370-06-9

Usage

Derived from

piperidine

Contains

amino group, Boc protecting group

Use

building block in organic synthesis

Application

pharmaceutical industry, production of drugs and chemical intermediates

Value

unique chemical structure and functional groups, valuable tool in medicinal chemistry and drug discovery applications.

InChI:InChI=1/C8H6F3NO/c9-8(10,11)7(13)5-6-3-1-2-4-12-6/h1-4H,5H2

Upstream product

• 1749-29-7 2-pyridylmethyllithium 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 109-06-8 α-picoline 
• 407-25-0 trifluoroacetic anhydride 

Relevant academic research and scientific papers

Trifluoroacetylation of methylpyridines and other methylazines: A convenient access to trifluoroacetonylazines

Treatment of methyl substituted azines, such as pyridine, pyrimidine, quinoline, oxazole, benzoxazole, benzimidazole, and benzothiazole, with trifluoroacetic anhydride in the presence of pyridine at room temperature gave the corresponding trifluoroacetonyl substituted azines in good yields.

Chemoenzymatic Asymmetric Synthesis of Pyridine-Based α-Fluorinated Secondary Alcohols

Fluoro-substituted and heteroaromatic compounds are valuable intermediates for a variety of applications in pharma- and agrochemistry and synthetic chemistry. This study investigates the chemoenzymatic preparation of chiral alcohols bearing a heteroaromatic ring with an increasing degree of fluorination in α-position. Starting from readily available picoline derivatives prochiral α-halogenated acyl moieties were introduced with excellent selectivity and 64–95 % yield. The formed carbonyl group was subsequently reduced to the corresponding alcohols using the alcohol dehydrogenase from Lactobacillus kefir, yielding an enantiomeric excess of 95–>99 % and up to 98 % yield.

Reductive transformation of V(iii) precursors into vanadium(ii) oxide nanowires

Vanadium(ii) oxide nanostructures are promising materials for supercapacitors and electrocatalysis because of their excellent electrochemical properties and high surface area. In this study, new homoleptic vanadium(iii) complexes with bi-dentate O,N-chelating heteroarylalkenol ligands (DmoxCHCOCF3, PyCHCOCF3 and PyNCOCF3) were synthesized and successfully transformed by reductive conversion into VO nanowires. The chemical identity of V(iii) complexes and their redox behaviour were unambiguously established by single crystal X-ray diffraction studies, cyclic voltammetry, spectrometric studies and DFT calculations. Transformation into the metastable VO phase was verified by powder X-ray diffraction and thermo-gravimetry. Transmission electron microscopy and X-ray photoelectron spectroscopy data confirmed the morphology and chemical composition of VO nanostructures, respectively.