N-{3-[1-(3-aminopropyl)piperidin-4-yl]-2-methylphenyl}isobutyramide

Base Information

• Chemical Name: N-{3-[1-(3-aminopropyl)piperidin-4-yl]-2-methylphenyl}isobutyramide
• CAS No.: 762298-47-5
• Molecular Formula: C₁₉H₃₁N₃O
• Molecular Weight: 317.475
• Mol file: 762298-47-5.mol

Synonyms:N-{3-[1-(3-aminopropyl)piperidin-4-yl]-2-methylphenyl}isobutyramide

Chemical Property of N-{3-[1-(3-aminopropyl)piperidin-4-yl]-2-methylphenyl}isobutyramide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{3-[1-(3-aminopropyl)piperidin-4-yl]-2-methylphenyl}isobutyramide

There total 7 articles about N-{3-[1-(3-aminopropyl)piperidin-4-yl]-2-methylphenyl}isobutyramide 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:

N-(3-{1-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)propyl]piperidin-4-yl}-2-methylphenyl)isobutyramide (949096-77-9) → N-{3-[1-(3-aminopropyl)piperidin-4-yl]-2-methylphenyl}isobutyramide (762298-47-5)

Guidance literature:

With hydrazine hydrate; In ethanol; at 90 ℃; for 4h;

DOI:10.1021/jm060381c

Reference yield:

N-(3-iodo-2-methylphenyl)isobutyramide (949096-69-9) → N-{3-[1-(3-aminopropyl)piperidin-4-yl]-2-methylphenyl}isobutyramide (762298-47-5)

Guidance literature:

Multi-step reaction with 5 steps

1: K₂CO₃ / PdCl₂dppf / dimethylformamide / 80 °C

2: H₂ / Pd/C / ethyl acetate; methanol / 20 °C / 10343.2 Torr

3: HCl / dioxane / 1 h / 20 °C

4: Bu₄NI; EtN(i-Pr)2 / dioxane / 99 °C

5: H₂NNH₂*H₂O / ethanol / 4 h / 90 °C

With hydrogenchloride; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; ethyl acetate; N,N-dimethyl-formamide; 1: Suzuki coupling;

DOI:10.1021/jm060381c

Reference yield:

4-(3-isobutyrylamino-2-methylphenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (949096-70-2) → N-{3-[1-(3-aminopropyl)piperidin-4-yl]-2-methylphenyl}isobutyramide (762298-47-5)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pd/C / ethyl acetate; methanol / 20 °C / 10343.2 Torr

2: HCl / dioxane / 1 h / 20 °C

3: Bu₄NI; EtN(i-Pr)2 / dioxane / 99 °C

4: H₂NNH₂*H₂O / ethanol / 4 h / 90 °C

With hydrogenchloride; hydrogen; tetra-(n-butyl)ammonium iodide; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; ethyl acetate;

DOI:10.1021/jm060381c

upstream raw materials:

N-(3-{1-[3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)propyl]piperidin-4-yl}-2-methylphenyl)isobutyramide

N-(3-iodo-2-methylphenyl)isobutyramide

4-(3-isobutyrylamino-2-methylphenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

4-(3-isobutyrylamino-2-methylphenyl)piperidine-1-carboxylic acid tert-butyl ester