tert-butyl 1-(4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoyl)-4-methylpiperidin-4-ylcarbamate

Base Information

• Chemical Name: tert-butyl 1-(4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoyl)-4-methylpiperidin-4-ylcarbamate
• CAS No.: 1464155-74-5
• Molecular Formula: C₃₂H₃₃N₅O₃
• Molecular Weight: 535.646
• Mol file: 1464155-74-5.mol

Synonyms:tert-butyl 1-(4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoyl)-4-methylpiperidin-4-ylcarbamate

Chemical Property of tert-butyl 1-(4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoyl)-4-methylpiperidin-4-ylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 1-(4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoyl)-4-methylpiperidin-4-ylcarbamate

There total 7 articles about tert-butyl 1-(4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoyl)-4-methylpiperidin-4-ylcarbamate 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: 53.0%

4-tert-butoxycarbonylamino-4-methylpiperidine (163271-08-7) + 4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoic acid (1464155-72-3) → tert-butyl 1-(4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoyl)-4-methylpiperidin-4-ylcarbamate (1464155-74-5)

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) → tert-butyl 1-(4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoyl)-4-methylpiperidin-4-ylcarbamate (1464155-74-5)

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;

Reference yield:

ethyl 4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoate (1464155-68-7) → tert-butyl 1-(4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoyl)-4-methylpiperidin-4-ylcarbamate (1464155-74-5)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

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

upstream raw materials:

4-tert-butoxycarbonylamino-4-methylpiperidine

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

Downstream raw materials:

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

N-(1-(4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoyl)-4-methylpiperidin-4-yl)acetamide

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