3-Chloro-4-(6-chloro-5-fluoropyrimidin-4-ylamino)benzonitrile

Base Information

• Chemical Name: 3-Chloro-4-(6-chloro-5-fluoropyrimidin-4-ylamino)benzonitrile
• CAS No.: 1147558-27-7
• Molecular Formula: C11H5Cl2FN4
• Molecular Weight: 283.0886032
• DSSTox Substance ID: DTXSID10701935
• Wikidata: Q72517724
• Mol file: 1147558-27-7.mol

Synonyms:1147558-27-7;3-chloro-4-(6-chloro-5-fluoropyrimidin-4-ylamino)benzonitrile;3-Chloro-4-[(6-chloro-5-fluoropyrimidin-4-yl)amino]benzonitrile;3-Chloro-4-[(6-chloro-5-fluoro-4-pyrimidinyl)amino]benzonitrile;SCHEMBL10120893;DTXSID10701935;FT-0737977

Chemical Property of 3-Chloro-4-(6-chloro-5-fluoropyrimidin-4-ylamino)benzonitrile

Chemical Property:

• PSA: 61.60000
• Density: 1.56
• LogP: 3.61078
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 281.9875297
• Heavy Atom Count: 18
• Complexity: 334

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C#N)Cl)NC2=C(C(=NC=N2)Cl)F

Technology Process of 3-Chloro-4-(6-chloro-5-fluoropyrimidin-4-ylamino)benzonitrile

There total 1 articles about 3-Chloro-4-(6-chloro-5-fluoropyrimidin-4-ylamino)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:

4,6-dichloro-5-fluoropyrimidine (213265-83-9) + 4-amino-3-chlorobenzonitrile (21803-75-8) → 3-chloro-4-((6-chloro-5-fluoropyrimidin-4-yl)amino)benzonitrile (1147558-27-7)

Guidance literature:

4-amino-3-chlorobenzonitrile; With sodium hydride; In tetrahydrofuran; for 0.5h;

4,6-dichloro-5-fluoropyrimidine; In tetrahydrofuran; at 0 - 20 ℃; for 15.5h;

DOI:10.1021/acsmedchemlett.8b00073

Reference yield:

tert-butyl (1R,5S)-9-hydroxy-3-oxa-7-azabicyclo[3.3.1]nonane-7-carboxylate + 3-chloro-4-((6-chloro-5-fluoropyrimidin-4-yl)amino)benzonitrile (1147558-27-7) → tert-butyl (1R,5S,9r)-9-((6-((2-chloro-4-cyanophenyl)amino)-5-fluoropyrimidin-4-yl)oxy)-3-oxa-7-azabicyclo[3.3.1]nonane-7-carboxylate (1147556-26-0) + C23H25ClFN5O4

Guidance literature:

tert-butyl (1R,5S)-9-hydroxy-3-oxa-7-azabicyclo[3.3.1]nonane-7-carboxylate; With strong base; In tetrahydrofuran; for 0.166667h;

3-chloro-4-((6-chloro-5-fluoropyrimidin-4-yl)amino)benzonitrile; In tetrahydrofuran; for 2h; Reflux;

With strong base; In tetrahydrofuran; for 2h; Overall yield = 54 %; Reflux;

DOI:10.1021/acsmedchemlett.8b00073

upstream raw materials:

4,6-dichloro-5-fluoropyrimidine

4-amino-3-chlorobenzonitrile

Downstream raw materials:

tert-butyl (1R,5S,9r)-9-((6-((2-chloro-4-cyanophenyl)amino)-5-fluoropyrimidin-4-yl)oxy)-3-oxa-7-azabicyclo[3.3.1]nonane-7-carboxylate