2-(6-chloroquinolin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole

Base Information

Chemical Name:2-(6-chloroquinolin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole
CAS No.:1449748-82-6
Molecular Formula:C₁₈H₁₈BClN₂O₂S
Molecular Weight:372.683
Hs Code.:

Synonyms:2-(6-chloroquinolin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole

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Chemical Property of 2-(6-chloroquinolin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole

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Technology Process of 2-(6-chloroquinolin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole

There total 1 articles about 2-(6-chloroquinolin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole 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: 87.0%

: nonafluorobutanesulfonyl 2-(6-chloroquinolin-2-yl)thiazol-4-ol

: 73183-34-3
bis(pinacol)diborane

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 1449748-82-6
2-(6-chloroquinolin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 80 ℃; for 4h; Overall yield = 700 mg; Inert atmosphere;
DOI:10.1016/j.tet.2013.07.033

Reference yield:

: 1449748-82-6
2-(6-chloroquinolin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole

: 1449748-85-9
N-[2-(tert-butyldiphenylsiloxy)ethyl]-6-[2-(6-chloroquinolin-2-yl)thiazol-4-yl]-5-methoxy-4-oxo-4H-pyran-2-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 3 h / 80 °C / Inert atmosphere

2: sodium cyanide; manganese dioxide / ethanol / 1 h / Reflux

With sodium cyanide; manganese dioxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; ethanol;
DOI:10.1016/j.tet.2013.07.033

Reference yield:

: 1449748-82-6
2-(6-chloroquinolin-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole

: 1449748-86-0
N-[2-(tert-butyldiphenylsilyloxy)ethyl]-6-[2-(6-chloroquinolin-2-yl)thiazol-4-yl]-5-methoxy-1-methyl-4-oxo-1,4-dihydropyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 3 h / 80 °C / Inert atmosphere

2: sodium cyanide; manganese dioxide / ethanol / 1 h / Reflux

3: water; tetrahydrofuran

With sodium cyanide; manganese dioxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In tetrahydrofuran; 1,4-dioxane; ethanol; water;
DOI:10.1016/j.tet.2013.07.033