74648-00-3

Basic information

• Product Name: [1,1'-Biphenyl]-4-acetonitrile, 2-fluoro-a-methyl-
• Synonyms: 2-(2-fluorobiphenyl-4-yl)propanenitrile;α-methyl-(2-fluoro-4-biphenylyl)acetonitrile;2-(2-fluoro-4-biphenylyl)propionitrile;α-Methyl-3-fluoro-4-phenylbenzeneacetonitrile
• CAS NO: 74648-00-3
• Molecular Formula: C15H12FN
• Molecular Weight: 225.265
• Mol File: 74648-00-3.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 345.3±30.0 °C(Predicted)
• Density: 1.113±0.06 g/cm3(Predicted)
• CAS DataBase Reference: [1,1'-Biphenyl]-4-acetonitrile, 2-fluoro-a-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1'-Biphenyl]-4-acetonitrile, 2-fluoro-a-methyl-(74648-00-3)
• EPA Substance Registry System: [1,1'-Biphenyl]-4-acetonitrile, 2-fluoro-a-methyl-(74648-00-3)

Safety Data

• Hazardous Substances Data: 74648-00-3(Hazardous Substances Data)

Usage

Uses

2-(2-Fluoro-4-biphenyl)propionitrile is an intermediate in synthesizing 4-Acetyl-2-fluorobiphenyl (A168850). It is an impurity of Flurbiprofen (F598700), an anti-inflammatory used as an analgesic. Flurbiprofen impurity D.

Upstream product

• 87657-78-1 α-Methyl-3-fluoro-4-phenylbenzeneacetamide 
• 68-12-2 N,N-dimethyl-formamide 
• 632-07-5 2-cyanopropanoic acid 
• 41604-19-7 1-bromo-3-fluoro-4-phenylbenzene 
• 5104-49-4 fluorobiprofen 
• 1572-99-2 ethyl 2-cyanopropionate 
• 616-38-6 carbonic acid dimethyl ester 
• 1266802-94-1 potassium 2-cyanopropanoate 
• 137361-33-2 α-Methyl-3-fluoro-4-phenylbenzeneacetyl chloride 
• 77860-48-1 α-methyl-4-cyclohexyl-3-fluorophenylacetonitrile 

Downstream Products

• 91503-79-6 fluorbiprofen axetil 
• 5104-49-4 fluorobiprofen 

Relevant articles and documents

Assembly of α-(Hetero)aryl Nitriles via Copper-Catalyzed Coupling Reactions with (Hetero)aryl Chlorides and Bromides

α-(Hetero)aryl nitriles are important structural motifs for pharmaceutical design. The known methods for direct synthesis of these compounds via coupling with (hetero)aryl halides suffer from narrow reaction scope. Herein, we report that the combination of copper salts and oxalic diamides enables the coupling of a variety of (hetero)aryl halides (Cl, Br) and ethyl cyanoacetate under mild conditions, affording α-(hetero)arylacetonitriles via one-pot decarboxylation. Additionally, the CuBr/oxalic diamide catalyzed coupling of (hetero)aryl bromides with α-alkyl-substituted ethyl cyanoacetates proceeds smoothly at 60 °C, leading to the formation of α-alkyl (hetero)arylacetonitriles after decarboxylation. The method features a general substrate scope and is compatible with various functionalities and heteroaryls.

Application of novel dimethyl carbonate methylation catalyst in preparation α- methyl phenylacetic acid

The invention relates to the field, of medicine synthesis, and concretely relates to a novel dimethyl carbonate methylation catalyst α - in preparation IV methylbenzene acetic acid. as starting material I for preparing a target product, methylbenzeneacetic acid, by a methylation, decarboxylation and hydrolysis reaction, under the action of a catalyst by using a catalyst as a representative low-cost catalyst, in the form of a quaternary amine salt, and a catalyst prepared by using the catalyst as a representative low-cost catalyst, such as potassium α - potassium bromide acetate, as a catalyst, and a catalyst used in the, hydrolysis reaction of the quaternary, amine salt. IV. 98%. The preparation method comprises the following steps: preparing a target product from the quaternary ammonium. salt solution.

Selective α-Monomethylation by an Amine-Borane/N,N-Dimethylformamide System as the Methyl Source

A new and practical α-monomethylation strategy using an amine-borane/N,N-dimethylformamide (R3N-BH3/DMF) system as the methyl source was developed. This protocol has been found to be effective in the α-monomethylation of arylacetonitriles and arylacetamides. Mechanistic studies revealed that the formyl group of DMF delivered the carbon and one hydrogen atoms of the methyl group, and R3N-BH3 donated the remaining two hydrogen atoms. Such a unique reaction pathway enabled controllable assemblies of CDH2-, CD2H-, and CD3- units using Me2NH-BH3/d7-DMF, Me3N-BD3/DMF and Me3N-BD3/d7-DMF systems, respectively. Further application of this method to the facile synthesis of anti-inflammatory flurbiprofen and its varied deuterium-labeled derivatives was demonstrated.