(4-(cyclohexanecarbonyl)piperazin-1-yl)(2-methyl-3-phenyl imidazo[1,2-a]pyridin-6-yl)methanone

Base Information

• Chemical Name: (4-(cyclohexanecarbonyl)piperazin-1-yl)(2-methyl-3-phenyl imidazo[1,2-a]pyridin-6-yl)methanone
• CAS No.: 1360881-66-8
• Molecular Formula: C₂₆H₃₀N₄O₂
• Molecular Weight: 430.55
• Mol file: 1360881-66-8.mol

Synonyms:(4-(cyclohexanecarbonyl)piperazin-1-yl)(2-methyl-3-phenyl imidazo[1,2-a]pyridin-6-yl)methanone

Chemical Property of (4-(cyclohexanecarbonyl)piperazin-1-yl)(2-methyl-3-phenyl imidazo[1,2-a]pyridin-6-yl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-(cyclohexanecarbonyl)piperazin-1-yl)(2-methyl-3-phenyl imidazo[1,2-a]pyridin-6-yl)methanone

There total 7 articles about (4-(cyclohexanecarbonyl)piperazin-1-yl)(2-methyl-3-phenyl imidazo[1,2-a]pyridin-6-yl)methanone 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: 79.0%

(2-methyl-3-phenylimidazo[1,2-a]pyridin-6-yl)(piperazin-1-yl)methanone hydrochloride + cyclohexanylcarbonyl chloride (2719-27-9) → (4-(cyclohexanecarbonyl)piperazin-1-yl)(2-methyl-3-phenyl imidazo[1,2-a]pyridin-6-yl)methanone (1360881-66-8)

Guidance literature:

With triethylamine; at 0 - 20 ℃; for 0.666667h;

Reference yield:

methyl 3-iodo-2-methylimidazo[1,2-a]pyridine-6-carboxylate (1360881-85-1) → (4-(cyclohexanecarbonyl)piperazin-1-yl)(2-methyl-3-phenyl imidazo[1,2-a]pyridin-6-yl)methanone (1360881-66-8)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 20 h / Reflux

2: lithium hydroxide; water / ethanol; tetrahydrofuran / 12 h

3: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / water; N,N-dimethyl-formamide / 1 h / 20 °C

4: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

5: triethylamine / 0.67 h / 0 - 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide;

Reference yield:

methyl 6-aminonicotinoate (36052-24-1) → (4-(cyclohexanecarbonyl)piperazin-1-yl)(2-methyl-3-phenyl imidazo[1,2-a]pyridin-6-yl)methanone (1360881-66-8)

Guidance literature:

Multi-step reaction with 7 steps

1: ethanol / 24 h / Reflux

2: iodine; pyridine / 4 h / 50 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 20 h / Reflux

4: lithium hydroxide; water / ethanol; tetrahydrofuran / 12 h

5: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / water; N,N-dimethyl-formamide / 1 h / 20 °C

6: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

7: triethylamine / 0.67 h / 0 - 20 °C

With pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; iodine; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

methyl 3-iodo-2-methylimidazo[1,2-a]pyridine-6-carboxylate

methyl 2-methyl-3-phenylimidazo[1,2-a]pyridine-6-carboxylate

2-methyl-3-phenylimidazo[1,2-a]pyridine-6-carboxylic acid

tert-butyl 4-(2-methyl-3-phenylimidazo[1,2-a]pyridine-6-carbonyl)piperazine-1-carboxylate