32754-99-7Relevant articles and documents
An improved synthesis of 4-aminobutanenitrile from 4-azidobutanenitrile and comments on room temperature stability
Capon, Patrick K.,Avery, Thomas D.,Purdey, Malcolm S.,Abell, Andrew D.
, p. 428 - 436 (2020/12/25)
4-Aminobutanenitrile (1) is an important synthetic intermediate for neurological disorder therapeutics including Parkinson’s and Alzheimer’s diseases, and is an industrial precursor to pyrroline and pyrrolidine. Synthesis of 1 by Co(II) catalyzed reduction of 4-azidobutanenitrile (2) with NaBH4, or by a one-pot Staudinger reduction of 2 in THF, was low yielding. 1H-NMR analysis of the Staudinger reduction revealed the formation of iminophosphorane intermediate (3) after 22 h at rt, and that increasing the reaction temperature from rt to 40 °C promoted hydrolysis of 3 to 1. A modified Staudinger reduction of 2 involving pyridine as solvent, addition of water 3 h after triphenylphosphine, and a temperature increase to 40 °C, gave rise to 1 in 69% yield. 1 is unstable at rt, thus the hydrochloride salt of 1 (1?HCl) was prepared by bubbling HCl(g) through a solution of 1 in chloroform. 1?HCl is stable at rt and is hence the preferred form for storage.
PYRIMIDINE COMPOUNDS CONTAINING ACIDIC GROUPS
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Paragraph 1178; 1180, (2018/06/15)
The present disclosure relates to a class of pyrimidine derivatives having immunomodulating properties that act via TLR7 which are useful in the treatment of viral infections and cancers.
Direct stereospecific amination of alkyl and aryl pinacol boronates
Mlynarski, Scott N.,Karns, Alexander S.,Morken, James P.
supporting information, p. 16449 - 16451,3 (2020/09/15)
The direct amination of alkyl and aryl pinacol boronates is accomplished with lithiated methoxyamine. This reaction directly provides aliphatic and aromatic amines, stereospecifically, and without preactivation of the boronate substrate.
