2-cyano-3-(5-(4-(3-oxo-[1,2,4]triazolo[3,4-a]isoquinolin-2(3H)-yl)-phenyl) thiophen-2-yl)acrylic acid

Base Information

• Chemical Name: 2-cyano-3-(5-(4-(3-oxo-[1,2,4]triazolo[3,4-a]isoquinolin-2(3H)-yl)-phenyl) thiophen-2-yl)acrylic acid
• CAS No.: 1418556-32-7
• Molecular Formula: C₂₄H₁₄N₄O₃S
• Molecular Weight: 438.466
• Mol file: 1418556-32-7.mol

Synonyms:2-cyano-3-(5-(4-(3-oxo-[1,2,4]triazolo[3,4-a]isoquinolin-2(3H)-yl)-phenyl) thiophen-2-yl)acrylic acid

Chemical Property of 2-cyano-3-(5-(4-(3-oxo-[1,2,4]triazolo[3,4-a]isoquinolin-2(3H)-yl)-phenyl) thiophen-2-yl)acrylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-cyano-3-(5-(4-(3-oxo-[1,2,4]triazolo[3,4-a]isoquinolin-2(3H)-yl)-phenyl) thiophen-2-yl)acrylic acid

There total 5 articles about 2-cyano-3-(5-(4-(3-oxo-[1,2,4]triazolo[3,4-a]isoquinolin-2(3H)-yl)-phenyl) thiophen-2-yl)acrylic acid 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: 85.0%

5-(4-(3-oxo-[1,2,4]triazolo[3,4-a]isoquinolin-2(3H)-yl)phenyl)thiophene-2-carbaldehyde + cyanoacetic acid (372-09-8) → 2-cyano-3-(5-(4-(3-oxo-[1,2,4]triazolo[3,4-a]isoquinolin-2(3H)-yl)-phenyl) thiophen-2-yl)acrylic acid (1418556-32-7)

Guidance literature:

With piperidine; In chloroform; for 16h; Reflux;

DOI:10.1016/j.materresbull.2012.10.025

Reference yield:

2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-[1,2,4]triazolo[3,4-a]isoquinolin-3(2H)-one → 2-cyano-3-(5-(4-(3-oxo-[1,2,4]triazolo[3,4-a]isoquinolin-2(3H)-yl)-phenyl) thiophen-2-yl)acrylic acid (1418556-32-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran / 16 h / 20 - 80 °C / Inert atmosphere

2: piperidine / chloroform / 16 h / Reflux

With piperidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; chloroform; 1: |Suzuki Coupling;

DOI:10.1016/j.materresbull.2012.10.025

Reference yield:

isoquinoline (119-65-3) → 2-cyano-3-(5-(4-(3-oxo-[1,2,4]triazolo[3,4-a]isoquinolin-2(3H)-yl)-phenyl) thiophen-2-yl)acrylic acid (1418556-32-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1-methyl-pyrrolidin-2-one; triethylamine / 16 h / 80 °C

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 6 h / 80 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran / 16 h / 20 - 80 °C / Inert atmosphere

4: piperidine / chloroform / 16 h / Reflux

With piperidine; 1-methyl-pyrrolidin-2-one; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; potassium carbonate; triethylamine; In tetrahydrofuran; chloroform; dimethyl sulfoxide; 3: |Suzuki Coupling;

DOI:10.1016/j.materresbull.2012.10.025

upstream raw materials:

cyanoacetic acid

isoquinoline