69849-08-7

Usage

Type of compound

Nitrile

Contains

Chlorophenyl group, methylpropane group

Usage

Intermediate in the synthesis of pharmaceuticals and agrochemicals, potential use as a building block in organic synthesis

Toxicity

Toxic and harmful if swallowed or inhaled

Upstream product

• 74-83-9 methyl bromide 
• 2856-63-5 2-Chlorophenylacetonitrile 
• 74-88-4 methyl iodide 
• 78-82-0 Isobutyronitrile 
• 348-51-6 1-chloro-2-fluorobenzene 
• 33872-80-9 o-tolyl magnesium chloride 

Downstream Products

• 103753-46-4 2-chloro-α,α-dimethylbenzenemethanamide 
• 484001-11-8 2-(2-Chlorophenyl)-2-methylpropanal 
• 918348-67-1 2-(2-(1-(2-chlorophenyl)-1-methylethyl)-1-(3'-(methylsulfonyl)-4-biphenylyl)-1H-imidazol-4-yl)-2-propanol 
• 50481-48-6 2-chloro-α,α-dimethylbenzenemethanamine 
• 484001-13-0 C₁₃H₁₃⁽²⁾H₆ClO 
• 484001-12-9 2-(2-Chlorophenyl)-2,4-dimethylpentan-3-ol 

Relevant academic research and scientific papers

Discovery of Highly Potent Liver X Receptor β Agonists

Introducing a uniquely substituted phenyl sulfone into a series of biphenyl imidazole liver X receptor (LXR) agonists afforded a dramatic potency improvement for induction of ATP binding cassette transporters, ABCA1 and ABCG1, in human whole blood. The ag

Liver X Receptor (LXR) partial agonists: Biaryl pyrazoles and imidazoles displaying a preference for LXRβ

A series of biaryl pyrazole and imidazole Liver X Receptor (LXR) partial agonists has been synthesized displaying LXRβ selectivity. The LXRβ selective partial agonist 18 was identified with potent induction of ATP binding transporters ABCA1 and ABCG1 in human whole blood (EC50 = 1.2 μM, 55% efficacy). In mice 18 displayed peripheral induction of ABCA1 at 3 and 10 mpk doses with no significant elevation of plasma or hepatic triglycerides at these doses, showing an improved profile compared to a full pan-agonist.

Intramolecular palladium-catalyzed alkane C-H arylation from aryl chlorides

The first examples of efficient and general palladium-catalyzed intramolecular C(sp3)-H arylation of (hetero)aryl chlorides, giving rise to a variety of valuable cyclobutarenes, indanes, indolines, dihydrobenzofurans, and indanones, are described. The use of aryl and heteroaryl chlorides significantly improves the scope of C(sp3)-H arylation by facilitating the preparation of reaction substrates. Careful optimization studies have shown that the palladium ligand and the base/solvent combination are crucial to obtaining the desired class of product in high yields. Overall, three sets of reaction conditions employing PtBu3, PCyp3, or PCy3 as the palladium ligand and K 2CO3/DMF or Cs2CO3/pivalic acid/mesitylene as the base/solvent combination allowed five different classes of products to be accessed using this methodology. In total, more than 40 examples of C-H arylation have been performed successfully. When several types of C(sp3)-H bond were present in the substrate, the arylation was found to occur regioselectively at primary C-H bonds vs secondary or tertiary positions. In addition, in the presence of several primary C-H bonds, selectivity trends correlate with the size of the palladacyclic intermediate, with five-membered rings being favored over six- and seven-membered rings. Regio- and diastereoselectivity issues were studied computationally in the prototypal case of indane formation. DFT(B3PW91) calculations demonstrated that C-H activation is the rate-determining step and that the creation of a C-H agostic interaction, increasing the acidity of a geminal C-H bond, is a critical factor for the regiochemistry control.

Pd-catalyzed intramolecular acylation of aryl bromides via C-H functionalization: A highly efficient synthesis of benzocyclobutenones

(Chemical Equation Presented) A new catalyst system for the intramolecular acylation of aldehydes with aryl bromides via C-H functionalization is described. The transformation is distinguished by a remarkable functional group tolerance and hence allows fo

Process for preparing 3,3-disubstituted oxindoles and thio-oxindoles

Methods for preparing oxindole and thio-oxindole compounds are provided, which compounds are useful as precursors to useful pharmaceutical compounds. Specifically provided are methods for preparing 5-pyrrole-3,3-oxindole compounds and 5-(7-fluoro-3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-5-yl)-1-methyl-1H-pyrrole-2-carbonitrile. Also provided are methods for preparing iminobenzo[b]thiophene and benzo[b]thiophenone compounds.

6, 7, 8, 9-TETRAHYDRO-5-AMINO-5H-BENZOCYCLOHEPTEN-6-OL DERIVATIVES AND RELATED COMPOUNDS USED AS ANTI-INFLAMMATORY AGENTS

The invention relates to polysubstituted 5H-benzocyclohepten derivatives of formula (I), in which R3 represents a C1-C10 alkyl group, which can be optionally substituted by a group selected from 1-3 hydroxy groups, halogen atoms, or 1-3 (C1-C5) alkoxy groups, an optionally substituted (C3-C7) cycloalkyl group, an optionally substituted heterocyclyl group, an optionally substituted aryl group, or other substituents, A represents a -CR6R7-CH2- or -CH2-CR6R7 group, D represents a -CR4R5-CH2- or -CH2-CR4R5 group, R4 represents a hydroxy group, an OR10 group or O(CO)R10 group, R5 represents a (C1-C5) alkyl group or an optionally partially or completely fluorinated (C1-C5) alkyl group, a (C3-C7) cycloalkyl group, a (C1-C8) alkene (C3-C7) cycloalkyl group, a (C2-C8) alkene (C3-C7) cycloalkyl group, a heterocyclyl group, a (C1-C8) alkene heterocyclyl group, a (C2-C8) alkene heterocyclyl group, an aryl group, a (C1-C8) alkene aryl group, a (C2-C8) alkenylene aryl group, a (C2-C8) alkynylene aryl group, or other substituents. Said other substituents are specified in the claims. The invention also relates to a method for producing said derivatives and to their use as anti-inflammatory agents.

Process for preparing benzylnitriles

A process is described for preparing an aromatic compound substituted by a tertiary nitrile of Formula (1.0.0): comprising treating a substituted aromatic compound of Formula (2.0.0): with a secondary nitrile of Formula (3.0.0): in the presence of a base having a pKanumerical value in the range of from about 17 to about 30, provided that the difference in pKanumerical values between said base and the corresponding tertiary nitrile of Formula (3.0.0) is no more than about 6; in an aprotic solvent having a dielectric constant (∈) of less than about 20; and at a reaction temperature in the range of from about 0° C. to about 120° C.; whereby there is formed said tertiary-nitrile-substituted aromatic compound final product of Formula (1.0.0); wherein the constituent parts W1, W2, W3, W4, and W5; and the substituent moieties R1, R2, R3, R4, R5, R6, and R7in the compounds of Formulas (1.0.0), (2.0.0) and (3.0.0) are selected from known organic groups and radicals as further detailed in the instant specification.