N-{1-[(6-aminopyridin-2-yl)methyl]piperidin-4-yl}-2-{2-[(2,6-dimethoxyphenoxy)methyl]phenyl}-2-hydroxypropanamide

Base Information

• Chemical Name: N-{1-[(6-aminopyridin-2-yl)methyl]piperidin-4-yl}-2-{2-[(2,6-dimethoxyphenoxy)methyl]phenyl}-2-hydroxypropanamide
• CAS No.: 1323264-20-5
• Molecular Formula: C₂₉H₃₆N₄O₅
• Molecular Weight: 520.629
• Mol file: 1323264-20-5.mol

Synonyms:

Chemical Property of N-{1-[(6-aminopyridin-2-yl)methyl]piperidin-4-yl}-2-{2-[(2,6-dimethoxyphenoxy)methyl]phenyl}-2-hydroxypropanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{1-[(6-aminopyridin-2-yl)methyl]piperidin-4-yl}-2-{2-[(2,6-dimethoxyphenoxy)methyl]phenyl}-2-hydroxypropanamide

There total 6 articles about N-{1-[(6-aminopyridin-2-yl)methyl]piperidin-4-yl}-2-{2-[(2,6-dimethoxyphenoxy)methyl]phenyl}-2-hydroxypropanamide 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: 44.0%

2-{2-[(2,6-dimethoxyphenoxy)methyl]phenyl}-2-hydroxypropanoic acid (1323264-11-4) + 4-amino-1-[(6-aminopyridin-2-yl)methyl]piperidine trihydrochloride → N-{1-[(6-aminopyridin-2-yl)methyl]piperidin-4-yl}-2-{2-[(2,6-dimethoxyphenoxy)methyl]phenyl}-2-hydroxypropanamide (1323264-20-5)

Guidance literature:

2-{2-[(2,6-dimethoxyphenoxy)methyl]phenyl}-2-hydroxypropanoic acid; 4-amino-1-[(6-aminopyridin-2-yl)methyl]piperidine trihydrochloride; With 4-methyl-morpholine; benzotriazol-1-ol; In chloroform; at 0 ℃; for 0.5h; Inert atmosphere;

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In chloroform; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1135/cccc2011017

Reference yield:

2-{2-[(2,6-dimethoxyphenoxy)methyl]phenyl}propane-1,2-diol (1323263-93-9) → N-{1-[(6-aminopyridin-2-yl)methyl]piperidin-4-yl}-2-{2-[(2,6-dimethoxyphenoxy)methyl]phenyl}-2-hydroxypropanamide (1323264-20-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 - 0 °C / Inert atmosphere

2.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol / 16 h

3.1: 4-methyl-morpholine; benzotriazol-1-ol / chloroform / 0.5 h / 0 °C / Inert atmosphere

3.2: 16 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; benzotriazol-1-ol; dimethyl sulfoxide; In dichloromethane; chloroform; water; tert-butyl alcohol; 1.2: Swern oxidation;

DOI:10.1135/cccc2011017

Reference yield:

2-{2-[(2,6-dimethoxyphenoxy)methyl]phenyl}-2-hydroxypropanal (1323264-02-3) → N-{1-[(6-aminopyridin-2-yl)methyl]piperidin-4-yl}-2-{2-[(2,6-dimethoxyphenoxy)methyl]phenyl}-2-hydroxypropanamide (1323264-20-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol / 16 h

2.1: 4-methyl-morpholine; benzotriazol-1-ol / chloroform / 0.5 h / 0 °C / Inert atmosphere

2.2: 16 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; benzotriazol-1-ol; In chloroform; water; tert-butyl alcohol;

DOI:10.1135/cccc2011017

upstream raw materials:

2-{2-[(2,6-dimethoxyphenoxy)methyl]phenyl}propane-1,2-diol

2-{2-[(2,6-dimethoxyphenoxy)methyl]phenyl}-2-hydroxypropanal

2-{2-[(2,6-dimethoxyphenoxy)methyl]phenyl}-2-hydroxypropanoic acid

1,3-dimethoxy-2-{[2-(1-methylethenyl)phenyl]methoxy}benzene

Refernces