1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(4-methyl-3-(3-oxo-1,3-dihydroisobenzofuran-5-yl)phenyl)cyclopropanecarboxamide

Base Information

• Chemical Name: 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(4-methyl-3-(3-oxo-1,3-dihydroisobenzofuran-5-yl)phenyl)cyclopropanecarboxamide
• CAS No.: 1000692-94-3
• Molecular Formula: C₂₆H₁₉F₂NO₅
• Molecular Weight: 463.437
• Mol file: 1000692-94-3.mol

Synonyms:1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(4-methyl-3-(3-oxo-1,3-dihydroisobenzofuran-5-yl)phenyl)cyclopropanecarboxamide

Chemical Property of 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(4-methyl-3-(3-oxo-1,3-dihydroisobenzofuran-5-yl)phenyl)cyclopropanecarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(4-methyl-3-(3-oxo-1,3-dihydroisobenzofuran-5-yl)phenyl)cyclopropanecarboxamide

There total 4 articles about 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(4-methyl-3-(3-oxo-1,3-dihydroisobenzofuran-5-yl)phenyl)cyclopropanecarboxamide 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:

6-bromophthalide (19477-73-7) + 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropanecarboxamide (1000693-05-9) → 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(4-methyl-3-(3-oxo-1,3-dihydroisobenzofuran-5-yl)phenyl)cyclopropanecarboxamide (1000692-94-3) + 5'-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarboxamido)-4-(hydroxymethyl)-2'-methylbiphenyl-3-carboxylic acid (1000692-95-4)

Guidance literature:

With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In N,N-dimethyl-formamide; at 80 ℃;

Reference yield:

2-benzofuran-1(3H)-one (87-41-2) → 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(4-methyl-3-(3-oxo-1,3-dihydroisobenzofuran-5-yl)phenyl)cyclopropanecarboxamide (1000692-94-3) + 5'-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarboxamido)-4-(hydroxymethyl)-2'-methylbiphenyl-3-carboxylic acid (1000692-95-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid; potassium nitrate / 1 h / 0 - 20 °C

2.1: hydrogenchloride; tin(II) chloride dihdyrate / water / 4 h / Reflux

3.1: sodium nitrite; hydrogen bromide / water / 0.33 h / 0 °C

3.2: 0.33 h / Cooling with ice

4.1: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 80 °C / Inert atmosphere

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tin(II) chloride dihdyrate; sulfuric acid; hydrogen bromide; potassium carbonate; potassium nitrate; sodium nitrite; In water; N,N-dimethyl-formamide;

Reference yield:

6-nitrophthalide (610-93-5) → 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(4-methyl-3-(3-oxo-1,3-dihydroisobenzofuran-5-yl)phenyl)cyclopropanecarboxamide (1000692-94-3) + 5'-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarboxamido)-4-(hydroxymethyl)-2'-methylbiphenyl-3-carboxylic acid (1000692-95-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride; tin(II) chloride dihdyrate / water / 4 h / Reflux

2.1: sodium nitrite; hydrogen bromide / water / 0.33 h / 0 °C

2.2: 0.33 h / Cooling with ice

3.1: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 80 °C / Inert atmosphere

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tin(II) chloride dihdyrate; hydrogen bromide; potassium carbonate; sodium nitrite; In water; N,N-dimethyl-formamide;

upstream raw materials:

6-bromophthalide

1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropanecarboxamide

2-benzofuran-1(3H)-one

6-nitrophthalide