5-(Piperazin-1-yl)benzofuran-2-carboxamide

Base Information

• Chemical Name: 5-(Piperazin-1-yl)benzofuran-2-carboxamide
• CAS No.: 183288-46-2
• Molecular Formula: C13H15N3O2
• Molecular Weight: 245.281
• Hs Code.: 2932999099
• UNII: B67DWQ6935
• DSSTox Substance ID: DTXSID60431492
• Wikidata: Q72500128
• Mol file: 183288-46-2.mol

Synonyms:183288-46-2;5-(Piperazin-1-yl)benzofuran-2-carboxamide;1-(2-Aminocarbonylbenzofuran-5-yl)piperazine;5-(1-piperazinyl)benzofuran-2-carboxamide;2-Benzofurancarboxamide, 5-(1-piperazinyl)-;5-piperazin-1-yl-1-benzofuran-2-carboxamide;B67DWQ6935;5-piperazin-1-ylbenzofuran-2-carboxamide;UNII-B67DWQ6935;SCHEMBL1322886;DTXSID60431492;LLRGOAFFRRUFBM-UHFFFAOYSA-N;BCP06221;CS-M1252;MFCD20486139;AKOS015998995;AC-25888;AS-18904;AM20120671;FT-0697868;5-(piperazin-1-yl)-1-benzofuran-2-carboxamide;J-502932

Chemical Property of 5-(Piperazin-1-yl)benzofuran-2-carboxamide

Chemical Property:

• Boiling Point: 505.319 °C at 760 mmHg
• PKA: 15.79±0.30(Predicted)
• Flash Point: 259.408 °C
• PSA: 72.49000
• Density: 1.269 g/cm³
• LogP: 2.21930
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated and Sonicated)
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 245.116426730
• Heavy Atom Count: 18
• Complexity: 317

Purity/Quality:

99% ^*data from raw suppliers

5-(Piperazin-1-yl)benzofuran-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1)C2=CC3=C(C=C2)OC(=C3)C(=O)N
• Uses: Intermediate in the synthesis of Vilazodone (V265000).

Technology Process of 5-(Piperazin-1-yl)benzofuran-2-carboxamide

There total 29 articles about 5-(Piperazin-1-yl)benzofuran-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: 97.0%

5-(4-acetylpiperazin-1-yl)benzofuran-2-carboxylic acid ethyl ester hydrochloride → 5-(1-piperazinyl)benzofuran-2-carboxamide (183288-46-2)

Guidance literature:

With ammonium hydroxide; at 20 ℃; for 10h;

Reference yield: 93.9%

piperazine (110-85-0) + 5-fluorobenzofuran-2-carboxamide → 5-(1-piperazinyl)benzofuran-2-carboxamide (183288-46-2)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 120 ℃; for 6h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;

Reference yield: 80.0%

5-(1-piperazinyl)benzofuran-2-carboxylic acid ethyl ester hydrochloride (765935-67-9) → 5-(1-piperazinyl)benzofuran-2-carboxamide (183288-46-2)

Guidance literature:

With ammonium hydroxide; In 1-methyl-pyrrolidin-2-one; at 40 - 50 ℃; for 21h; Large scale;

upstream raw materials:

piperazine

5-bromo-2-carboxamidobenzo[b]furan

pyrographite

1-t-Butoxycarbonylpiperazine

Downstream raw materials:

vilazodone

5-[4-[4-[5-cyano-1-(p-toluenesulfonyl)-1H-indol-3-yl]butyl]piperazin-1-yl]benzofuran-2-carboxamide

Refernces

• 1、 Hu, Fan,Su, Weike. "An investigation of the synthesis of vilazodone". . p. 243 - 247. Retrieved 2020/01/08.
• 2、 -. "Intermediates for preparing [...] 5-piperazinyl-2-acyl substituted benzofuranacetic method (by machine translation)". Paragraph 0043; 0044; 0045. . Retrieved 2016/10/07.