N-(6-(5-(4-methoxyphenylsulfonamido)-6-methylpyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

Base Information

Chemical Name:N-(6-(5-(4-methoxyphenylsulfonamido)-6-methylpyridin-3-yl)benzo[d]thiazol-2-yl)acetamide
CAS No.:1112980-38-7
Molecular Formula:C₂₂H₂₀N₄O₄S₂
Molecular Weight:468.557
Hs Code.:

Synonyms:N-(6-(5-(4-methoxyphenylsulfonamido)-6-methylpyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

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Chemical Property of N-(6-(5-(4-methoxyphenylsulfonamido)-6-methylpyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

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Technology Process of N-(6-(5-(4-methoxyphenylsulfonamido)-6-methylpyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

There total 8 articles about N-(6-(5-(4-methoxyphenylsulfonamido)-6-methylpyridin-3-yl)benzo[d]thiazol-2-yl)acetamide 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: 53.0%

: 1112980-65-0
N-(6-(5-amino-6-methylpyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

: 98-68-0
4-methoxy-phenyl-sulphonyl chloride

: 1112980-38-7
N-(6-(5-(4-methoxyphenylsulfonamido)-6-methylpyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

Guidance literature:: With pyridine; dmap; In tetrahydrofuran; at 65 ℃; for 6h; Inert atmosphere;
DOI:10.1021/jm1014605

Reference yield:

: 67443-38-3
5-bromo-2-chloro-3-nitropyridine

: 1112980-38-7
N-(6-(5-(4-methoxyphenylsulfonamido)-6-methylpyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydride / N,N-dimethyl-formamide / 40 °C / Inert atmosphere

2: hydrogenchloride / water / 110 °C / Inert atmosphere

3: water; iron; acetic acid / 1.25 h / 20 °C / Inert atmosphere; Cooling

4: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / 1,2-dimethoxyethane; water / 1.33 h / 100 °C / Inert atmosphere

5: pyridine; dmap / tetrahydrofuran / 6 h / 65 °C / Inert atmosphere

With pyridine; hydrogenchloride; dmap; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; iron; sodium hydride; potassium carbonate; acetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 4: Suzuki coupling;
DOI:10.1021/jm1014605

Reference yield:

: 15864-32-1
2-amino-6-bromobenzothiazole

: 1112980-38-7
N-(6-(5-(4-methoxyphenylsulfonamido)-6-methylpyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: dmap / dichloromethane / 0 - 20 °C / Cooling with ice; Inert atmosphere

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / dimethyl sulfoxide / 2.33 h / Inert atmosphere; Heating

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / 1,2-dimethoxyethane; water / 1.33 h / 100 °C / Inert atmosphere

4: pyridine; dmap / tetrahydrofuran / 6 h / 65 °C / Inert atmosphere

With pyridine; dmap; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; potassium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; dimethyl sulfoxide; 3: Suzuki coupling;
DOI:10.1021/jm1014605