2-[(6-Chloro-3,4-dihydro-3-Methyl-2,4-dioxo-1(2h)-pyriMidinyl)Methyl]benzonitrile

Base Information

• Chemical Name: 2-[(6-Chloro-3,4-dihydro-3-Methyl-2,4-dioxo-1(2h)-pyriMidinyl)Methyl]benzonitrile
• CAS No.: 865758-96-9
• Molecular Formula: C13H10 Cl N3 O2
• Molecular Weight: 275.694
• Hs Code.: 2933599090
• Mol file: 865758-96-9.mol

Synonyms:2-[(6-Chloro-3,4-dihydro-3-methyl-2,4-dioxo-1(2H;

Chemical Property of 2-[(6-Chloro-3,4-dihydro-3-Methyl-2,4-dioxo-1(2h)-pyriMidinyl)Methyl]benzonitrile

Chemical Property:

• Appearance/Colour: White to Off-White Solid
• Melting Point: 162-164°C
• Boiling Point: 418.0±55.0 °C(Predicted)
• PKA: -3.65±0.40(Predicted)
• PSA: 67.79000
• Density: 1.44
• LogP: 1.12038
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Soluble, Sonicated), Methanol (Slightly, Heated, Sonicated)

Purity/Quality:

99% ^*data from raw suppliers

2-[(6-Chloro-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl)methyl]-benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-[(6-Chloro-3,4-dihydro-3-Methyl-2,4-dioxo-1(2h)-pyriMidinyl)Methyl]benzonitrile

There total 9 articles about 2-[(6-Chloro-3,4-dihydro-3-Methyl-2,4-dioxo-1(2h)-pyriMidinyl)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: 96.42%

3-methyl-6-chlorouracil (4318-56-3) + 2-(bromomethyl)benzonitrile (22115-41-9) → 2-((6-chloro-3-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)benzonitrile (865758-96-9)

Guidance literature:

3-methyl-6-chlorouracil; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 23 ℃; for 0.25h; Schlenk technique; Inert atmosphere;

2-(bromomethyl)benzonitrile; In tetrahydrofuran; at 65 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.7b03854

Reference yield: 85.62%

3-methyl-6-chlorouracil (4318-56-3) + 2-cyanobenzyl chloride (612-13-5) → 2-((6-chloro-3-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)benzonitrile (865758-96-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 60 ℃; for 1h;

Reference yield: 84.78%

2-[(6-chloro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)methyl]benzonitrile (865758-95-8) + dimethyl sulfate (77-78-1) → 2-((6-chloro-3-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)benzonitrile (865758-96-9)

Guidance literature:

2-[(6-chloro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)methyl]benzonitrile; With potassium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 0.25h;

dimethyl sulfate; In N,N-dimethyl-formamide; for 12h; Solvent; Reagent/catalyst;

upstream raw materials:

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

methyl iodide

2-(bromomethyl)benzonitrile

3-methyl-6-chlorouracil

Downstream raw materials:

alogliptin

Alogliptin trifluoroacetate

Alogliptin hydrochloride

2-[[6-[(3R)-3-tert-butoxycarbonylamino-1-piperidinyl]-3,4-dihydro-2,4-dioxo-3-methyl-1(2H)-pyrimidinyl]methyl]benzonitrile

Refernces

• 1、 -. "Preparation method of alogliptin benzoate intermediate and preparation method of alogliptin benzoate". Paragraph 0074-0079; 0092-0095. . Retrieved 2021/08/28.
• 2、 -. "Preparation method of alogliptin benzoate". Paragraph 0028-0029; 0033-0034. . Retrieved 2021/01/29.