N₄-(2-(benzyloxy)-5-nitrophenyl)-5-fluoro-N₂-(4-(2-methoxyethoxyl)phenyl)pyrimidine-2,4-diamine

Base Information

• Chemical Name: N₄-(2-(benzyloxy)-5-nitrophenyl)-5-fluoro-N₂-(4-(2-methoxyethoxyl)phenyl)pyrimidine-2,4-diamine
• CAS No.: 1616380-79-0
• Molecular Formula: C₂₆H₂₄FN₅O₅
• Molecular Weight: 505.505

Synonyms:N₄-(2-(benzyloxy)-5-nitrophenyl)-5-fluoro-N₂-(4-(2-methoxyethoxyl)phenyl)pyrimidine-2,4-diamine

Chemical Property of N₄-(2-(benzyloxy)-5-nitrophenyl)-5-fluoro-N₂-(4-(2-methoxyethoxyl)phenyl)pyrimidine-2,4-diamine

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Technology Process of N₄-(2-(benzyloxy)-5-nitrophenyl)-5-fluoro-N₂-(4-(2-methoxyethoxyl)phenyl)pyrimidine-2,4-diamine

There total 5 articles about N₄-(2-(benzyloxy)-5-nitrophenyl)-5-fluoro-N₂-(4-(2-methoxyethoxyl)phenyl)pyrimidine-2,4-diamine 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:

N-(2-(benzyloxy)-5-nitrophenyl)-2-chloro-5-fluoropyrimidin-4-amine (1616380-77-8) + 4-(2-methoxyethoxy)aniline (33311-29-4) → N4-(2-(benzyloxy)-5-nitrophenyl)-5-fluoro-N2-(4-(2-methoxyethoxyl)phenyl)pyrimidine-2,4-diamine (1616380-79-0)

Guidance literature:

N-(2-(benzyloxy)-5-nitrophenyl)-2-chloro-5-fluoropyrimidin-4-amine; 4-(2-methoxyethoxy)aniline; With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; for 0.5h; Inert atmosphere;

With palladium diacetate; In 1,4-dioxane; at 80 ℃; for 4h; Inert atmosphere;

Reference yield:

2-hydroxy-5-nitroaniline (99-57-0) → N4-(2-(benzyloxy)-5-nitrophenyl)-5-fluoro-N2-(4-(2-methoxyethoxyl)phenyl)pyrimidine-2,4-diamine (1616380-79-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: triethylamine / tetrahydrofuran / 1.5 h / 20 °C

2.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 0.75 h / 0 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 24 h / 120 °C

5.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 0.5 h / Inert atmosphere

5.2: 4 h / 80 °C / Inert atmosphere

With caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; butan-1-ol;

Reference yield:

tert-butyl (2-hydroxy-5-nitrophenyl)carbamate (1141925-05-4) → N4-(2-(benzyloxy)-5-nitrophenyl)-5-fluoro-N2-(4-(2-methoxyethoxyl)phenyl)pyrimidine-2,4-diamine (1616380-79-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 0.75 h / 0 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 24 h / 120 °C

4.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 0.5 h / Inert atmosphere

4.2: 4 h / 80 °C / Inert atmosphere

With caesium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; diethylazodicarboxylate; In 1,4-dioxane; dichloromethane; butan-1-ol;

upstream raw materials:

N-(2-(benzyloxy)-5-nitrophenyl)-2-chloro-5-fluoropyrimidin-4-amine

4-(2-methoxyethoxy)aniline

2-hydroxy-5-nitroaniline

tert-butyl (2-hydroxy-5-nitrophenyl)carbamate

Downstream raw materials:

N-(3-((5-fluoro-2-((4-(2-methoxyethoxyl)phenyl)amino)pyrimidin-4-yl)amino)-4-hydroxyphenyl)acrylamide

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