3-amino-4-methyl-N-(4-((trifluoromethyl)sulfonyl)benzyl)thieno[2,3-c]pyridine-2-carboxamide

Base Information

• Chemical Name: 3-amino-4-methyl-N-(4-((trifluoromethyl)sulfonyl)benzyl)thieno[2,3-c]pyridine-2-carboxamide
• CAS No.: 1572517-20-4
• Molecular Formula: C₁₇H₁₄F₃N₃O₃S₂
• Molecular Weight: 429.444
• Mol file: 1572517-20-4.mol

Synonyms:3-amino-4-methyl-N-(4-((trifluoromethyl)sulfonyl)benzyl)thieno[2,3-c]pyridine-2-carboxamide

Chemical Property of 3-amino-4-methyl-N-(4-((trifluoromethyl)sulfonyl)benzyl)thieno[2,3-c]pyridine-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-amino-4-methyl-N-(4-((trifluoromethyl)sulfonyl)benzyl)thieno[2,3-c]pyridine-2-carboxamide

There total 3 articles about 3-amino-4-methyl-N-(4-((trifluoromethyl)sulfonyl)benzyl)thieno[2,3-c]pyridine-2-carboxamide 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: 35.0%

(4-((trifluoromethyl)sulfonyl)phenyl)methanamine (771473-17-7) + methyl 3-amino-4-methylthieno[2,3-c]pyridine-2-carboxylate (1572518-03-6) → 3-amino-4-methyl-N-(4-((trifluoromethyl)sulfonyl)benzyl)thieno[2,3-c]pyridine-2-carboxamide (1572517-20-4)

Guidance literature:

methyl 3-amino-4-methylthieno[2,3-c]pyridine-2-carboxylate; With potassium hydroxide; In methanol; water; at 50 ℃;

(4-((trifluoromethyl)sulfonyl)phenyl)methanamine; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmcl.2019.06.032

Reference yield:

3,5-dibromopyridine-4-carbonitrile (870244-34-1) → 3-amino-4-methyl-N-(4-((trifluoromethyl)sulfonyl)benzyl)thieno[2,3-c]pyridine-2-carboxamide (1572517-20-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: isopropyl alcohol / 65 °C

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / tetrahydrofuran; water / 145 °C / Microwave irradiation

3.1: potassium hydroxide / water; methanol / 50 °C

3.2: 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; potassium hydroxide; In tetrahydrofuran; methanol; water; isopropyl alcohol; 2.1: |Suzuki Coupling;

DOI:10.1016/j.bmcl.2019.06.032

Reference yield:

methyl-3-amino-4-bromothieno[2,3-c]pyridine-2-carboxylate (1572518-01-4) → 3-amino-4-methyl-N-(4-((trifluoromethyl)sulfonyl)benzyl)thieno[2,3-c]pyridine-2-carboxamide (1572517-20-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / tetrahydrofuran; water / 145 °C / Microwave irradiation

2.1: potassium hydroxide / water; methanol / 50 °C

2.2: 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; potassium hydroxide; In tetrahydrofuran; methanol; water; 1.1: |Suzuki Coupling;

DOI:10.1016/j.bmcl.2019.06.032

upstream raw materials:

3,5-dibromopyridine-4-carbonitrile

methyl-3-amino-4-bromothieno[2,3-c]pyridine-2-carboxylate

(4-((trifluoromethyl)sulfonyl)phenyl)methanamine

methyl 3-amino-4-methylthieno[2,3-c]pyridine-2-carboxylate

Downstream raw materials:

3-amino-4-methyl-7-oxo-N-( 4-( (trifluoromethyl)sulfonyl)benzyl)-6, 7-dihydrothieno[2,3-c]pyridine-2-carboxarnide