5340-88-5

Usage

Uses

Used in the Food and Beverage Industry:
Butyl pyridine-2-carboxylate is used as a flavoring agent for its fruity, floral odor, enhancing the taste and aroma of various food and beverage products.
Used in Cosmetic and Personal Care Products:
In the cosmetic and personal care industry, butyl pyridine-2-carboxylate is used as a fragrance ingredient, adding a pleasant scent to products such as perfumes, lotions, and shampoos.
Used as a Chemical Intermediate:
Butyl pyridine-2-carboxylate serves as a chemical intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds, contributing to the development of new and innovative products across various industries.

InChI:InChI=1/C10H13NO2/c1-2-3-8-13-10(12)9-6-4-5-7-11-9/h4-7H,2-3,8H2,1H3

Upstream product

• 636-80-6 2-picolinic acid hydrochloride 
• 71-36-3 butan-1-ol 
• 29952-04-3 2,2'-dipyridylketone monomethyliodide 
• 98-98-6 2-Picolinic acid 
• 59576-30-6 2-methyl-1-(pyridin-2-yl)propan-1-one 
• 26501-54-2 tetrabutylammonium nitrite 
• 1121-60-4 pyridine-2-carbaldehyde 
• 109-65-9 1-bromo-butane 
• 109-04-6 2-bromo-pyridine 
• 201230-82-2 carbon monoxide 
• 13463-40-6 iron pentacarbonyl 
• 109-09-1 2-chloropyridine 
• 121529-94-0 Pyridine-2-aldehyde acetal 

Downstream Products

• 18904-38-6 N-benzyl-2-pyridinecarboxamide 
• 1452-63-7 picolinic acid hydrazide 
• 120-48-9 butyl p-nitrobenzoate 

Relevant academic research and scientific papers

Preparation of Carbamates, Esters, Amides, and Unsymmetrical Ureas via Br?nsted Acid-Activated N-Acyl Imidazoliums

We report the application of Br?nsted acid-activated N-acyl imidazoliums as versatile intermediates in carbonyl transformations. The efficient and scalable procedure was validated on a diverse set of carbamates, esters, amides, and unsymmetrical ureas (21 examples, up to 91% yield). Additionally, we exemplify this method on multikilogram scale for the synthesis of an electron-deficient carbamate.

Homarine Alkyl Ester Derivatives as Promising Acetylcholinesterase Inhibitors

Reversible acetylcholinesterase (AChE) inhibitors are key therapeutic tools to modulate the cholinergic connectivity compromised in several degenerative pathologies. In this work, four alkyl esters of homarine were synthesized and screened by using Electrophorus electricus AChE and rat brain AChE-rich fraction. Results showed that all homarine alkyl esters are able to inhibit AChE by a competitive inhibition mode. The effectiveness of AChE inhibition increases with the alkyl side chain length of the homarine esters, being HO?C16 (IC50=7.57±3.32 μM and Ki=18.96±2.28 μM) the most potent inhibitor. The fluorescence quenching studies confirmed that HO?C16 is the compound with higher selectivity and affinity for the tryptophan residues in the catalytic active site of AChE. Preliminary cell viability studies showed that homarine esters display no toxicity for human neuronal SH-SY5Y cells. Thus, the long-chain homarine esters emerge as new anti-cholinesterase agents, with potential to be considered for therapeutic applications development.

Practical: In situ -generation of phosphinite ligands for palladium-catalyzed carbonylation of (hetero)aryl bromides forming esters

An effective method for alkoxycarbonylation of (hetero)aryl bromides is developed in the presence of in situ-generated phosphinite ligands tBu2POR (R = nBu, nPr, Et or Me). For this purpose commercially available tBu2PCl was used as the pre-ligand in the presence of different alcohols. For the first time cross coupling reactions with two alcohols-one generating the ligand, the other used as substrate-were developed. Through this method, ligand optimization can be performed in a more efficient manner and the desired products could be obtained with good yields and selectivity.

Synthetic method of an ester compound

The invention discloses a synthetic method of an ester compound and belongs to the technical field of organic synthesis. The synthetic method includes the steps of: dissolving an aldehyde compound (1) and a halogenated hydrocarbon compound (2) in a solvent, adding an oxidant and a catalyst, and performing a reaction at 60-100 DEG C to obtain the target product ester compound (3). A reaction equation of the synthetic method is represented as follows. The method, compared with the prior art, has the following advantages: 1) the raw materials are easy to obtain and are low in cost; 2) the reaction conditions are mild, operations are simple, and reaction time is short; and 3) a substrate has wide available range and can be used for synthesis of various ester compounds.

Synthesis and structures of 1,2,4-triazoles derivatives

Abstract A series of novel 1,2,4-triazole derivatives were synthesized, and their structures were characterized by IR, UV-Vis, FL, NMR, ESI-MS, and elemental analysis. In the meanwhile, the single crystal structures of 3,4-diethyl-5-(4-pyridyl)-1,2,4-triazole and 3,4-dimethyl-5-(o-hydroxyphenyl)-1,2,4-triazole were determined by X-ray diffraction.

Iron pentacarbonyl in alkoxy- and aminocarbonylation of aromatic halides

We have identified reaction conditions for a Heck-type carbonylation based on [Fe(CO)5]. Preliminary optimization of alkoxycarbonylation on 2-bromonaphthalene defined functioning composition of the reaction mixture which was then applied on a small set of (hetero)aromatic halides. Respective aminocarbonylation of these halides with different amines, including aniline and benzotriazole, was accomplished with reasonable results.

Transesterification for synthesis of carboxylates using aldehydes as acyl donors via C-H and C-O bond activations

A new type of transesterification between aryl, heteroaryl, alkyl N-heteroarene-2-carboxylates and various aldehydes by C-H and C-O bond activations has been developed for the synthesis of versatile carboxylates. A possible mechanism containing oxidative addition of acyl-O bond in parent ester and radical cleavage of sp2 C-H bond in aldehyde is proposed.

Efficient carbonylation of aryl and heteroaryl bromides under atmospheric pressure of CO

In the presence of Et and n-BuOH, efficient alkoxycarbonylation of (hetero)aromatic bromides was achieved under atmospheric pressure of carbon monoxide with in situ generated palladium/rac-BINAP as catalyst. Georg Thieme Verlag Stuttgart - New York.

Copper-catalyzed synthesis of esters from ketones. Alkyl group as a leaving group

The conversion of ketones to esters has been achieved through the use of Cu catalyst and tetrabutylammonium nitrite. This reaction involves the activation of the less activated C-C bond, and the alkyl group is removed as a leaving group. Various isopropyl ketones are found to be good substrates for this reaction.

New cyclopentadienyl, indenyl or fluorenyl substituted phosphine compounds and their use in catalytic reactions

The invention is directed to a phosphine compound represented by general formula (1) wherein R' and R" independently are selected from alkyl, cycloalkyl and 2-furyl radicals, or R' and R" are joined together to form with the phosphorous atom a carbon-phosphorous monocycle comprising at least 3 carbon atoms or a carbon-phosphorous bicycle; the alkyl radicals, cycloalkyl radicals, and carbon-phosphorous monocycle being unsubstituted or substituted by at least one radical selected from the group of alkyl, cycloalkyl, aryl, alkoxy, and aryloxy radicals; Cps is a partially substituted or completely substituted cyclopentadien-1-yl group, including substitutions resulting in a fused ring system, and wherein a substitution at the 1-position of the cyclopentadien-1-yl group is mandatory when the cyclopentadien-1-yl group is not part of a fused ring system or is part of an indenyl group. Also claimed is the use of these phosphines as ligands in catalytic reactions and the preparation of these phosphines.