tert-butyl 4-(3-(2-aminophenylcarbamoyl)-isoquinolin-7-yl)piperazine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-(3-(2-aminophenylcarbamoyl)-isoquinolin-7-yl)piperazine-1-carboxylate
• CAS No.: 1621399-75-4
• Molecular Formula: C₂₅H₂₉N₅O₃
• Molecular Weight: 447.537
• Mol file: 1621399-75-4.mol

Synonyms:tert-butyl 4-(3-(2-aminophenylcarbamoyl)-isoquinolin-7-yl)piperazine-1-carboxylate

Chemical Property of tert-butyl 4-(3-(2-aminophenylcarbamoyl)-isoquinolin-7-yl)piperazine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-(3-(2-aminophenylcarbamoyl)-isoquinolin-7-yl)piperazine-1-carboxylate

There total 6 articles about tert-butyl 4-(3-(2-aminophenylcarbamoyl)-isoquinolin-7-yl)piperazine-1-carboxylate 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: 75.0%

7-(4-(tert-butoxycarbonyl)piperazin-1-yl)isoquinoline-3-carboxylic acid (1621399-74-3) + 1,2-diamino-benzene (95-54-5) → tert-butyl 4-(3-(2-aminophenylcarbamoyl)-isoquinolin-7-yl)piperazine-1-carboxylate (1621399-75-4)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 55 ℃;

Reference yield:

ethyl 7-bromoisoquinoline-3-carboxylate (660830-62-6) → tert-butyl 4-(3-(2-aminophenylcarbamoyl)-isoquinolin-7-yl)piperazine-1-carboxylate (1621399-75-4)

Guidance literature:

Multi-step reaction with 3 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ruphos; caesium carbonate / toluene / 95 °C / Inert atmosphere

2: sodium hydroxide; ethanol / tetrahydrofuran / 5 h / 60 °C

3: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 55 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1-hydroxy-7-aza-benzotriazole; ethanol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; ruphos; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

Reference yield:

ethyl 3-(4-bromophenyl)-2-formamidopropanoate → tert-butyl 4-(3-(2-aminophenylcarbamoyl)-isoquinolin-7-yl)piperazine-1-carboxylate (1621399-75-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: iron(III) chloride; oxalyl dichloride / dichloromethane / 0 - 20 °C

1.2: 80 °C / Reflux

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ruphos; caesium carbonate / toluene / 95 °C / Inert atmosphere

3.1: sodium hydroxide; ethanol / tetrahydrofuran / 5 h / 60 °C

4.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 55 °C

With iron(III) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1-hydroxy-7-aza-benzotriazole; oxalyl dichloride; ethanol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; ruphos; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

ethyl 7-bromoisoquinoline-3-carboxylate

ethyl 7-(4-(tert-butoxycarbonyl)piperazin-1-yl)isoquinoline-3-carboxylate

7-(4-(tert-butoxycarbonyl)piperazin-1-yl)isoquinoline-3-carboxylic acid

1,2-diamino-benzene

Downstream raw materials:

N-(2-aminophenyl)-7-(piperazin-1-yl)isoquinoline-3-carboxamide