An improved synthesis of homoproline and derivatives was written by Shuman, Robert T.;Ornstein, Paul L.;Paschal, Jonathan W.;Gesellchen, Paul D.. And the article was included in Journal of Organic Chemistry in 1990.HPLC of Formula: 36057-44-0 This article mentions the following:
Homoproline derivatives I (R = 3-Me, 4-Me, 6-Me, 4-Et, 4-OMe, 4-CMe3) were prepared from the corresponding pyridines II in 4 steps. A key step was the treatment of N-oxides III (R = same) with Me3SiCN and Me2NCOCl in CH2Cl2 to give nitriles IV (R = same). 5,6-Benzohomoprolines V (R1 = H, Me) were also prepared In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0HPLC of Formula: 36057-44-0).
4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. HPLC of Formula: 36057-44-0
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts