1-(2-(3-((4-carbamoylpiperidin-1-yl)methyl)-N-methylbenzamido)ethyl)piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate

Base Information

• Chemical Name: 1-(2-(3-((4-carbamoylpiperidin-1-yl)methyl)-N-methylbenzamido)ethyl)piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate
• CAS No.: 864750-70-9
• Molecular Formula: C35H43N5O4
• Molecular Weight: 597.758
• Mol file: 864750-70-9.mol

Synonyms:TD-4208;Revefenacin

Chemical Property of 1-(2-(3-((4-carbamoylpiperidin-1-yl)methyl)-N-methylbenzamido)ethyl)piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate

Chemical Property:

• Melting Point: 125 °C
• Boiling Point: 777.5±60.0 °C(Predicted)
• PKA: 13.34±0.70(Predicted)
• PSA: 108.21000
• Density: 1.26±0.1 g/cm3(Predicted)
• LogP: 5.48510

Purity/Quality:

99% ^*data from raw suppliers

Revefenacin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Revefenacin is a synthetic anticholinergic that is prescribed for the treatment of chronic obstructive pulmonary disease (COPD).
• Uses: Revefenacin is used to treat chronic obstructive pulmonary disease (COPD), a long-term (chronic) lung disease that includes chronic bronchitis, emphysema, or both. It is an anticholinergic drug that helps the muscles around the airways in the lungs stay relaxed to prevent symptoms such as wheezing, coughing, chest tightness, and shortness of breath.

Technology Process of 1-(2-(3-((4-carbamoylpiperidin-1-yl)methyl)-N-methylbenzamido)ethyl)piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate

There total 21 articles about 1-(2-(3-((4-carbamoylpiperidin-1-yl)methyl)-N-methylbenzamido)ethyl)piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate 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: 85.0%

C17H23N3O3 + 4-piperidyl N-(2-biphenyl)carbamate (171722-92-2) → biphenyl-2-yl carbamic acid 1-(2-{[4-((4 carbamoylpiperidin-1-yl)methyl)benzoyl]N-methylamino}ethyl)piperidin-4-yl ester (864750-70-9)

Guidance literature:

C₁₇H₂₃N₃O₃; 4-piperidyl N-(2-biphenyl)carbamate; With acetic acid; sodium sulfate; In tetrahydrofuran; at 25 ℃; for 2h;

With sodium tris(acetoxy)borohydride; In tetrahydrofuran; at 0 - 25 ℃; for 2h; Temperature;

Reference yield: 85.0%

4-carboxamidopiperidine (39546-32-2) + biphenyl-2-yl-carbamic acid 1-{2-[(4-formylbenzoyl)methylamino]ethyl}piperidin-4-yl ester (864760-28-1) → biphenyl-2-yl carbamic acid 1-(2-{[4-((4 carbamoylpiperidin-1-yl)methyl)benzoyl]N-methylamino}ethyl)piperidin-4-yl ester (864750-70-9)

Guidance literature:

4-carboxamidopiperidine; biphenyl-2-yl-carbamic acid 1-{2-[(4-formylbenzoyl)methylamino]ethyl}piperidin-4-yl ester; With acetic acid; sodium sulfate; In isopropyl alcohol; at 0 - 20 ℃; for 2h;

With sodium tris(acetoxy)borohydride; In isopropyl alcohol; at 0 - 20 ℃; for 16h; Reagent/catalyst;

Reference yield: 84.2%

2-(4-((4-carbamoylpiperidin-1-yl)methyl)-N-methylbenzamide)ethyl methanesulfonate + 4-piperidyl N-(2-biphenyl)carbamate (171722-92-2) → biphenyl-2-yl carbamic acid 1-(2-{[4-((4 carbamoylpiperidin-1-yl)methyl)benzoyl]N-methylamino}ethyl)piperidin-4-yl ester (864750-70-9)

Guidance literature:

With triethylamine; In dichloromethane; at 10 - 20 ℃; Reagent/catalyst; Solvent;

upstream raw materials:

4-carboxamidopiperidine

biphenyl-2-yl-carbamic acid 1-{2-[(4-formylbenzoyl)methylamino]ethyl}piperidin-4-yl ester

1-benzyl-4-hydroxypiperidine

[1,1'-biphenyl]-2-yl-isocyanate

Refernces

• 1、 -. "New rafenacin intermediate, active electrophilic building block thereof and new preparation method of rafenacin". Paragraph 0076-0081. . Retrieved 2021/04/26.
• 2、 -. "Revefenacin intermediate, preparation method thereof and preparation method of revefenacin". Paragraph 0058-0061. . Retrieved 2019/12/25.