3-amino-N-(4-methylphenyl)-6-(thiophen-2-yl)-4-(trifluoromethyl)thieno[2,3-b]pyridine-2-carboxamide

Base Information

• Chemical Name: 3-amino-N-(4-methylphenyl)-6-(thiophen-2-yl)-4-(trifluoromethyl)thieno[2,3-b]pyridine-2-carboxamide
• CAS No.: 352021-58-0
• Molecular Formula: C₂₀H₁₄F₃N₃OS₂
• Molecular Weight: 433.478
• European Community (EC) Number: 649-000-8
• Mol file: 352021-58-0.mol

Synonyms:3-amino-N-(4-methylphenyl)-6-(thiophen-2-yl)-4-(trifluoromethyl)thieno[2,3-b]pyridine-2-carboxamide;SCHEMBL14969380;KUC110269N;STL324002;AKOS001644297;KSC-230-158-1;SR-01000467378;SR-01000467378-1;3-amino-N-(4-methylphenyl)-6-(2-thienyl)-4-(trifluoromethyl)thieno[2,3-b]pyridine-2-carboxamide

Chemical Property of 3-amino-N-(4-methylphenyl)-6-(thiophen-2-yl)-4-(trifluoromethyl)thieno[2,3-b]pyridine-2-carboxamide

Chemical Property:

• XLogP3: 5.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 433.05303891
• Heavy Atom Count: 29
• Complexity: 600

Purity/Quality:

3-AMINO-N-(4-METHYLPHENYL)-6-(2-THIENYL)-4-(TRIFLUOROMETHYL)THIENO[2,3-B]PYRIDINE-2-CARBOXAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC(=O)C2=C(C3=C(S2)N=C(C=C3C(F)(F)F)C4=CC=CS4)N

Technology Process of 3-amino-N-(4-methylphenyl)-6-(thiophen-2-yl)-4-(trifluoromethyl)thieno[2,3-b]pyridine-2-carboxamide

There total 3 articles about 3-amino-N-(4-methylphenyl)-6-(thiophen-2-yl)-4-(trifluoromethyl)thieno[2,3-b]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: 90.0%

C11H5F3N2S2 (104960-50-1) + N-(p-tolyl)-2-chloroacetamide (16634-82-5) → 3-amino-N-(4-methylphenyl)-6-(thiophen-2-yl)-4-(trifluoromethyl)thieno[2,3-b]pyridine-2-carboxamide (352021-58-0)

Guidance literature:

With potassium carbonate; In ethanol; at 90 ℃; for 2h; Microwave irradiation;

DOI:10.1016/j.bioorg.2019.103269

Reference yield:

1,1,1-trifluoro-4-(2-thienyl)butane-2,4-dione (326-91-0) → 3-amino-N-(4-methylphenyl)-6-(thiophen-2-yl)-4-(trifluoromethyl)thieno[2,3-b]pyridine-2-carboxamide (352021-58-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,4-diaza-bicyclo[2.2.2]octane / ethanol / 5 h / Reflux

2: potassium carbonate / ethanol / 2 h / 90 °C / Microwave irradiation

With 1,4-diaza-bicyclo[2.2.2]octane; potassium carbonate; In ethanol;

DOI:10.1016/j.bioorg.2019.103269

Reference yield:

p-toluidine (106-49-0,12221-03-3) → 3-amino-N-(4-methylphenyl)-6-(thiophen-2-yl)-4-(trifluoromethyl)thieno[2,3-b]pyridine-2-carboxamide (352021-58-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 5 h / 20 °C

2: potassium carbonate / ethanol / 2 h / 90 °C / Microwave irradiation

With potassium carbonate; triethylamine; In ethanol; dichloromethane;

DOI:10.1016/j.bioorg.2019.103269

upstream raw materials:

C₁₁H₅F₃N₂S₂

N-(p-tolyl)-2-chloroacetamide

1,1,1-trifluoro-4-(2-thienyl)butane-2,4-dione

p-toluidine