2-((benzyloxycarbonyl)amino)-N-(6-chloro-3-(3-chlorobenzoyl)pyridin-2-yl)acetamide

Base Information

• Chemical Name: 2-((benzyloxycarbonyl)amino)-N-(6-chloro-3-(3-chlorobenzoyl)pyridin-2-yl)acetamide
• CAS No.: 1360113-71-8
• Molecular Formula: C₂₂H₁₇Cl₂N₃O₄
• Molecular Weight: 458.301

Synonyms:2-((benzyloxycarbonyl)amino)-N-(6-chloro-3-(3-chlorobenzoyl)pyridin-2-yl)acetamide

Chemical Property of 2-((benzyloxycarbonyl)amino)-N-(6-chloro-3-(3-chlorobenzoyl)pyridin-2-yl)acetamide

Chemical Property:

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Technology Process of 2-((benzyloxycarbonyl)amino)-N-(6-chloro-3-(3-chlorobenzoyl)pyridin-2-yl)acetamide

There total 3 articles about 2-((benzyloxycarbonyl)amino)-N-(6-chloro-3-(3-chlorobenzoyl)pyridin-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: 50.0%

3-(3-chloro-benzoyl)-2,6-dichloropyridine (337358-76-6) + N-(carbobenzyloxy)glycinamide (949-90-6) → 2-((benzyloxycarbonyl)amino)-N-(6-chloro-3-(3-chlorobenzoyl)pyridin-2-yl)acetamide (1360113-71-8)

Guidance literature:

With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.12.045

Reference yield:

2,6-dichloropyridine (2402-78-0) → 2-((benzyloxycarbonyl)amino)-N-(6-chloro-3-(3-chlorobenzoyl)pyridin-2-yl)acetamide (1360113-71-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium; diethylamine / tetrahydrofuran; hexane / 1.5 h / -80 °C / Inert atmosphere

1.2: 16 h / -78 - 20 °C / Inert atmosphere

2.1: chromium(VI) oxide / acetone / 0.5 h / 0 - 20 °C

3.1: palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

With chromium(VI) oxide; n-butyllithium; palladium diacetate; caesium carbonate; diethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; hexane; acetone; 3.1: Buchwald reaction;

DOI:10.1016/j.tetlet.2011.12.045

Reference yield:

m-Chlorobenzaldehyde (587-04-2) → 2-((benzyloxycarbonyl)amino)-N-(6-chloro-3-(3-chlorobenzoyl)pyridin-2-yl)acetamide (1360113-71-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium; diethylamine / tetrahydrofuran; hexane / 1.5 h / -80 °C / Inert atmosphere

1.2: 16 h / -78 - 20 °C / Inert atmosphere

2.1: chromium(VI) oxide / acetone / 0.5 h / 0 - 20 °C

3.1: palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

With chromium(VI) oxide; n-butyllithium; palladium diacetate; caesium carbonate; diethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; hexane; acetone; 3.1: Buchwald reaction;

DOI:10.1016/j.tetlet.2011.12.045

upstream raw materials:

2,6-dichloropyridine

3-(3-chloro-benzoyl)-2,6-dichloropyridine

N-(carbobenzyloxy)glycinamide

m-Chlorobenzaldehyde

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