6-Isoquinolinecarboxylicacid,5-amino-,methylester(9CI)

Base Information

• Chemical Name: 6-Isoquinolinecarboxylicacid,5-amino-,methylester(9CI)
• CAS No.: 187732-93-0
• Molecular Formula: C₁₁H₁₀N₂O₂
• Molecular Weight: 202.213
• Mol file: 187732-93-0.mol

Synonyms:6-Isoquinolinecarboxylicacid,5-amino-,methylester(9CI)

Chemical Property of 6-Isoquinolinecarboxylicacid,5-amino-,methylester(9CI)

Chemical Property:

• PSA: 65.21000
• LogP: 2.18480

Purity/Quality:

97% ^*data from raw suppliers

Methyl5-aminoisoquinoline-6-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Isoquinolinecarboxylicacid,5-amino-,methylester(9CI)

There total 4 articles about 6-Isoquinolinecarboxylicacid,5-amino-,methylester(9CI) 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:

methyl 5-nitroisoquinoline-6-carboxylate (1312165-77-7) → methyl 5-aminoisoquinoline-6-carboxylate (187732-93-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; for 8h; under 760.051 Torr;

Reference yield:

5-nitroisoquinoline (607-32-9) → methyl 5-aminoisoquinoline-6-carboxylate (187732-93-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium tert-butylate / water; tetrahydrofuran / 72 h / 20 °C / Inert atmosphere

1.2: 40 - 50 °C

2.1: toluene / 72 h / 120 °C

3.1: potassium carbonate; water; potassium permanganate / tert-butyl alcohol / 1.5 h / 0 - 20 °C

4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 0 °C

4.2: 15 h

5.1: hydrogen / palladium on activated charcoal / tetrahydrofuran; methanol / 8 h / 760.05 Torr

With potassium permanganate; oxalyl dichloride; potassium tert-butylate; water; hydrogen; potassium carbonate; palladium on activated charcoal; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane; water; toluene; tert-butyl alcohol;

Reference yield:

6-methyl-5-nitroisoquinoline (188121-31-5) → methyl 5-aminoisoquinoline-6-carboxylate (187732-93-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: toluene / 72 h / 120 °C

2.1: potassium carbonate; water; potassium permanganate / tert-butyl alcohol / 1.5 h / 0 - 20 °C

3.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 0 °C

3.2: 15 h

4.1: hydrogen / palladium on activated charcoal / tetrahydrofuran; methanol / 8 h / 760.05 Torr

With potassium permanganate; oxalyl dichloride; water; hydrogen; potassium carbonate; palladium on activated charcoal; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane; toluene; tert-butyl alcohol;

upstream raw materials:

5-nitroisoquinoline

6-methyl-5-nitroisoquinoline

(E)-N,N-dimethyl-2-(5-nitroisoquinolin-6-yl)ethyleneamine

methyl 5-nitroisoquinoline-6-carboxylate

Downstream raw materials:

5-amino-8-bromo-N-[(1S,2S)-2-hydroxycyclohexyl]isoquinoline-6-carboxamide

6-bromo-3-[(1S,2S)-2-hydroxycyclohexyl]pyrido[3,4-h]quinazolin-4(3H)-one

6-[(6-chloropyridin-3-yl)methyl]-3-[(1S,2S)-2-hydroxycyclohexyl]pyrido[3,4-h]quinazolin-4(3H)-one

3-[(1S,2S)-2-hydroxycyclohexyl]-6-[(6-methylpyridin-3-yl)methyl]pyrido[3,4-h]quinazolin-4(3H)-one

Refernces