4-(6-(4-(morpholine-4-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile

Base Information

• Chemical Name: 4-(6-(4-(morpholine-4-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile
• CAS No.: 1464151-33-4
• Molecular Formula: C₂₅H₂₀N₄O₂
• Molecular Weight: 408.459
• Mol file: 1464151-33-4.mol

Synonyms:4-(6-(4-(morpholine-4-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile

Chemical Property of 4-(6-(4-(morpholine-4-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(6-(4-(morpholine-4-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile

There total 8 articles about 4-(6-(4-(morpholine-4-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)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: 88.0%

4-(morpholine-4-carbonyl)phenylboronic acid pinacol ester + 4-(6-bromoimidazo[1,2-a]pyridin-3-yl)benzonitrile (1464155-66-5) → 4-(6-(4-(morpholine-4-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile (1464151-33-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 90 ℃; for 12h; Inert atmosphere; Alkaline conditions;

DOI:10.1021/acs.jmedchem.7b01714

Reference yield: 16.2%

morpholine (110-91-8,99108-56-2) + 4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoic acid (1464155-72-3) → 4-(6-(4-(morpholine-4-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile (1464151-33-4)

Guidance literature:

With 4-methyl-morpholine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;

Reference yield:

4-(6-bromoimidazo[1,2-a]pyridin-3-yl)benzonitrile (1464155-66-5) → 4-(6-(4-(morpholine-4-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile (1464151-33-4)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate / water; 1,4-dioxane / 6 h / Inert atmosphere; Reflux

2: lithium hydroxide; water / methanol; tetrahydrofuran / 5 h / 20 °C

3: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; HATU; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

upstream raw materials:

morpholine

4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoic acid

6-bromo-3-iodoimidazo[1,2-a]pyridine

4-(6-bromoimidazo[1,2-a]pyridin-3-yl)benzonitrile