2-Amino-5-(4-fluorophenyl)thiophene-3-carboxamide

Base Information

• Chemical Name: 2-Amino-5-(4-fluorophenyl)thiophene-3-carboxamide
• CAS No.: 61019-14-5
• Molecular Formula: C11H9FN2OS
• Molecular Weight: 236.27
• DSSTox Substance ID: DTXSID10433148
• Wikidata: Q82247273
• Mol file: 61019-14-5.mol

Synonyms:2-amino-5-(4-fluorophenyl)thiophene-3-carboxamide;61019-14-5;3-Thiophenecarboxamide, 2-amino-5-(4-fluorophenyl)-;SCHEMBL1428039;DTXSID10433148;VBTAQVWRVWJQFL-UHFFFAOYSA-N;CS-M1908;DS-17752;F50732;2-amino-5-(4-fluorophenyl)- 3-thiophenecarboxamide;3-Thiophenecarboxamide,2-amino-5-(4-fluorophenyl)-;2-Amino-5-(4-fluoro-phenyl)-thiophene-3-carboxylic acid amide;amino-5-(4-fluoro-phenyl)-thiophene-3-carboxylic acid amide

Chemical Property of 2-Amino-5-(4-fluorophenyl)thiophene-3-carboxamide

Chemical Property:

• Boiling Point: 392.0±42.0 °C(Predicted)
• PKA: 15.39±0.50(Predicted)
• PSA: 98.34000
• Density: 1.394±0.06 g/cm3(Predicted)
• LogP: 3.70070
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 236.04196225
• Heavy Atom Count: 16
• Complexity: 269

Purity/Quality:

98%Min ^*data from raw suppliers

2-Amino-5-(4-fluorophenyl)thiophene-3-carboxamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC(=C(S2)N)C(=O)N)F

Technology Process of 2-Amino-5-(4-fluorophenyl)thiophene-3-carboxamide

There total 6 articles about 2-Amino-5-(4-fluorophenyl)thiophene-3-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:

4-fluorophenylacetaldehyde (1736-67-0) + cyanoacetic acid amide (107-91-5) → 2-amino-5-(4-fluorophenyl)-3-thiophenecarboxamide (61019-14-5)

Guidance literature:

With sulfur; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1124/jpet.104.074484

Reference yield:

C19H15FN2O3S → 2-amino-5-(4-fluorophenyl)-3-thiophenecarboxamide (61019-14-5)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol; at 80 ℃;

DOI:10.1016/j.bmcl.2014.02.064

Reference yield:

2-aminothiophene-3-carboxamide (14080-51-4) → 2-amino-5-(4-fluorophenyl)-3-thiophenecarboxamide (61019-14-5)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran

2: N-iodo-succinimide / dichloromethane

3: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water / 100 °C

4: palladium on activated charcoal; hydrogen / ethanol / 80 °C

With bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; palladium on activated charcoal; hydrogen; sodium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; 3: |Suzuki Coupling;

DOI:10.1016/j.bmcl.2014.02.064

upstream raw materials:

4-fluorophenylacetaldehyde

cyanoacetic acid amide

2-aminothiophene-3-carboxamide

benzyl [3-(aminocarbonyl)-2-thienyl]carbamate

Downstream raw materials:

2-(carbamoylamino)-5-(4-fluorophenyl)thiophene-3-carboxamide

C₁₇H₁₄FN₃OS

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