3,5-dimethyl-4-((2-(piperidin-4-ylamino)pyrimidin-4-yl)oxy)benzonitrile

Base Information

• Chemical Name: 3,5-dimethyl-4-((2-(piperidin-4-ylamino)pyrimidin-4-yl)oxy)benzonitrile
• CAS No.: 1033954-48-1
• Molecular Formula: C₁₈H₂₁N₅O
• Molecular Weight: 323.398
• Mol file: 1033954-48-1.mol

Synonyms:3,5-dimethyl-4-((2-(piperidin-4-ylamino)pyrimidin-4-yl)oxy)benzonitrile

Chemical Property of 3,5-dimethyl-4-((2-(piperidin-4-ylamino)pyrimidin-4-yl)oxy)benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5-dimethyl-4-((2-(piperidin-4-ylamino)pyrimidin-4-yl)oxy)benzonitrile

There total 4 articles about 3,5-dimethyl-4-((2-(piperidin-4-ylamino)pyrimidin-4-yl)oxy)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: 100.0%

4-((4-(4-cyano-2,6-dimethylphenoxy)pyrimidin-2-yl)amino)piperidine-1-carboxylic acid tert-butyl ester (1033954-74-3) → 3,5-dimethyl-4-((2-(piperidin-4-ylamino)pyrimidin-4-yl)oxy)benzonitrile (1033954-48-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 5h;

Reference yield:

4-((2-chloropyrimidin-4-yl)oxy)-3,5-dimethylbenzonitrile (1033954-42-5) → 3,5-dimethyl-4-((2-(piperidin-4-ylamino)pyrimidin-4-yl)oxy)benzonitrile (1033954-48-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 100 °C / Sealed tube

2: trifluoroacetic acid / dichloromethane / 20 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1-methyl-pyrrolidin-2-one; dichloromethane;

DOI:10.1016/j.ejmech.2015.04.050

Reference yield:

3,5-dimethyl-4-hydroxybenzonitrile (4198-90-7) → 3,5-dimethyl-4-((2-(piperidin-4-ylamino)pyrimidin-4-yl)oxy)benzonitrile (1033954-48-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 0.08 h / Cooling with ice

1.2: 2 h / 40 °C

2.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 4 h / 100 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / Cooling with ice

With sodium hydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane;

DOI:10.1016/j.ejmech.2019.111864

upstream raw materials:

4-((4-(4-cyano-2,6-dimethylphenoxy)pyrimidin-2-yl)amino)piperidine-1-carboxylic acid tert-butyl ester

4-((2-chloropyrimidin-4-yl)oxy)-3,5-dimethylbenzonitrile

1-(tert-butoxycarbonyl)-4-aminopiperidine

3,5-dimethyl-4-hydroxybenzonitrile

Downstream raw materials:

4-{2-[1-(4-Methanesulfonyl-benzyl)-piperidin-4-ylamino]-pyrimidin-4-yloxy}-3,5-dimethyl-benzonitrile

3-Chloro-4-{4-[4-(4-cyano-2,6-dimethyl-phenoxy)-pyrimidin-2-ylamino]-piperidin-1-ylmethyl}-benzenesulfonamide

4-{2-[1-(2-chloro-4-methanesulfonyl-benzyl)-piperidin-4-ylamino]-pyrimidin-4-yloxy}-3,5-dimethyl-benzonitrile

4-[2-(1-Benzyl-piperidin-4-ylamino)-pyrimidin-4-yloxy]-3,5-dimethyl-benzonitrile