methyl 3-(5-chloropyridin-2-yl)-5-isopropenylbenzoate

Base Information

• Chemical Name: methyl 3-(5-chloropyridin-2-yl)-5-isopropenylbenzoate
• CAS No.: 1150263-45-8
• Molecular Formula: C₁₆H₁₄ClNO₂
• Molecular Weight: 287.746
• Mol file: 1150263-45-8.mol

Synonyms:methyl 3-(5-chloropyridin-2-yl)-5-isopropenylbenzoate

Chemical Property of methyl 3-(5-chloropyridin-2-yl)-5-isopropenylbenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(5-chloropyridin-2-yl)-5-isopropenylbenzoate

There total 4 articles about methyl 3-(5-chloropyridin-2-yl)-5-isopropenylbenzoate 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: 86.0%

3-bromo-5-(5-chloro-pyridin-2-yl)-benzoic acid methyl ester (1150263-42-5) + 2-isopropenyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (126726-62-3) → methyl 3-(5-chloropyridin-2-yl)-5-isopropenylbenzoate (1150263-45-8)

Guidance literature:

With trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; diisopropylamine; In water; N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1016/j.bmcl.2018.02.039

Reference yield:

methyl 3-bromo-5-iodobenzoate (188813-07-2) → methyl 3-(5-chloropyridin-2-yl)-5-isopropenylbenzoate (1150263-45-8)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate; copper(l) chloride; palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 80 °C

2: palladium diacetate; trisodium tris(3-sulfophenyl)phosphine; diisopropylamine / N,N-dimethyl-formamide; water / 80 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; caesium carbonate; diisopropylamine; copper(l) chloride; In water; N,N-dimethyl-formamide; 1: |Suzuki Coupling;

DOI:10.1016/j.bmcl.2018.02.039

Reference yield:

methyl 3-bromo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (1025718-78-8) → methyl 3-(5-chloropyridin-2-yl)-5-isopropenylbenzoate (1150263-45-8)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; trisodium tris(3-sulfophenyl)phosphine; diisopropylamine / N,N-dimethyl-formamide; water / 80 °C

2: palladium diacetate; trisodium tris(3-sulfophenyl)phosphine; diisopropylamine / N,N-dimethyl-formamide; water / 80 °C

With trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; diisopropylamine; In water; N,N-dimethyl-formamide; 1: |Suzuki Coupling;

DOI:10.1016/j.bmcl.2018.02.039

upstream raw materials:

3-bromo-5-(5-chloro-pyridin-2-yl)-benzoic acid methyl ester

2-isopropenyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

methyl 3-bromo-5-iodobenzoate

methyl 3-bromo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Downstream raw materials:

3-(5-chloropyridin-2-yl)-5-isopropenylbenzoic acid

3-(5-chloropyridin-2-yl)-5-(1-hydroxy-1-methylethyl)benzoic acid