5-[2-[[4-(hydroxymethyl)-3-methoxy-phenyl]amino]pyrimidin-4-yl]-2-tetrahydropyran-4-yloxy-benzonitrile

Base Information

Chemical Name:5-[2-[[4-(hydroxymethyl)-3-methoxy-phenyl]amino]pyrimidin-4-yl]-2-tetrahydropyran-4-yloxy-benzonitrile
CAS No.:1292315-72-0
Molecular Formula:C₂₄H₂₄N₄O₄
Molecular Weight:432.479
Hs Code.:

Synonyms:5-[2-[[4-(hydroxymethyl)-3-methoxy-phenyl]amino]pyrimidin-4-yl]-2-tetrahydropyran-4-yloxy-benzonitrile

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Chemical Property of 5-[2-[[4-(hydroxymethyl)-3-methoxy-phenyl]amino]pyrimidin-4-yl]-2-tetrahydropyran-4-yloxy-benzonitrile

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Technology Process of 5-[2-[[4-(hydroxymethyl)-3-methoxy-phenyl]amino]pyrimidin-4-yl]-2-tetrahydropyran-4-yloxy-benzonitrile

There total 8 articles about 5-[2-[[4-(hydroxymethyl)-3-methoxy-phenyl]amino]pyrimidin-4-yl]-2-tetrahydropyran-4-yloxy-benzonitrile 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: 41.0%

: 1292317-80-6
4-({4-[3-cyano-4-(tetrahydro-2H-pyran-4-yloxy)phenyl]pyrimidin-2-yl}amino)-2-methoxybenzoic acid

: 1292315-72-0
5-[2-[[4-(hydroxymethyl)-3-methoxy-phenyl]amino]pyrimidin-4-yl]-2-tetrahydropyran-4-yloxy-benzonitrile

Guidance literature:: 4-({4-[3-cyano-4-(tetrahydro-2H-pyran-4-yloxy)phenyl]pyrimidin-2-yl}amino)-2-methoxybenzoic acid; With triethylamine; isobutyl chloroformate; In tetrahydrofuran; at 0 - 20 ℃; for 4h;

With sodium tetrahydroborate; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield:

: 2081-44-9
Tetrahydro-pyran-4-ol

: 1292315-72-0
5-[2-[[4-(hydroxymethyl)-3-methoxy-phenyl]amino]pyrimidin-4-yl]-2-tetrahydropyran-4-yloxy-benzonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 18 h / 20 °C

2.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 16 h / 90 °C

3.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 16 h / 90 °C

4.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 16 h / 90 °C / Inert atmosphere

5.1: water; lithium hydroxide / tetrahydrofuran / 16 h / 65 °C

6.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 4 h / 0 - 20 °C

6.2: 0 - 20 °C

With water; potassium acetate; potassium carbonate; caesium carbonate; triethylamine; triphenylphosphine; lithium hydroxide; diethylazodicarboxylate; isobutyl chloroformate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; 1,4-dioxane; water; toluene;

Reference yield:

: 179897-89-3
5-Bromo-2-fluoro-benzonitrile

: 1292315-72-0
5-[2-[[4-(hydroxymethyl)-3-methoxy-phenyl]amino]pyrimidin-4-yl]-2-tetrahydropyran-4-yloxy-benzonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 16 h / 0 - 45 °C

2.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 16 h / 90 °C

3.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 16 h / 90 °C

4.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 16 h / 90 °C / Inert atmosphere

5.1: water; lithium hydroxide / tetrahydrofuran / 16 h / 65 °C

6.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 4 h / 0 - 20 °C

6.2: 0 - 20 °C

With water; potassium acetate; sodium hydride; potassium carbonate; caesium carbonate; triethylamine; lithium hydroxide; isobutyl chloroformate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; toluene;