4-(N-(2-(N-(tert-butoxycarbonyl)amino)-5-methoxyphenyl)aminomethyl)-4'-methyl-2,2'-bipyridine

Base Information

• Chemical Name: 4-(N-(2-(N-(tert-butoxycarbonyl)amino)-5-methoxyphenyl)aminomethyl)-4'-methyl-2,2'-bipyridine
• CAS No.: 1621997-92-9
• Molecular Formula: C₂₄H₂₈N₄O₃
• Molecular Weight: 420.511
• Mol file: 1621997-92-9.mol

Synonyms:4-(N-(2-(N-(tert-butoxycarbonyl)amino)-5-methoxyphenyl)aminomethyl)-4'-methyl-2,2'-bipyridine

Chemical Property of 4-(N-(2-(N-(tert-butoxycarbonyl)amino)-5-methoxyphenyl)aminomethyl)-4'-methyl-2,2'-bipyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(N-(2-(N-(tert-butoxycarbonyl)amino)-5-methoxyphenyl)aminomethyl)-4'-methyl-2,2'-bipyridine

There total 4 articles about 4-(N-(2-(N-(tert-butoxycarbonyl)amino)-5-methoxyphenyl)aminomethyl)-4'-methyl-2,2'-bipyridine 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: 56.0%

4'-methyl-2,2'-bipyridine-4-carboxylaldehyde (104704-09-8) + (2-amino-4-methoxyphenyl)carbamate tert-butyl ester (213118-56-0) → 4-(N-(2-(N-(tert-butoxycarbonyl)amino)-5-methoxyphenyl)aminomethyl)-4'-methyl-2,2'-bipyridine (1621997-92-9)

Guidance literature:

4'-methyl-2,2'-bipyridine-4-carboxylaldehyde; (2-amino-4-methoxyphenyl)carbamate tert-butyl ester; With acetic acid; In dichloromethane; at 0 ℃; for 2h;

With sodium cyanoborohydride; In tetrahydrofuran; dichloromethane; at 0 ℃; for 2h;

DOI:10.1002/cmdc.201400040

Reference yield:

4-methoxy-2-nitroaniline (96-96-8) → 4-(N-(2-(N-(tert-butoxycarbonyl)amino)-5-methoxyphenyl)aminomethyl)-4'-methyl-2,2'-bipyridine (1621997-92-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 760.05 Torr

3.1: acetic acid / dichloromethane / 2 h / 0 °C

3.2: 2 h / 0 °C

With palladium 10% on activated carbon; hydrogen; sodium hydride; acetic acid; In tetrahydrofuran; methanol; dichloromethane; mineral oil;

DOI:10.1002/cmdc.201400040

Reference yield:

4-hydroxy-2-nitroaniline (610-81-1) → 4-(N-(2-(N-(tert-butoxycarbonyl)amino)-5-methoxyphenyl)aminomethyl)-4'-methyl-2,2'-bipyridine (1621997-92-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.2: 24 h / 20 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 760.05 Torr

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

4.2: 2 h / 0 °C

With palladium 10% on activated carbon; hydrogen; sodium hydride; acetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/cmdc.201400040

upstream raw materials:

4'-methyl-2,2'-bipyridine-4-carboxylaldehyde

(2-amino-4-methoxyphenyl)carbamate tert-butyl ester

4-methoxy-2-nitroaniline

4-hydroxy-2-nitroaniline