trans-4-{4-[3-(4-chloro-3-trifluoromethylphenyl)ureido]cyclohexyloxy}pyridine-2-carboxylic acid dimethylamide

Base Information

• Chemical Name: trans-4-{4-[3-(4-chloro-3-trifluoromethylphenyl)ureido]cyclohexyloxy}pyridine-2-carboxylic acid dimethylamide
• CAS No.: 1443543-97-2
• Molecular Formula: C₂₂H₂₄ClF₃N₄O₃
• Molecular Weight: 484.906
• Mol file: 1443543-97-2.mol

Synonyms:trans-4-{4-[3-(4-chloro-3-trifluoromethylphenyl)ureido]cyclohexyloxy}pyridine-2-carboxylic acid dimethylamide

Chemical Property of trans-4-{4-[3-(4-chloro-3-trifluoromethylphenyl)ureido]cyclohexyloxy}pyridine-2-carboxylic acid dimethylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-4-{4-[3-(4-chloro-3-trifluoromethylphenyl)ureido]cyclohexyloxy}pyridine-2-carboxylic acid dimethylamide

There total 10 articles about trans-4-{4-[3-(4-chloro-3-trifluoromethylphenyl)ureido]cyclohexyloxy}pyridine-2-carboxylic acid dimethylamide 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:

C2HF3O2*C20H19ClF3N3O4 (1394011-89-2) + N,N-dimethylammonium chloride (506-59-2) → trans-4-{4-[3-(4-chloro-3-trifluoromethylphenyl)ureido]cyclohexyloxy}pyridine-2-carboxylic acid dimethylamide (1443543-97-2)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2013.05.011

Reference yield:

tert-butyl 4-chloropyridine-2-carboxylate (220000-86-2) → trans-4-{4-[3-(4-chloro-3-trifluoromethylphenyl)ureido]cyclohexyloxy}pyridine-2-carboxylic acid dimethylamide (1443543-97-2)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: dichloromethane / 6 h / 20 °C / Inert atmosphere

3: triethylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

With potassium tert-butylate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2013.05.011

Reference yield:

2-Picolinic acid (98-98-6) → trans-4-{4-[3-(4-chloro-3-trifluoromethylphenyl)ureido]cyclohexyloxy}pyridine-2-carboxylic acid dimethylamide (1443543-97-2)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium bromide; thionyl chloride / 90 °C / Inert atmosphere

2: pyridine / 1,2-dichloro-ethane / 24 h / 0 - 50 °C / Inert atmosphere

3: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4: dichloromethane / 6 h / 20 °C / Inert atmosphere

5: triethylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

With pyridine; thionyl chloride; potassium tert-butylate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; sodium bromide; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2013.05.011

upstream raw materials:

trans-1-(4-hydroxycyclohexyl)-3-(4-trifluoromethoxyphenyl)urea

tert-butyl 4-chloropyridine-2-carboxylate

trans-1-(4-chloro-3-trifluoromethylphenyl)-3-(4-hydroxycyclohexyl)urea

2-Picolinic acid