2-{1-methyl-4-[4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzamido]-2-pyrrolecarboxamido}-1,1-dimethoxyethane

Base Information

• Chemical Name: 2-{1-methyl-4-[4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzamido]-2-pyrrolecarboxamido}-1,1-dimethoxyethane
• CAS No.: 758727-14-9
• Molecular Formula: C₃₃H₃₃N₇O₆
• Molecular Weight: 623.668
• Mol file: 758727-14-9.mol

Synonyms:2-{1-methyl-4-[4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzamido]-2-pyrrolecarboxamido}-1,1-dimethoxyethane

Chemical Property of 2-{1-methyl-4-[4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzamido]-2-pyrrolecarboxamido}-1,1-dimethoxyethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{1-methyl-4-[4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzamido]-2-pyrrolecarboxamido}-1,1-dimethoxyethane

There total 3 articles about 2-{1-methyl-4-[4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzamido]-2-pyrrolecarboxamido}-1,1-dimethoxyethane 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: 64.0%

2-(4-amino-1-methyl-2-pyrrolecarboxamido)-1,1-dimethoxyethane (758727-13-8) + 4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzoic acid → 2-{1-methyl-4-[4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzamido]-2-pyrrolecarboxamido}-1,1-dimethoxyethane (758727-14-9)

Guidance literature:

4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzoic acid; With dmap; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 25 ℃; for 0.5h;

2-(4-amino-1-methyl-2-pyrrolecarboxamido)-1,1-dimethoxyethane; In 1-methyl-pyrrolidin-2-one; at 60 ℃; for 0.5h;

DOI:10.1021/jm049712g

Reference yield:

1-methyl-4-nitro-1H-pyrrole-2-carbonyl chloride (28494-51-1) → 2-{1-methyl-4-[4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzamido]-2-pyrrolecarboxamido}-1,1-dimethoxyethane (758727-14-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 87 percent / N,N-diisopropylethylamine / tetrahydrofuran / 0.5 h / 25 °C

2.1: H₂ / Pd / CH₂Cl₂; methanol / 2 h / 25 °C / 3800 Torr

3.1: bis(2-oxo-3-oxazolidinyl)phosphinic acid chloride; N,N-diisopropylethylamine; 4-(dimethylamino)pyridine / 1-methyl-pyrrolidin-2-one / 0.5 h / 25 °C

3.2: 64 percent / 1-methyl-pyrrolidin-2-one / 0.5 h / 60 °C

With dmap; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; palladium; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane;

DOI:10.1021/jm049712g

Reference yield:

1-methyl-4-nitro-1H-pyrrole-2-carboxylic acid (2,2-dimethoxy-ethyl)-amide (847928-54-5) → 2-{1-methyl-4-[4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzamido]-2-pyrrolecarboxamido}-1,1-dimethoxyethane (758727-14-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: H₂ / Pd / CH₂Cl₂; methanol / 2 h / 25 °C / 3800 Torr

2.1: bis(2-oxo-3-oxazolidinyl)phosphinic acid chloride; N,N-diisopropylethylamine; 4-(dimethylamino)pyridine / 1-methyl-pyrrolidin-2-one / 0.5 h / 25 °C

2.2: 64 percent / 1-methyl-pyrrolidin-2-one / 0.5 h / 60 °C

With dmap; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; palladium; In 1-methyl-pyrrolidin-2-one; methanol; dichloromethane;

DOI:10.1021/jm049712g

upstream raw materials:

2-(4-amino-1-methyl-2-pyrrolecarboxamido)-1,1-dimethoxyethane

1-methyl-4-nitro-1H-pyrrole-2-carbonyl chloride

1-methyl-4-nitro-1H-pyrrole-2-carboxylic acid (2,2-dimethoxy-ethyl)-amide