1622923-58-3 Usage
Description
Potassium 6-bromonicotinoyltrifluoroborate, a member of the potassium acyltrifluoroborates (KATs) family, is a stable reagent used in the formation of amide bonds with hydroxylamines. It is characterized by its bench, air, and moisture stability, allowing for rapid and chemoselective reactions under aqueous conditions without the need for additional coupling reagents or protecting groups. potassium 6-bromonicotinoyltrifluoroborate was developed in collaboration with the Bode Research Group.
Uses
Used in Pharmaceutical Industry:
Potassium 6-bromonicotinoyltrifluoroborate is used as a reagent for the rapid and chemoselective formation of amide bonds with hydroxylamines. This application is particularly useful in the synthesis of complex molecules and drug candidates, as it streamlines the process and reduces the need for additional reagents or protection strategies.
Used in Chemical Research:
In the field of chemical research, potassium 6-bromonicotinoyltrifluoroborate serves as a valuable tool for studying the properties and reactivity of amide bonds. Its stability and versatility make it an attractive choice for exploring new reaction pathways and developing innovative synthetic methods.
Used in Material Science:
Potassium 6-bromonicotinoyltrifluoroborate can be employed in the development of novel materials with specific properties, such as improved stability or reactivity. Its ability to form amide bonds under mild conditions can be harnessed to create materials with tailored characteristics for various applications, including sensors, catalysts, or advanced materials for energy storage and conversion.
Check Digit Verification of cas no
The CAS Registry Mumber 1622923-58-3 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,6,2,2,9,2 and 3 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1622923-58:
(9*1)+(8*6)+(7*2)+(6*2)+(5*9)+(4*2)+(3*3)+(2*5)+(1*8)=163
163 % 10 = 3
So 1622923-58-3 is a valid CAS Registry Number.
1622923-58-3Relevant articles and documents
A reagent for the one-step preparation of potassium acyltrifluoroborates (KATs) from aryl- and heteroarylhalides
Eroes, Gabor,Kushida, Yo,Bode, Jeffrey W.
supporting information, p. 7604 - 7607 (2014/08/05)
Potassium acyltrifluoroborates (KATs) are fascinating functional groups whose further exploration is limited by poor synthetic access. Documented herein is the design and synthesis of a new reagent for their one-step preparation from aryl- and heteroarylhalides. The reagent is a stable, soluble zwitterion prepared by S-alkylation of a novel thioformamide trifluoroboronate. The KATs are prepared by adding one equivalent of nBuLi to a mixture of the aryl halide and the reagent at -78 C. This protocol is suitable for the preparation of KATs containing pyridines, esters, nitro groups, and halides.
