(1R)-N₂-[6-(3-chloro-4-trifluoromethyl-phenyl)-pyrimidin-4-yl]-1-(4-fluoro-phenyl)-ethane-1,2-diamine

Base Information

• Chemical Name: (1R)-N₂-[6-(3-chloro-4-trifluoromethyl-phenyl)-pyrimidin-4-yl]-1-(4-fluoro-phenyl)-ethane-1,2-diamine
• CAS No.: 1267688-17-4
• Molecular Formula: C₁₉H₁₅ClF₄N₄
• Molecular Weight: 410.802

Synonyms:(1R)-N₂-[6-(3-chloro-4-trifluoromethyl-phenyl)-pyrimidin-4-yl]-1-(4-fluoro-phenyl)-ethane-1,2-diamine

Chemical Property of (1R)-N₂-[6-(3-chloro-4-trifluoromethyl-phenyl)-pyrimidin-4-yl]-1-(4-fluoro-phenyl)-ethane-1,2-diamine

Chemical Property:

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Technology Process of (1R)-N₂-[6-(3-chloro-4-trifluoromethyl-phenyl)-pyrimidin-4-yl]-1-(4-fluoro-phenyl)-ethane-1,2-diamine

There total 5 articles about (1R)-N₂-[6-(3-chloro-4-trifluoromethyl-phenyl)-pyrimidin-4-yl]-1-(4-fluoro-phenyl)-ethane-1,2-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: 54.0%

(R,R)-2-methyl-propane-2-sulfinic acid [2-[6-(3-chloro-4-trifluoromethyl-phenyl)pyrimidin-4-ylamino]-1-(4-fluoro-phenyl)-ethyl]-amide (1267688-22-1) → (1R)-N2-[6-(3-chloro-4-trifluoromethyl-phenyl)-pyrimidin-4-yl]-1-(4-fluoro-phenyl)-ethane-1,2-diamine (1267688-17-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; methanol; at 20 ℃; for 0.5h; Inert atmosphere;

Reference yield:

(3-chloro-4-(trifluoromethyl)phenyl)boronic acid (847756-88-1) → (1R)-N2-[6-(3-chloro-4-trifluoromethyl-phenyl)-pyrimidin-4-yl]-1-(4-fluoro-phenyl)-ethane-1,2-diamine (1267688-17-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium phosphate / triphenylphosphine; palladium diacetate / acetonitrile; water / 2 h / 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

3: hydrogenchloride / 1,4-dioxane; methanol / 0.5 h / 20 °C / Inert atmosphere

With hydrogenchloride; potassium phosphate; N-ethyl-N,N-diisopropylamine; palladium diacetate; triphenylphosphine; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

4-fluorobenzaldehyde (459-57-4) → (1R)-N2-[6-(3-chloro-4-trifluoromethyl-phenyl)-pyrimidin-4-yl]-1-(4-fluoro-phenyl)-ethane-1,2-diamine (1267688-17-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran / 0 °C / Inert atmosphere

2.2: 16 h / 0 - 20 °C / Inert atmosphere

2.3: 20 °C / pH 5 / Inert atmosphere

3.1: zinc; water; ammonium chloride / acetone / 0.17 h / 20 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

5.1: hydrogenchloride / 1,4-dioxane; methanol / 0.5 h / 20 °C / Inert atmosphere

With hydrogenchloride; potassium tert-butylate; water; ammonium chloride; N-ethyl-N,N-diisopropylamine; zinc; titanium(IV) tetraethanolate; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide; acetone;

upstream raw materials:

(3-chloro-4-(trifluoromethyl)phenyl)boronic acid

4-fluorobenzaldehyde

(R)-N-(4-fluorobenzylidene)-2-methylpropane-2-sulfinamide

(R,R)-2-methyl-propane-2-sulfinic acid [1-(4-fluoro-phenyl)-2-nitro-ethyl]-amide

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