499796-71-3Relevant articles and documents
An improved Balz-Schiemann reaction enabled by ionic liquids and continuous processing
Snead, David R.,Lévesque, Fran?ois,Morris, William J.,Naber, John R.
, p. 4261 - 4265 (2019/05/24)
A Balz-Schiemann reaction was developed to convert 2-cyano-5-aminopyridine to 2-cyano-5-fluoropyridine. The use of an ionic liquid (1-butyl-3-methylimidazolium tetrafluoroborate, BMIMBF4) as a solvent was found to be critical in achieving high assay yields and high selectivity for the fluorination vs. protonation. A process was developed to recycle and reuse the ionic liquid enabling its cost-effective use as a solvent. Finally, the optimal conditions were demonstrated under as a continuous process to address process safety risks associated with diazonium intermediates and the product was used to access a key intermediate in the synthesis of β-amyloid cleaving enzyme 1 inhibitor, verubecestat.
CATHEPSIN CYSTEINE PROTEASE INHIBITORS
-
Page/Page column 57; 65; 66, (2015/04/28)
This invention relates to a novel class of compounds which are cysteine protease inhibitors, including but not limited to, inhibitors of cathepsins K, L, S and B. These compounds are useful for treating diseases in which inhibition of bone resorption is indicated, such as osteoporosis.
Efficient and substrate-specific hydration of nitriles to amides in water by using a CeO2 catalyst
Tamura, Masazumi,Wakasugi, Hiroko,Shimizu, Ken-Ichi,Satsuma, Atsushi
supporting information; experimental part, p. 11428 - 11431 (2011/10/18)
CeO2 acted as a reusable and effective catalyst for the hydration of various nitriles to amides in water under neutral conditions at low temperature (30-100 °C). CeO2 showed notable substrate specificity for nitriles that have a heteroatom adjacent to the α-carbon atom of the CN group (see scheme).