6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-isoquinolinecarboxylic acid

Base Information

Chemical Name:6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-isoquinolinecarboxylic acid
CAS No.:1020576-43-5
Molecular Formula:C₂₉H₂₂Cl₂N₂O₄
Molecular Weight:533.411
Hs Code.:

Synonyms:6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-isoquinolinecarboxylic acid

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Chemical Property of 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-isoquinolinecarboxylic acid

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Technology Process of 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-isoquinolinecarboxylic acid

There total 5 articles about 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-isoquinolinecarboxylic acid 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: 48.0%

: 1020576-77-5
ethyl 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-isoquinolinecarboxylate

: 1020576-43-5
6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-isoquinolinecarboxylic acid

Guidance literature:: ethyl 6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-isoquinolinecarboxylate; With methanol; sodium hydroxide; water; In tetrahydrofuran; at 90 ℃; for 0.166667h; Microwave irradiation;

With hydrogenchloride; water; In tetrahydrofuran; methanol;

Reference yield:

: 947330-91-8
N-[2-(3-bromophenyl)ethyl]benzenesulfonamide

: 1020576-43-5
6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-isoquinolinecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: tin(IV) chloride / dichloromethane; 1,2-dichloro-ethane / 3 h / Inert atmosphere; Reflux

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 18 h / 20 °C / Inert atmosphere

3: potassium phosphate; palladium diacetate; triphenylphosphine / 1,4-dioxane; water / 67 h / 60 °C

4: sodium hydroxide / tetrahydrofuran; methanol / 0.17 h / 90 °C / Microwave irradiation

With potassium phosphate; palladium diacetate; tin(IV) chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; toluene; 1: Friedel Crafts alkylation / 3: Suzuki coupling;
DOI:10.1016/j.bmcl.2010.12.089

Reference yield:

: 1020576-56-0
ethyl 6-bromo-2-(phenylsulfonyl)-1,2,3,4-tetrahydro-1-isoquinolinecarboxylate

: 1020576-43-5
6-[4-({[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methyl}oxy)phenyl]-1-isoquinolinecarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 18 h / 20 °C / Inert atmosphere

2: potassium phosphate; palladium diacetate; triphenylphosphine / 1,4-dioxane; water / 67 h / 60 °C

3: sodium hydroxide / tetrahydrofuran; methanol / 0.17 h / 90 °C / Microwave irradiation

With potassium phosphate; palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; toluene; 2: Suzuki coupling;
DOI:10.1016/j.bmcl.2010.12.089