474706-35-9

Basic information

• Product Name: 4-(1H-pyrazol-5-yl)benzonitrile
• Synonyms: 4-(1H-pyrazol-5-yl)benzonitrile
• CAS NO: 474706-35-9
• Molecular Formula: C₁₀H₇N₃
• Molecular Weight: 169.18268
• Mol File: 474706-35-9.mol
• Article Data: 12

Chemical Properties

• Melting Point: 140-142℃
• Appearance: /
• CAS DataBase Reference: 4-(1H-pyrazol-5-yl)benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1H-pyrazol-5-yl)benzonitrile(474706-35-9)
• EPA Substance Registry System: 4-(1H-pyrazol-5-yl)benzonitrile(474706-35-9)

Safety Data

• HazardClass: 6.1
• Hazardous Substances Data: 474706-35-9(Hazardous Substances Data)

Upstream product

• 927829-33-2 1-(4-cyanophenyl)-3-dimethylamino-2-propen-1-one 
• 80151-16-2 3-(4-cyanophenyl)-2-propyne-1-ol 
• 3032-92-6 4-cyanophenylacetylene 
• 623-03-0 4-Cyanochlorobenzene 
• 95759-33-4 4-cyanocinnamaldehyde 
• 623-00-7 4-bromobenzenecarbonitrile 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 133228-21-4 N,N-dimethyl-1H-pyrazole-1-sulfonamide 
• 3058-39-7 4-iodobenzonitrile 
• 1443-80-7 4-cyanophenyl methyl ketone 
• 452922-46-2 1-(4-cyanophenyl)-2-propyn-1-one 
• 1072-63-5 1-vinylimidazole 
• 105-07-7 4-cyanobenzaldehyde 

Downstream Products

• 1265175-10-7 4-{1-[4-(1-hydroxypropyl)phenyl]-1H-pyrazol-3-yl}benzonitrile 
• 1335210-65-5 6-cyano-3,4-diphenylpyrazolo[5,1-a]isoquinoline 
• 1415913-90-4 4-(n-butyl)-6-cyano-3-(4-methoxyphenyl)pyrazolo[5,1-a]isoquinoline 
• 928650-13-9 4-(1-cyclopropylmethyl-1H-pyrazol-3-yl)-benzonitrile 

Relevant articles and documents

Heck Reactions of Acrolein or Enones and Aryl Bromides – Synthesis of 3-Aryl Propenals or Propenones and Consecutive Application in Multicomponent Pyrazole Syntheses

3-(Hetero)aryl propenals or propenones are efficiently prepared by a Heck reaction of (hetero)aryl bromides and acrolein or vinyl ketones using Beller's CataCXium Ptb ligand under Jeffery's and Fu's conditions. The formation of these three-carbon building blocks is embedded into consecutive three- and pseudo-four-component syntheses of 3-(hetero)aryl and 3,5-diarylpyrazoles with a broad substitution pattern in moderate to excellent yield.

Preparation method of pyrazole derivative (by machine translation)

The preparation method comprises the following steps: mixing an alkyne propyl alcohol derivative, a halogen source, an acid and a solvent, heating and reacting, and reacting to Meyer - Schuster generate the pyrazole derivative. Compared with the prior art, the preparation method disclosed by the invention has 91% the advantages of maximum yield, simple operation, mild conditions, high conversion rate, few byproducts and the like, and provides a brand-new synthetic method for construction of pyrazole compounds. (by machine translation)

Selective palladium-catalyzed direct C-H arylation of unsubstituted N-protected pyrazoles

A highly selective C-5 arylation of N-dimethylaminosulfamoyl-protected pyrazole with aryl bromides is catalyzed by 2-5 mol% palladium in the presence of triphenylphosphine ligand and carboxylic acid additive. Selectivities up to 45:1 (C-5:C-4) can be achieved by running the reaction in non-polar solvents. A thorough study of scope and limitations shows good general tolerance of aryl bromide substitution. However, limitations on tolerance of ortho-subsitution and protic functional groups were established. Together with a telescoped deprotection step this method presents a viable alternative for the synthesis of C-3 arylated pyrazole building blocks.