4-Amino-2-(cyclohexylamino)-5-pyrimidinecarbonitrile

Base Information

• Chemical Name: 4-Amino-2-(cyclohexylamino)-5-pyrimidinecarbonitrile
• CAS No.: 99988-17-7
• Molecular Formula: C11H15N5
• Molecular Weight: 217.274
• European Community (EC) Number: 654-770-3
• ChEMBL ID: CHEMBL4964175
• Mol file: 99988-17-7.mol

Synonyms:4-amino-2-(cyclohexylamino)-5-pyrimidinecarbonitrile;4-amino-2-(cyclohexylamino)pyrimidine-5-carbonitrile;99988-17-7;CHEMBL4964175;FXLLLSVOPDPLCX-UHFFFAOYSA-N;AKOS022652589;AO-476/43414156

Chemical Property of 4-Amino-2-(cyclohexylamino)-5-pyrimidinecarbonitrile

Chemical Property:

• Melting Point: 182 - 183 °C (ethanol)
• PSA: 87.62000
• LogP: 2.32928
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 217.13274550
• Heavy Atom Count: 16
• Complexity: 265

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(CC1)NC2=NC=C(C(=N2)N)C#N

Technology Process of 4-Amino-2-(cyclohexylamino)-5-pyrimidinecarbonitrile

There total 5 articles about 4-Amino-2-(cyclohexylamino)-5-pyrimidinecarbonitrile 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: 72.0%

4-amino-2-chloropyrimidine-5-carbonitrile (94741-69-2) + cyclohexylamine (108-91-8,157973-60-9) → 4-amino-2-cyclohexylamino-pyrimidine-5-carbonitrile (99988-17-7)

Guidance literature:

at 60 ℃; for 0.333333h;

Reference yield:

4-amino-2-(methylthio)pyrimidine-5-carbonitrile (770-30-9) → 4-amino-2-cyclohexylamino-pyrimidine-5-carbonitrile (99988-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: m-chloroperbenzoic acid / tetrahydrofuran / 0 - 20 °C

2: tetrahydrofuran / Heating

With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran;

DOI:10.1080/00397910600773726

Reference yield:

3-Cyanamino-2-cyanopropenenitrile sodium salt (113411-64-6) → 4-amino-2-cyclohexylamino-pyrimidine-5-carbonitrile (99988-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / conc.aq.HCl / 0.33 h

2: 72 percent / 0.33 h / 60 °C

With hydrogenchloride;

upstream raw materials:

4-amino-2-chloropyrimidine-5-carbonitrile

cyclohexylamine

4-amino-2-methanesulfonyl-pyrimidine-5-carbonitrile

4-amino-2-(methylthio)pyrimidine-5-carbonitrile

Downstream raw materials:

N-(5-cyano-2-cyclohexylamino-pyrimidin-4-yl)-benzamide

Refernces

• 1、 Schmidt, Hans-Werner,Koitz, Gerald,Junek, Hans. "A Convenient Synthesis of 2-Substituted 4-Amino-5-pyrimidinecarbonitriles". . p. 1305 - 1307. Retrieved 2007/10/02.