4-((4-((4-(Hydroxymethyl)-2,6-dimethylphenyl)amino)pyrimidin-2-yl)amino)benzonitrile

Base Information

• Chemical Name: 4-((4-((4-(Hydroxymethyl)-2,6-dimethylphenyl)amino)pyrimidin-2-yl)amino)benzonitrile
• CAS No.: 823786-21-6
• Molecular Formula: C20H19 N5 O
• Molecular Weight: 345.404
• DSSTox Substance ID: DTXSID70463562
• Wikidata: Q82288497
• Mol file: 823786-21-6.mol

Synonyms:823786-21-6;4-((4-((4-(Hydroxymethyl)-2,6-dimethylphenyl)amino)pyrimidin-2-yl)amino)benzonitrile;starbld0009497;AGN-PC-007J6S;SCHEMBL21872272;DTXSID70463562;AKOS015917850;FT-0687644

Chemical Property of 4-((4-((4-(Hydroxymethyl)-2,6-dimethylphenyl)amino)pyrimidin-2-yl)amino)benzonitrile

Chemical Property:

• Vapor Pressure: 2.48E-15mmHg at 25°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 345.15896025
• Heavy Atom Count: 26
• Complexity: 472

Purity/Quality:

95%-98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1NC2=NC(=NC=C2)NC3=CC=C(C=C3)C#N)C)CO

Technology Process of 4-((4-((4-(Hydroxymethyl)-2,6-dimethylphenyl)amino)pyrimidin-2-yl)amino)benzonitrile

There total 4 articles about 4-((4-((4-(Hydroxymethyl)-2,6-dimethylphenyl)amino)pyrimidin-2-yl)amino)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: 79.0%

4-[2-(4-cyanophenylamino)pyrimidin-4-ylamino]-3,5-dimethylbenzoic acid ethyl ester (708254-90-4) → 4-[4-(4-hydroxymethyl-2,6-dimethylphenylamino)pyrimidin-2-ylamino]benzonitrile (823786-21-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/jm040838n

Reference yield:

4-amino-3,5-dimethylbenzoic acid ethyl ester (3095-47-4) → 4-[4-(4-hydroxymethyl-2,6-dimethylphenylamino)pyrimidin-2-ylamino]benzonitrile (823786-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / 2 h / 150 °C

2: 79 percent / LiAlH₄ / tetrahydrofuran / 0 - 20 °C

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1021/jm040838n

Reference yield:

4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile (244768-32-9) → 4-[4-(4-hydroxymethyl-2,6-dimethylphenylamino)pyrimidin-2-ylamino]benzonitrile (823786-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / 2 h / 150 °C

2: 79 percent / LiAlH₄ / tetrahydrofuran / 0 - 20 °C

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1021/jm040838n

upstream raw materials:

4-[2-(4-cyanophenylamino)pyrimidin-4-ylamino]-3,5-dimethylbenzoic acid ethyl ester

4-amino-3,5-dimethylbenzoic acid ethyl ester

4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile

Downstream raw materials:

rilpivirine

C₂₁H₁₈ClN₅

C₂₁H₁₇Br₂N₅

C₂₁H₂₀N₆O