4-aMino-5-chloro-2,3-dihydro-N-4-piperidinyl-7-BenzofurancarboxaMide

Base Information

• Chemical Name: 4-aMino-5-chloro-2,3-dihydro-N-4-piperidinyl-7-BenzofurancarboxaMide
• CAS No.: 137211-64-4
• Molecular Formula: C14H18ClN3O2
• Molecular Weight: 295.76
• Mol file: 137211-64-4.mol

Synonyms:4-amino-5-chloro-N-(piperidin-4-yl)-2,3-dihydrobenzofuran-7-carboxamide;

Chemical Property of 4-aMino-5-chloro-2,3-dihydro-N-4-piperidinyl-7-BenzofurancarboxaMide

Chemical Property:

• Boiling Point: 427.6±45.0 °C(Predicted)
• PKA: 13.69±0.20(Predicted)
• PSA: 76.38000
• Density: 1.36±0.1 g/cm3 (20 oC 760 Torr)
• LogP: 2.63980
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99.90% ^*data from raw suppliers

N-DesmethoxypropylPrucalopride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-Desmethoxypropyl Prucalopride is an impurity of Prucalopride (P838950), a selective 5-HT4 receptor agonist used effective for chronic constipation, but is not currently approved in the U.S. Prucalopride is approved for the treatment of chronic constipation in Europe.

Technology Process of 4-aMino-5-chloro-2,3-dihydro-N-4-piperidinyl-7-BenzofurancarboxaMide

There total 8 articles about 4-aMino-5-chloro-2,3-dihydro-N-4-piperidinyl-7-BenzofurancarboxaMide 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: 96.8%

ethyl 4-[[(4-amino-5-chloro-2,3-dihydrobenzofuran-7-yl)carbonyl]amino]-1-piperidinecarboxylate (137211-63-3) → 4-amino-5-chloro-2,3-dihydro-N-(4-piperidinyl)benzofuran-7-carboxamide (137211-64-4)

Guidance literature:

With sulfuric acid; In water; at 10 - 95 ℃;

Reference yield:

4-acetamido-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid methyl ester (143878-29-9) → 4-amino-5-chloro-2,3-dihydro-N-(4-piperidinyl)benzofuran-7-carboxamide (137211-64-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: water; sodium hydroxide / methanol / 2.17 h / 25 - 55 °C

2.1: sulfuric acid / 8 h / 10 °C / Reflux

3.1: water; sodium hydroxide / methanol / 2 h / Reflux

4.1: chloroformic acid ethyl ester; triethylamine / chloroform / 0 - 30 °C

4.2: 25 - 30 °C

5.1: sulfuric acid / water / 10 - 95 °C

With sulfuric acid; water; chloroformic acid ethyl ester; triethylamine; sodium hydroxide; In methanol; chloroform; water;

Reference yield:

methyl 4-amino-5-chloro-2,3-dihydrobenzofuran-7-carboxylate (182808-04-4) → 4-amino-5-chloro-2,3-dihydro-N-(4-piperidinyl)benzofuran-7-carboxamide (137211-64-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: water; sodium hydroxide / methanol / 2 h / Reflux

2.1: chloroformic acid ethyl ester; triethylamine / chloroform / 0 - 30 °C

2.2: 25 - 30 °C

3.1: sulfuric acid / water / 10 - 95 °C

With sulfuric acid; water; chloroformic acid ethyl ester; triethylamine; sodium hydroxide; In methanol; chloroform; water;

upstream raw materials:

4-acetamido-5-chloro-2,3-dihydrobenzofuran-7-carboxylic acid methyl ester

methyl 4-amino-5-chloro-2,3-dihydrobenzofuran-7-carboxylate

4-amino-5-chloro-2,3-dihydrobenzo[b]furan-7-carboxylic acid

ethyl 4-[[(4-amino-5-chloro-2,3-dihydrobenzofuran-7-yl)carbonyl]amino]-1-piperidinecarboxylate

Downstream raw materials:

prucalopride

prucalopride succinate

Refernces

• 1、 -. "N-(4-piperodinyl)(dihydrobenzofuran or dihydro-2H-benzopyran) carboxamide derivatives". . . Retrieved 2008/06/13.