N₂-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-4-(3,3-difluoroazetidin-1-yl)-8-(4-fluorophenyl)-6-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine

Base Information

• Chemical Name: N₂-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-4-(3,3-difluoroazetidin-1-yl)-8-(4-fluorophenyl)-6-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine
• CAS No.: 1263870-54-7
• Molecular Formula: C₃₄H₃₁ClF₃N₇O₂
• Molecular Weight: 662.114

Synonyms:N₂-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-4-(3,3-difluoroazetidin-1-yl)-8-(4-fluorophenyl)-6-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine

Chemical Property of N₂-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-4-(3,3-difluoroazetidin-1-yl)-8-(4-fluorophenyl)-6-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine

Chemical Property:

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Technology Process of N₂-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-4-(3,3-difluoroazetidin-1-yl)-8-(4-fluorophenyl)-6-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine

There total 11 articles about N₂-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-4-(3,3-difluoroazetidin-1-yl)-8-(4-fluorophenyl)-6-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine 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: 49.0%

4-(4-chloro-1H-imidazol-1-yl)-3-methoxybenzenamine (1235491-93-6) + 2-chloro-4-(3,3-difluoroazetidin-1-yl)-8-(4-fluorophenyl)-6-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (1263870-48-9) → N2-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-4-(3,3-difluoroazetidin-1-yl)-8-(4-fluorophenyl)-6-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine (1263870-54-7)

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:

4-fluorophenylacetonitrile (459-22-3) → N2-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-4-(3,3-difluoroazetidin-1-yl)-8-(4-fluorophenyl)-6-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine (1263870-54-7)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sodium hydride / tetrahydrofuran / 0.25 h / -10 °C

1.2: -10 - 40 °C

1.3: 0 °C

2.1: sulfuric acid; hydrogen / palladium 10% on activated carbon / acetic acid / 18 h / 20 °C / 3677.86 Torr

3.1: ethanol / 18 h / 20 °C

4.1: potassium carbonate / acetone / 3 h / Reflux

5.1: potassium tert-butylate / tetrahydrofuran / 2 h / 20 °C

6.1: potassium tert-butylate / ethanol / 24 h / Reflux

7.1: trichlorophosphate / N,N-dimethyl-formamide / 10 h / Reflux

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

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

With sulfuric acid; potassium tert-butylate; hydrogen; sodium hydride; sodium carbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; trichlorophosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; N,N-dimethyl-formamide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; acetic acid; acetone;

Reference yield:

2-chloro-5-nitroanisole (1009-36-5) → N2-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-4-(3,3-difluoroazetidin-1-yl)-8-(4-fluorophenyl)-6-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine (1263870-54-7)

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:

4-fluorophenylacetonitrile

2-chloro-5-nitroanisole

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

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

Downstream raw materials:

N₂-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-4-(3,3-difluoroazetidin-1-yl)-8-(4-fluorophenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine

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