2H-Pyran-4-carboxamide, 4-(3-fluoro-5-((4-(2-methyl-1H-imidazol-1-yl)phenyl)methoxy)phenyl)tetrahydro-

Base Information

• Chemical Name: 2H-Pyran-4-carboxamide, 4-(3-fluoro-5-((4-(2-methyl-1H-imidazol-1-yl)phenyl)methoxy)phenyl)tetrahydro-
• CAS No.: 179420-14-5
• Molecular Formula: C23H24FN3O3
• Molecular Weight: 409.46
• UNII: L3R3V6CK0F
• Nikkaji Number: J1.826.273H
• Wikidata: Q27282666
• Pharos Ligand ID: 5MTRU1GQ1NZH
• ChEMBL ID: CHEMBL163870
• Mol file: 179420-14-5.mol

Synonyms:4-(5-fluoro-3-(4-(2-methyl-1H-imidazol-1-yl)benzyloxy)phenyl)-3,4,5,6-tetrahydro-2H-pyran-4-carboxamide;CJ 13,454;CJ 13454;CJ-13,454;CJ-13454;CJ13,454;CJ13454

Chemical Property of 2H-Pyran-4-carboxamide, 4-(3-fluoro-5-((4-(2-methyl-1H-imidazol-1-yl)phenyl)methoxy)phenyl)tetrahydro-

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 409.18016980
• Heavy Atom Count: 30
• Complexity: 578

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=CN1C2=CC=C(C=C2)COC3=CC(=CC(=C3)C4(CCOCC4)C(=O)N)F

Technology Process of 2H-Pyran-4-carboxamide, 4-(3-fluoro-5-((4-(2-methyl-1H-imidazol-1-yl)phenyl)methoxy)phenyl)tetrahydro-

There total 12 articles about 2H-Pyran-4-carboxamide, 4-(3-fluoro-5-((4-(2-methyl-1H-imidazol-1-yl)phenyl)methoxy)phenyl)tetrahydro- 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: 54.0%

oxalyl dichloride (79-37-8) + 4-[5-fluoro-3-[4-(2-methylimidazol-1-yl)benzyloxy]phenyl]-3,4,5,6-tetrahydro-2H-pyran-4-carboxylic acid (179420-13-4) → 4-(3-fluoro-5-{[4-(2-methyl-1H-imidazol-1-yl)benzyl]oxy}phenyl)tetrahydro-2H-pyran-4-carboxamide (179420-14-5)

Guidance literature:

With ammonium hydroxide; In dichloromethane;

Reference yield:

4-{3-fluoro-5-[4-(2-methyl-imidazol-1-yl)-benzyloxy]-phenyl}-tetrahydro-pyran-4-carbonyl chloride → 4-(3-fluoro-5-{[4-(2-methyl-1H-imidazol-1-yl)benzyl]oxy}phenyl)tetrahydro-2H-pyran-4-carboxamide (179420-14-5)

Guidance literature:

With ammonium hydroxide; at 20 ℃; for 1.16667h;

DOI:10.1021/jm0303554

Reference yield:

4-[5-fluoro-3-[4-(2-methylimidazol-1-yl)benzyloxy]phenyl]-3,4,5,6-tetrahydro-2H-pyran-4-carboxylic acid (179420-13-4) → 4-(3-fluoro-5-{[4-(2-methyl-1H-imidazol-1-yl)benzyl]oxy}phenyl)tetrahydro-2H-pyran-4-carboxamide (179420-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: (COCl)2 / CH₂Cl₂ / 0 - 20 °C

2: NH₃ / CH₂Cl₂ / 20 °C

With oxalyl dichloride; ammonia; In dichloromethane;

DOI:10.1055/s-2004-831227

upstream raw materials:

5-benzyloxy-3-fluorophenyl bromide

2-(3,5-difluorophenyl)acetonitrile

4-(2-Methyl-1H-imidazol-1-yl)benzenemethanol

1-(4-Chloromethylphenyl)-2-methyl-1H-imidazole