N-(5-(2-amino-4-methylpyrido[2,3-d]pyrimidin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide

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Chemical Name:N-(5-(2-amino-4-methylpyrido[2,3-d]pyrimidin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide
CAS No.:1552301-52-6
Molecular Formula:C₂₀H₁₆F₂N₆O₃S
Molecular Weight:458.448
Hs Code.:

Synonyms:N-(5-(2-amino-4-methylpyrido[2,3-d]pyrimidin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide

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Chemical Property of N-(5-(2-amino-4-methylpyrido[2,3-d]pyrimidin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide

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Technology Process of N-(5-(2-amino-4-methylpyrido[2,3-d]pyrimidin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide

There total 4 articles about N-(5-(2-amino-4-methylpyrido[2,3-d]pyrimidin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide 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: 54.0%

: 1083326-73-1
N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)-2,4-difluorobenzenesulfonamide

: 1552301-50-4
6-bromo-4-methylpyrido[2,3-d]pyrimidin-2-amine

: 1552301-52-6
N-(5-(2-amino-4-methylpyrido[2,3-d]pyrimidin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide

Guidance literature:: With bis(triphenylphosphine)palladium(II) chloride; potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.bmcl.2013.12.112

Reference yield:

: 29241-65-4
5-bromo-2-chloronicotinic acid

: 1552301-52-6
N-(5-(2-amino-4-methylpyrido[2,3-d]pyrimidin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

2: methylmagnesium bromide / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

3: dimethyl amine / 3 h / 135 °C

4: potassium carbonate; bis(triphenylphosphine)palladium(II) chloride / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere

With dmap; bis(triphenylphosphine)palladium(II) chloride; methylmagnesium bromide; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; dimethyl amine; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2013.12.112

Reference yield:

: 885223-63-2
5-bromo-2-chloro-N-methoxy-N-methylnicotinamide

: 1552301-52-6
N-(5-(2-amino-4-methylpyrido[2,3-d]pyrimidin-6-yl)-2-methoxypyridin-3-yl)-2,4-difluorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: methylmagnesium bromide / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

2: dimethyl amine / 3 h / 135 °C

3: potassium carbonate; bis(triphenylphosphine)palladium(II) chloride / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere

With bis(triphenylphosphine)palladium(II) chloride; methylmagnesium bromide; potassium carbonate; In tetrahydrofuran; dimethyl amine; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2013.12.112