1985-48-4

Usage

InChI:InChI=1/C7H13NO/c1-6-4-2-3-5-7(9)8-6/h6H,2-5H2,1H3,(H,8,9)

Upstream product

• 1122-26-5 2-methylcyclohexanone oxime 
• 54572-28-0 6-aminoheptanoic acid 
• 583-60-8 2-Methylcyclohexanone 
• 55917-06-1 1,2-dimethylhexahydro-2H-azepin-7-one 
• 128957-76-6 6-[(Z)-Hydroxyimino]-heptanoic acid methyl ester 
• 74221-92-4 hexahydro-1-hydroxy-7-methyl-2H-azepin-2-one 
• 32179-89-8 2-methylcyclohexanone anti-oxime 
• 3128-07-2 6-oxoheptanoic acid 
• 19684-34-5 2-methylcyclohexanone oxime acetate 

Downstream Products

• 55917-04-9 N-benzyl-7-methylazepan-2-one 

Relevant academic research and scientific papers

A Fit-for-Purpose Synthesis of (R)-2-Methylazepane

The preparation of new RSV inhibitors required an efficient synthesis of (R)-2-methylazepane ((R)-1) amenable to large-scale production to support preclinical studies. After consideration of different options, an efficient five-step synthesis relying on t

BRIDGED TRICYCLIC CARBAMOYLPYRIDONE COMPOUNDS AND THEIR PHARMACEUTICAL USE

Compounds for use in treating or preventing human immunodeficiency virus (HIV) infection are disclosed. The compounds have the following formula (I): including stereoisomers and pharmaceutically acceptable salts thereof, wherein R1, R2, L, W1, W2, X, Y, and Z are as defined herein. Methods associated with the preparation and use of such compounds, as well as pharmaceutical compositions comprising such compounds, are also disclosed.

A Facile Direct Route to N-(Un)substituted Lactams by Cycloamination of Oxocarboxylic Acids without External Hydrogen

Lactams are privileged in bioactive natural products and pharmaceutical agents and widely featured in functional materials. This study presents a novel versatile approach to the direct synthesis of lactams from oxocarboxylic acids without catalyst or external hydrogen. The method involves the in situ release of formic acid from formamides induced by water to facilitate efficient cycloamination. Water also suppresses the formation of byproducts. This unconventional pathway is elucidated by a combination of model experiments and density functional theory calculations, whereby cyclic imines (5-methyl-3,4-dihydro-2-pyrrolone and its tautomeric structures) are found to be favorable intermediates toward lactam formation, in contrast to the conventional approach encompassing cascade reductive amination and cyclization. This sustainable and simple protocol is broadly applicable for the efficient production of various N-unsubstituted and N-substituted lactams.

Direct and Catalytic Amide Synthesis from Ketones via Transoximation and Beckmann Rearrangement under Mild Conditions

The Br?nsted acid-catalyzed synthesis of secondary amides from ketones under mild conditions is described via transoximation and Beckmann rearrangement using O-protected oximes as more stable equivalents of explosive O-protected hydroxylamines. This methodology could be applied to highly rearrangement-selective amide synthesis from α-branched alkyl aryl ketones and performed on a 1-g scale. The presence of water is essential for this reaction, and its role was clarified by isotope-labeling experiments.

DISUBSTITUTED AZEPAN OREXIN RECEPTOR ANTAGONISTS

The present invention is directed to disubstituted azepan and oxazepan amide compounds which are antagonists of orexin receptors, and which are useful in the treatment or prevention of neurological and psychiatric disorders and diseases in which orexin re

Silica sulfuric acid as a reusable catalyst for the conversion of ketones into amides by a Schmidt reaction under solvent-free conditions

Silica sulfuric acid is a highly efficient reagent for the conversion of a variety of ketones into the corresponding amides by a Schmidt reaction under solvent-free conditions. Cyclic, aliphatic and aromatic ketones with electron-donating or withdrawing substituents may be converted easily in excellent yield. The major advantages of this method are: operational simplicity, the ready availability of the reagent, selectivity, general applicability, mild reaction conditions, short reaction times and high yields. The recovered catalyst could be used in new attempts without any purification.

P2O5/SiO2-catalyzed one-pot synthesis of amides from ketones via schmidt reaction under microwave irradiation in dry media

A facile and efficient method for the preparation of amides from ketones by the Schmidt reaction is described for the first time using P 2 O 5 /SiO 2 and sodium azide under solvent-free microwave irradiation. Advantages of this procedure are selectivity, good yields, a simple operation, short reaction time, and solvent-free conditions. Copyright Taylor & Francis Group, LLC.

Pushing radical cyclization from regioselective to regiospecific: Cyclization of amidyl radicals controlled by vinylic halogen substitution

Efficient and regiospecific 6-exo, 7-endo, 7-exo, and even 8-endo amidyl radical cyclizations can be accomplished by the direct reactions of unsaturated N-H amides if they bear a vinylic halogen (Cl, Br, I) substituent. This remarkable halogen-substitution effect could be rationalized in terms of lone pair-lone pair electron repulsion between the N radical and the vinylic halogen atom, in addition to the well-known steric and radical-stabilizing effect.

Indium trifluoromethanesulfonate (In(OTf)3)- A new catalyst for Beckmann rearrangement of ketoximes and facile dehydration of aldoximes

Indium trifluoromethanesulfonate is found to be an effective catalyst for the facile dehydration of aldoximes to nitriles and Beckmann rearrangement of ketoximes to anilides in excellent yields.