(E)-N'-(2-cyano-5-(4-methoxyphenyl)thieno[2,3-b]pyridin-3-yl)-N,N-dimethylformimidamide

Base Information

• Chemical Name: (E)-N'-(2-cyano-5-(4-methoxyphenyl)thieno[2,3-b]pyridin-3-yl)-N,N-dimethylformimidamide
• CAS No.: 1422427-63-1
• Molecular Formula: C₁₈H₁₆N₄OS
• Molecular Weight: 336.417
• Mol file: 1422427-63-1.mol

Synonyms:(E)-N'-(2-cyano-5-(4-methoxyphenyl)thieno[2,3-b]pyridin-3-yl)-N,N-dimethylformimidamide

Chemical Property of (E)-N'-(2-cyano-5-(4-methoxyphenyl)thieno[2,3-b]pyridin-3-yl)-N,N-dimethylformimidamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-N'-(2-cyano-5-(4-methoxyphenyl)thieno[2,3-b]pyridin-3-yl)-N,N-dimethylformimidamide

There total 3 articles about (E)-N'-(2-cyano-5-(4-methoxyphenyl)thieno[2,3-b]pyridin-3-yl)-N,N-dimethylformimidamide 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: 79.0%

(E)-N′-(5-bromo-2-cyanothieno[2,3-b]pyridin-3-yl)-N,N-dimethylformimidamide (1422427-60-8) + 4-methoxyphenylboronic acid (5720-07-0) → (E)-N'-(2-cyano-5-(4-methoxyphenyl)thieno[2,3-b]pyridin-3-yl)-N,N-dimethylformimidamide (1422427-63-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In N,N-dimethyl-formamide; at 150 ℃; for 1.5h; Microwave irradiation;

DOI:10.1016/j.tetlet.2012.12.077

Reference yield:

5-bromo-2-chloropyridine-3-carbonitrile (405224-23-9) → (E)-N'-(2-cyano-5-(4-methoxyphenyl)thieno[2,3-b]pyridin-3-yl)-N,N-dimethylformimidamide (1422427-63-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / water; N,N-dimethyl-formamide / 1 h / 0 °C

1.2: 2 h / 0 °C

2.1: 0.5 h / 90 °C / Microwave irradiation

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / N,N-dimethyl-formamide / 1.5 h / 150 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; potassium hydroxide; In water; N,N-dimethyl-formamide; 3.1: |Suzuki Coupling;

DOI:10.1016/j.tetlet.2012.12.077

Reference yield:

3-amino-5-bromothieno[2,3-b]pyridine-2-carbonitrile (1422427-59-5) → (E)-N'-(2-cyano-5-(4-methoxyphenyl)thieno[2,3-b]pyridin-3-yl)-N,N-dimethylformimidamide (1422427-63-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.5 h / 90 °C / Microwave irradiation

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / N,N-dimethyl-formamide / 1.5 h / 150 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In N,N-dimethyl-formamide; 2: |Suzuki Coupling;

DOI:10.1016/j.tetlet.2012.12.077

upstream raw materials:

3-amino-5-bromothieno[2,3-b]pyridine-2-carbonitrile

(E)-N′-(5-bromo-2-cyanothieno[2,3-b]pyridin-3-yl)-N,N-dimethylformimidamide

4-methoxyphenylboronic acid

5-bromo-2-chloropyridine-3-carbonitrile

Downstream raw materials:

8-(4-methoxyphenyl)pyrido[3',2':4,5]thieno[3,2-d]pyrimidin-4-amine