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

Base Information

Chemical Name: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
CAS No.:1449748-86-0
Molecular Formula:C₃₈H₃₇ClN₄O₄SSi
Molecular Weight:709.341
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 8 articles about 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 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: 27.0%

: 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

: 74-89-5
methylamine

: 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:: In tetrahydrofuran; water;
DOI:10.1016/j.tet.2013.07.033

Reference yield:

: 1449748-83-7
6-[2-(6-chloroquinolin-2-yl)thiazol-4-yl]-5-methoxy-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]-4H-pyran-4-one

: 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: hydrogenchloride / methanol / 0.67 h / 20 °C / Inert atmosphere

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

3: water; tetrahydrofuran

With hydrogenchloride; sodium cyanide; manganese dioxide; In tetrahydrofuran; methanol; ethanol; water;
DOI:10.1016/j.tet.2013.07.033

Reference yield:

: 1449748-87-1
6-bromo-5-hydroxy-2-[(tetrahydro-2H-pyran-2-yloxy)methyl]-4H-pyran-4-one

: 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 4 steps

1: potassium hydroxide / dimethyl sulfoxide / 10 h / 20 °C

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

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

4: water; tetrahydrofuran

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