N-2-Hydroxy-3-[[2-(Methoxyphenoxy)ethyl]aMine Carvedilol

Base Information

• Chemical Name: N-2-Hydroxy-3-[[2-(Methoxyphenoxy)ethyl]aMine Carvedilol
• CAS No.: 1198090-73-1
• Molecular Formula: C₃₆H₄₃N₃O₇
• Molecular Weight: 629.753
• Hs Code.: 2933997500
• Mol file: 1198090-73-1.mol

Synonyms:N-2-Hydroxy-3-[[2-(Methoxyphenoxy)ethyl]aMine Carvedilol;1-{{9-{2-Hydroxy-3-{[2-(2-methoxyphenoxy)ethyl]amino}propyl}-9H-carbazol-4-yl}oxy}-3-{[2-(2-methoxyphenoxy)ethyl]amino}-2-propanol;Carvedilol impurity A (PhEur);Carvedilol Related Compound A (USP)

Chemical Property of N-2-Hydroxy-3-[[2-(Methoxyphenoxy)ethyl]aMine Carvedilol

Chemical Property:

• Boiling Point: 828.3±65.0 °C(Predicted)
• PKA: 13.90±0.20(Predicted)
• PSA: 115.60000
• Density: 1.22±0.1 g/cm3(Predicted)
• LogP: 5.03130
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)

Purity/Quality:

99.90% ^*data from raw suppliers

N-2-Hydroxy-3-[[2-(methoxyphenoxy)ethyl]amineCarvedilol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,N
• Statements: 43-50/53
• Safety Statements: 36/37-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-2-Hydroxy-3-[[2-(methoxyphenoxy)ethyl]amine Carvedilol (Carvedilol EP Impurity A) is an impurity from the process of Carvedilol (C184625).

Technology Process of N-2-Hydroxy-3-[[2-(Methoxyphenoxy)ethyl]aMine Carvedilol

There total 4 articles about N-2-Hydroxy-3-[[2-(Methoxyphenoxy)ethyl]aMine Carvedilol 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: 45.0%

2-(2-methoxy-phenoxy)-ethylamine (1836-62-0) + 4-(oxiran-2-ylmethoxy)-9-(oxiran-2-ylmethyl)-9H-carbazole (1198090-71-9) → 1-(4-(2-hydroxy-3-(2-(2-methoxyphenoxy)ethylamino)propoxy)-9H-carbazol-9-yl)-3-(2-(2-methoxyphenoxy)ethylamino)propan-2-ol (1198090-73-1)

Guidance literature:

In 1,2-dimethoxyethane; at 75 - 80 ℃;

DOI:10.1080/00397910903531839

Reference yield: 34.3%

1-(benzyl(2-(2-methoxyphenoxy)ethyl)amino)-3-(4-(3-(benzyl(2-(2-methoxyphenoxy)ethyl)amino)-2-hydroxypropoxy)-9H-carbazol-9-yl)propan-2-ol (1198090-72-0) → 1-(4-(2-hydroxy-3-(2-(2-methoxyphenoxy)ethylamino)propoxy)-9H-carbazol-9-yl)-3-(2-(2-methoxyphenoxy)ethylamino)propan-2-ol (1198090-73-1)

Guidance literature:

With palladium 10% on activated carbon; hydrazine hydrate; In ethanol; for 6h; Reflux;

Reference yield:

9H-carbazol-4-ol (52602-39-8) → 1-(4-(2-hydroxy-3-(2-(2-methoxyphenoxy)ethylamino)propoxy)-9H-carbazol-9-yl)-3-(2-(2-methoxyphenoxy)ethylamino)propan-2-ol (1198090-73-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / water; dimethyl sulfoxide / 12 h / 25 - 45 °C

2: potassium carbonate / N,N-dimethyl-formamide / 25 - 55 °C

3: 1,2-dimethoxyethane / 75 - 80 °C

With potassium carbonate; sodium hydroxide; In 1,2-dimethoxyethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1080/00397910903531839

upstream raw materials:

2-(2-methoxy-phenoxy)-ethylamine

4-(oxiran-2-ylmethoxy)-9-(oxiran-2-ylmethyl)-9H-carbazole

1-(benzyl(2-(2-methoxyphenoxy)ethyl)amino)-3-(4-(3-(benzyl(2-(2-methoxyphenoxy)ethyl)amino)-2-hydroxypropoxy)-9H-carbazol-9-yl)propan-2-ol

9H-carbazol-4-ol

Refernces

• 1、 Madhusudhan,Naidu,Kumar,Satyanarayana,Balraju. "Synthesis of impurity A in Carvedilol: a β-adrenergic receptor". experimental part. p. 741 - 745. Retrieved 2009/12/24.