N-[3,5-bis(trifluoromethyl)benzyl]-2-chloro-N-(3-hydroxypropyl)-4-iodonicotinamide

Base Information

• Chemical Name: N-[3,5-bis(trifluoromethyl)benzyl]-2-chloro-N-(3-hydroxypropyl)-4-iodonicotinamide
• CAS No.: 544671-79-6
• Molecular Formula: C18H14ClF6IN2O2
• Molecular Weight: 566.669
• DSSTox Substance ID: DTXSID701113776
• Mol file: 544671-79-6.mol

Synonyms:N-[3,5-bis(trifluoromethyl)benzyl]-2-chloro-N-(3-hydroxypropyl)-4-iodonicotinamide;SCHEMBL5528489;DTXSID701113776;544671-79-6;N-[[3,5-Bis(trifluoromethyl)phenyl]methyl]-2-chloro-N-(3-hydroxypropyl)-4-iodo-3-pyridinecarboxamide

Chemical Property of N-[3,5-bis(trifluoromethyl)benzyl]-2-chloro-N-(3-hydroxypropyl)-4-iodonicotinamide

Chemical Property:

• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 565.96927
• Heavy Atom Count: 30
• Complexity: 558

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CN=C(C(=C1I)C(=O)N(CCCO)CC2=CC(=CC(=C2)C(F)(F)F)C(F)(F)F)Cl

Technology Process of N-[3,5-bis(trifluoromethyl)benzyl]-2-chloro-N-(3-hydroxypropyl)-4-iodonicotinamide

There total 5 articles about N-[3,5-bis(trifluoromethyl)benzyl]-2-chloro-N-(3-hydroxypropyl)-4-iodonicotinamide 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: 92.0%

2-chloro-4-iodo-nicotinoyl chloride + N-[3,5-bis (trifluoromethyl)-benzyl]-N-(3-hydroxypropyl)amine (183551-10-2) → N-[3,5-bis(trifluoromethyl)benzyl]-2-chloro-N-(3-hydroxypropyl)-4-iodo-3-pyridinecarboxamide (544671-79-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.bmc.2005.06.015

Reference yield: 92.0%

2-chloro-4-iodo-3-pyridinecarboxylic acid (544671-78-5) + N-[3,5-bis (trifluoromethyl)-benzyl]-N-(3-hydroxypropyl)amine (183551-10-2) → N-[3,5-bis(trifluoromethyl)benzyl]-2-chloro-N-(3-hydroxypropyl)-4-iodo-3-pyridinecarboxamide (544671-79-6)

Guidance literature:

2-chloro-4-iodo-3-pyridinecarboxylic acid; With thionyl chloride; N,N-dimethyl-formamide; at 100 ℃; for 3h;

N-[3,5-bis (trifluoromethyl)-benzyl]-N-(3-hydroxypropyl)amine; With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 3h;

Reference yield:

2-chloro-4-iodo-3-pyridinecarboxylic acid (544671-78-5) → N-[3,5-bis(trifluoromethyl)benzyl]-2-chloro-N-(3-hydroxypropyl)-4-iodo-3-pyridinecarboxamide (544671-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / dimethylformamide / 2 h / Heating

2: 92 percent / triethylamine / tetrahydrofuran / 3 h / 0 - 20 °C

With thionyl chloride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.06.015

upstream raw materials:

N-[3,5-bis (trifluoromethyl)-benzyl]-N-(3-hydroxypropyl)amine

2-chloro-3-iodopyridine

2-chloro-4-iodo-3-pyridinecarboxylic acid

2-chloro-4-iodopyridine

Downstream raw materials:

5-[3,5-bis(trifluoromethyl)benzyl]-7-chloro-3,4,5,6-tetrahydro-2H-pyrido[4,3-b]-1,5-oxazocin-6-one

5-[3,5-bis(trifluoromethyl)benzyl]-7-iodo-3,4,5,6-tetrahydro-2H-pyrido[2,3-b]-1,5-oxazocin-6-one

5-[3,5-bis(trifluoromethyl)benzyl]-7-phenyl-2,3,4,5-tetrahydro-6H-pyrido[2,3-b][1,5]oxazocin-6-one

5-[3,5-bis(trifluoromethyl)benzyl]-7-(2-methylphenyl)-3,4,5,6-tetrahydro-2H-pyrido[2,3-b]-1,5-oxazocin-6-one