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

Base Information

• Chemical Name: 4-(6-(4-(4-(diethylamino)-4-methylpiperidine-1-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile
• CAS No.: 1464151-37-8
• Molecular Formula: C₃₁H₃₃N₅O
• Molecular Weight: 491.636
• Mol file: 1464151-37-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about 4-(6-(4-(4-(diethylamino)-4-methylpiperidine-1-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: 46.0%

4-(6-(4-(4-amino-4-methylpiperidine-1-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile (1464155-77-8) + acetaldehyde (75-07-0,9002-91-9) → 4-(6-(4-(4-(diethylamino)-4-methylpiperidine-1-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile (1464151-37-8)

Guidance literature:

4-(6-(4-(4-amino-4-methylpiperidine-1-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile; acetaldehyde; With acetic acid; In methanol; at 0 ℃; for 2h;

With sodium cyanoborohydride; In methanol; at 20 ℃; for 24h;

Reference yield:

4-(6-bromoimidazo[1,2-a]pyridin-3-yl)benzonitrile (1464155-66-5) → 4-(6-(4-(4-(diethylamino)-4-methylpiperidine-1-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile (1464151-37-8)

Guidance literature:

Multi-step reaction with 5 steps

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

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

3.1: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

5.1: acetic acid / methanol / 2 h / 0 °C

5.2: 24 h / 20 °C

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

Reference yield:

ethyl 4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoate (1464155-68-7) → 4-(6-(4-(4-(diethylamino)-4-methylpiperidine-1-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile (1464151-37-8)

Guidance literature:

Multi-step reaction with 4 steps

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

2.1: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

4.1: acetic acid / methanol / 2 h / 0 °C

4.2: 24 h / 20 °C

With 4-methyl-morpholine; water; acetic acid; HATU; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

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

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

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

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