2-((6-(3-aMinopiperidin-1-yl)-3-Methyl-2,4-dioxo-3,4-dihydropyriMidin-1(2H)-yl)Methyl)benzonitrile

Base Information

• Chemical Name: 2-((6-(3-aMinopiperidin-1-yl)-3-Methyl-2,4-dioxo-3,4-dihydropyriMidin-1(2H)-yl)Methyl)benzonitrile
• CAS No.: 1108732-05-3
• Molecular Formula: C18H21N5O2
• Molecular Weight: 339.39164
• Mol file: 1108732-05-3.mol

Synonyms:2-((6-(3-aMinopiperidin-1-yl)-3-Methyl-2,4-dioxo-3,4-dihydropyriMidin-1(2H)-yl)Methyl)benzonitrile;Alogliptin benzoate impurity A

Chemical Property of 2-((6-(3-aMinopiperidin-1-yl)-3-Methyl-2,4-dioxo-3,4-dihydropyriMidin-1(2H)-yl)Methyl)benzonitrile

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((6-(3-aMinopiperidin-1-yl)-3-Methyl-2,4-dioxo-3,4-dihydropyriMidin-1(2H)-yl)Methyl)benzonitrile

There total 34 articles about 2-((6-(3-aMinopiperidin-1-yl)-3-Methyl-2,4-dioxo-3,4-dihydropyriMidin-1(2H)-yl)Methyl)benzonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.7%

3-(R)-aminopiperidine dihydrochloride (334618-23-4) + 2-((6-chloro-3-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)benzonitrile (865758-96-9) → alogliptin (850649-61-5,1108732-05-3)

Guidance literature:

With potassium hydrogencarbonate; In isopropyl alcohol; acetonitrile; at 60 ℃; for 6h;

Reference yield: 92.0%

(R)-piperidin-3-ylcarbamic acid tert-butyl ester (309956-78-3,172603-05-3) + 2-((6-chloro-3-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)benzonitrile (865758-96-9) → alogliptin (850649-61-5,1108732-05-3)

Guidance literature:

2-((6-chloro-3-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)benzonitrile; With (1,3,5-triaza-7-phosphaadamantan-1-ium-1-yl)butane-1-sulfonate; palladium diacetate; In N,N-dimethyl-formamide; for 0.0833333h; Schlenk technique; Inert atmosphere;

(R)-piperidin-3-ylcarbamic acid tert-butyl ester; With triethylamine; In N,N-dimethyl-formamide; at 23 ℃; for 2h; Schlenk technique; Inert atmosphere;

With trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; at 23 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.7b03854

Reference yield: 87.2%

(R)-1-(3-(2-cyanobenzyl)-1-methyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)piperidine-3-carboxamide → alogliptin (850649-61-5,1108732-05-3)

Guidance literature:

With pyridine; [bis(acetoxy)iodo]benzene; In water; isopropyl alcohol; at 20 ℃; for 3h;

upstream raw materials:

3-(R)-aminopiperidine dihydrochloride

2-((6-chloro-3-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)benzonitrile

2-[(6-chloro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)methyl]benzonitrile

2-(bromomethyl)benzonitrile

Downstream raw materials:

alogliptin benzoate