Data

• Hazardous Substances Data: 1421925-29-2(Hazardous Substances Data)

Upstream product

• 588-07-8 3-Chloroacetanilide 
• 73568-33-9 2,7-dichloro-quinoline-3-carbaldehyde 
• 536-74-3 phenylacetylene 

Downstream Products

• 1421925-41-8 7-chloro-2-(phenylethynyl)quinoline-3-carboxylic acid methyl ester 
• 1421925-56-5 7-chloro-3-phenyl-1H-pyrano[4,3-b]quinolin-1-one 

Relevant articles and documents

Silver-Catalyzed Domino Hydroarylation/Cycloisomerization Reactions of 2-Alkynylquinoline-3-carbaldehydes: Access to (Hetero)arylpyranoquinolines

A silver trifluoromethanesulfonate catalyzed efficient access to the indolylpyranoquinoline scaffold is reported. Starting from 2-alkynylquinoline-3-carbaldehyde units with various substitution patterns on the quinoline and alkynyl parts, the use of silver trifluoromethanesulfonate (10 mol%) in 1,2-dichloroethane allowed a domino hydroarylation/cycloisomerization reaction, generating (hetero)aryl-functionalized pyranoquinolines. The heteroarenes that were used are N-methylindole (18 compounds, 67-100%), indole, and 2-methylindole (4 compounds, 36-89%), and the reaction was also compatible to a lesser extent with arenes such as pyrroles (5 compounds, 43-90%), 1,3,5-trimethoxybenzene, and 3-methylbenzofuran.

An economical nucleophilic route toward facile synthesis of pyrano[4,3-b]quinolin-1-ones via 6-endo-dig cyclization of o-alkynylquinoline esters

Metal-free facile synthesis of pyrano[4,3-b]quinoline-1-ones is described from methyl 2-arylethynylquinoline-3-carboxylates via intramolecular cyclization in excellent yields. The cyclization reactions are facilitated using cheap and easily available KOH base in MeOH. The reaction conditions did not require dry solvent, inert atmosphere, and avoid further column chromatography purification of the products. These compounds could be further used as building blocks for the synthesis of 2H-benzo[b][1,6]naphthyridin-1-one and 1-chloro-benzo[b][1,6] naphthyridines.