N-(Piperidin-4-yl)-4'-(trifluoromethyl)biphenyl-2-carboxamide

Base Information

• Chemical Name: N-(Piperidin-4-yl)-4'-(trifluoromethyl)biphenyl-2-carboxamide
• CAS No.: 182439-41-4
• Molecular Formula: C19H19F3N2O
• Molecular Weight: 348.368
• Hs Code.: 2933399990
• UNII: BP7YFS63H2
• Mol file: 182439-41-4.mol

Synonyms:182439-41-4;N-(Piperidin-4-yl)-4'-(trifluoromethyl)biphenyl-2-carboxamide;Lomitapide metabolite M1;BP7YFS63H2;N-(Piperidin-4-yl)-4'-(trifluoromethyl)-biphenyl-2-carboxamide;UNII-BP7YFS63H2;N-(PIPERIDIN-4-YL)-4'-(TRIFLUOROMETHYL)-[1,1'-BIPHENYL]-2-CARBOXAMIDE;[1,1'-Biphenyl]-2-carboxamide, N-4-piperidinyl-4'-(trifluoromethyl)-;N-piperidin-4-yl-2-[4-(trifluoromethyl)phenyl]benzamide;N-4-Piperidinyl-4'-(trifluoromethyl)(1,1'-biphenyl)-2-carboxamide;(1,1'-Biphenyl)-2-carboxamide, N-4-piperidinyl-4'-(trifluoromethyl)-;SCHEMBL593798;AMY38735;BCP32943;A880889;4-(4'-Trifluoromethylbiphenyl-2-carbonylamino)piperidine;N-(piperidin-4-yl)-4-(trifluoromethyl)biphenyl-2-carboxamide;4'-trifluoromethyl-biphenyl-2-carboxylic acid-piperidin-4-yl-amide;4'-trifluoromethyl-biphenyl-2-carboxylic acid-piperidin-4-ylamide;n-4-piperidinyl-4'-(trifluoromethyl)-[1,1'-biphenyl]-2-carboxamide

Chemical Property of N-(Piperidin-4-yl)-4'-(trifluoromethyl)biphenyl-2-carboxamide

Chemical Property:

• PSA: 41.13000
• LogP: 4.57390
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 348.14494772
• Heavy Atom Count: 25
• Complexity: 440

Purity/Quality:

99% ^*data from raw suppliers

N-(Piperidin-4-yl)-4''-(trifluoromethyl)-biphenyl-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CNCCC1NC(=O)C2=CC=CC=C2C3=CC=C(C=C3)C(F)(F)F
• Uses: N-(Piperidin-4-yl)-4''-(trifluoromethyl)-biphenyl-2-carboxamide is a reagent used in the preparation of lomitapide mesylate crystal forms. Lomitapide mesylate is a microsomal triglyceride transfer protein inhibitor which can lower the level of low density lipoprotein cholesterol in plasma. Lomitapide (L469435) metabolite.

Technology Process of N-(Piperidin-4-yl)-4'-(trifluoromethyl)biphenyl-2-carboxamide

There total 7 articles about N-(Piperidin-4-yl)-4'-(trifluoromethyl)biphenyl-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: 95.0%

N-(1-benzylpiperidin-4-yl)-4'-(trifluoromethyl)-[1,1'-biphenyl]-2-carboxamide (182439-40-3) → N-(1-piperidin-4-yl)-4'-(trifluoromethyl)-[1,1'-biphenyl]-2-carboxamide (182439-41-4)

Guidance literature:

With palladium 10% on activated carbon; ammonium formate; In methanol; at 20 ℃; Reagent/catalyst; Temperature; Reflux;

Reference yield:

N-(1-tert-butoxycarbonylpiperidin-4-yl)-4'-(trifluoromethyl)-[1,1'-biphenyl]-2-carboxamide → N-(1-piperidin-4-yl)-4'-(trifluoromethyl)-[1,1'-biphenyl]-2-carboxamide (182439-41-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

4'-(trifluoromethyl)-2-biphenylcarboxylic acid (84392-17-6) → N-(1-piperidin-4-yl)-4'-(trifluoromethyl)-[1,1'-biphenyl]-2-carboxamide (182439-41-4)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 10 h / 25 - 30 °C

2: ammonium formate; palladium 10% on activated carbon / methanol / 20 °C / Reflux

With palladium 10% on activated carbon; ammonium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

N-(1-benzylpiperidin-4-yl)-4'-(trifluoromethyl)-[1,1'-biphenyl]-2-carboxamide

4'-(trifluoromethyl)-2-biphenylcarboxylic acid

4-amino-1-benzylpiperidine

2-Iodobenzoic acid

Downstream raw materials:

N-(2,2,2-trifluoroethyl)-9-[4-[4-[[[4’-(trifluoromethyl)[1,1‘-biphenyl]-2-yl]carbonyl]amino]-1-piperidinyl]butyl]-9H-fluorene-9-carboxamide methanesulfonate

9-[4-[4-[[[4'-(trifluoromethyl)[1,1'-biphenyl]-2-yl]carbonyl]amino]-1-piperidinyl]butyl]-N-(2,2,2-trifluoroethyl)-9H-fluorene-9-carboxamide

[4-(4'-trifluoromethylbiphenyl-2-carbonylamino)piperidin-1-yl]acetic acid ethyl ester

Refernces

• 1、 -. "AMORPHOUS FORM OF LOMITAPIDE MESYLATE". Paragraph 0126. . Retrieved 2016/05/02.
• 2、 -. "ESTER COMPOUND AND MEDICINAL USE THEREOF". Page 178. . Retrieved 2008/06/13.