4-benzyloxy-N-[3,5-difluorobiphenyl-4-yl]-1,2,5-oxadiazole-3-carboxamide

Base Information

• Chemical Name: 4-benzyloxy-N-[3,5-difluorobiphenyl-4-yl]-1,2,5-oxadiazole-3-carboxamide
• CAS No.: 1364791-78-5
• Molecular Formula: C₂₂H₁₅F₂N₃O₃
• Molecular Weight: 407.376

Synonyms:4-benzyloxy-N-[3,5-difluorobiphenyl-4-yl]-1,2,5-oxadiazole-3-carboxamide

Chemical Property of 4-benzyloxy-N-[3,5-difluorobiphenyl-4-yl]-1,2,5-oxadiazole-3-carboxamide

Chemical Property:

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Technology Process of 4-benzyloxy-N-[3,5-difluorobiphenyl-4-yl]-1,2,5-oxadiazole-3-carboxamide

There total 2 articles about 4-benzyloxy-N-[3,5-difluorobiphenyl-4-yl]-1,2,5-oxadiazole-3-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: 62.0%

3,5-difluoro-[1,1'-biphenyl]-4-amine (1208083-15-1) + 4-benzyloxy-1,2,5-oxadiazole-3-carbonyl chloride (1364791-72-9) → 4-benzyloxy-N-[3,5-difluorobiphenyl-4-yl]-1,2,5-oxadiazole-3-carboxamide (1364791-78-5)

Guidance literature:

With pyridine; In dichloromethane; Inert atmosphere;

DOI:10.1016/j.ejmech.2011.12.038

Reference yield:

4-(benzyloxy)-1,2,5-oxadiazole-3-carboxylic acid (1226869-66-4) → 4-benzyloxy-N-[3,5-difluorobiphenyl-4-yl]-1,2,5-oxadiazole-3-carboxamide (1364791-78-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride; N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

2: pyridine / dichloromethane / Inert atmosphere

With pyridine; thionyl chloride; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1016/j.ejmech.2011.12.038

Reference yield: 65.0%

4-benzyloxy-N-[3,5-difluorobiphenyl-4-yl]-1,2,5-oxadiazole-3-carboxamide (1364791-78-5) → 4-hydroxy-N-[3,5-difluorobiphenyl-4-yl]-1,2,5-oxadiazole-3-carboxamide (1364791-92-3)

Guidance literature:

With palladium on activated charcoal; hydrogen; In tetrahydrofuran;

DOI:10.1016/j.ejmech.2011.12.038

upstream raw materials:

4-(benzyloxy)-1,2,5-oxadiazole-3-carboxylic acid

3,5-difluoro-[1,1'-biphenyl]-4-amine

4-benzyloxy-1,2,5-oxadiazole-3-carbonyl chloride

Downstream raw materials:

4-hydroxy-N-[3,5-difluorobiphenyl-4-yl]-1,2,5-oxadiazole-3-carboxamide

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