N₂-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-N₄-ethyl-8-(4-fluorophenyl)-7-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4-diamine

Base Information

• Chemical Name: N₂-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-N₄-ethyl-8-(4-fluorophenyl)-7-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4-diamine
• CAS No.: 1263870-74-1
• Molecular Formula: C₃₃H₃₃ClFN₇O₂
• Molecular Weight: 614.122

Synonyms:N₂-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-N₄-ethyl-8-(4-fluorophenyl)-7-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4-diamine

Chemical Property of N₂-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-N₄-ethyl-8-(4-fluorophenyl)-7-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4-diamine

Chemical Property:

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Technology Process of N₂-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-N₄-ethyl-8-(4-fluorophenyl)-7-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4-diamine

There total 11 articles about N₂-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-N₄-ethyl-8-(4-fluorophenyl)-7-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[3,4-d]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: 58.0%

4-(4-chloro-1H-imidazol-1-yl)-3-methoxybenzenamine (1235491-93-6) + 2-chloro-N-ethyl-8-(4-fluorophenyl)-7-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine (1263870-70-7) → N2-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-N4-ethyl-8-(4-fluorophenyl)-7-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4-diamine (1263870-74-1)

Guidance literature:

With sodium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; water; at 110 ℃; for 24h; Inert atmosphere;

Reference yield:

ethyl 2-amino-2-(4-fluorophenyl)acetate (366018-91-9) → N2-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-N4-ethyl-8-(4-fluorophenyl)-7-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4-diamine (1263870-74-1)

Guidance literature:

Multi-step reaction with 7 steps

1: caesium carbonate / N,N-dimethyl-formamide / 18 h / 70 °C

2: potassium carbonate / acetone / 18 h / 70 °C

3: potassium tert-butylate / tetrahydrofuran / 3 h / 20 °C

4: potassium tert-butylate / ethanol / 18 h / Reflux

5: trichlorophosphate / N,N-dimethyl-formamide / 18 h / 85 °C

6: N-ethyl-N,N-diisopropylamine / methanol / 18 h / 20 °C

7: sodium carbonate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane; water / 24 h / 110 °C / Inert atmosphere

With potassium tert-butylate; sodium carbonate; potassium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; trichlorophosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N-dimethyl-formamide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; N,N-dimethyl-formamide; acetone;

Reference yield:

2-chloro-5-nitroanisole (1009-36-5) → N2-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-N4-ethyl-8-(4-fluorophenyl)-7-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4-diamine (1263870-74-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / dimethyl sulfoxide / 20 h / 80 °C

2.1: iron; acetic acid / ethanol / 0.5 h / 100 °C

2.2: 20 °C / Cooling

3.1: sodium carbonate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane; water / 24 h / 110 °C / Inert atmosphere

With iron; sodium carbonate; acetic acid; potassium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; ethanol; water; dimethyl sulfoxide;

upstream raw materials:

ethyl 2-amino-2-(4-fluorophenyl)acetate

2-chloro-5-nitroanisole

(2RS)-N-(p-fluorophenyl)glycine

4-chloro-1-(2-methoxy-4-nitrophenyl)-1H-imidazole

Downstream raw materials:

N₂-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-N₄-ethyl-8-(4-fluorophenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4-diamine

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