5-(Aminomethyl)-2-methylpyrimidin-4-amine

Base Information

• Chemical Name: 5-(Aminomethyl)-2-methylpyrimidin-4-amine
• CAS No.: 95-02-3
• Molecular Formula: C6H10N4
• Molecular Weight: 138.172
• Hs Code.: 2933599090
• European Community (EC) Number: 202-384-7
• UNII: EU1UNR0P28
• DSSTox Substance ID: DTXSID40241713
• Nikkaji Number: J27.937D
• Wikidata: Q27094134
• Metabolomics Workbench ID: 56559
• Mol file: 95-02-3.mol

Synonyms:2-methyl-4-amino-5-aminomethylpyrimidine;4-amino-5-aminomethyl-2-methylpyrimidine

Chemical Property of 5-(Aminomethyl)-2-methylpyrimidin-4-amine

Chemical Property:

• Vapor Pressure: 0.012-0.019Pa at 20-25℃
• Melting Point: 270-272 °C
• Boiling Point: 301.6 °C at 760 mmHg
• PKA: 7.70±0.29(Predicted)
• Flash Point: 161.5 °C
• PSA: 77.82000
• Density: 1.207 g/cm³
• LogP: 2.71140
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly)
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 138.090546336
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

99.9% ^*data from raw suppliers

4-Amino-5-aminomethyl-2-methylpyrimidine, Dihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(C(=N1)N)CN

Technology Process of 5-(Aminomethyl)-2-methylpyrimidin-4-amine

There total 35 articles about 5-(Aminomethyl)-2-methylpyrimidin-4-amine 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%

2-methyl-4-amino-5-cyanopyrimidine (698-29-3) → 5-(aminomethyl)-2-methylpyrimidin-4-amine (95-02-3)

Guidance literature:

With ammonia; hydrogen; In methanol; at 70 - 100 ℃; under 14251.4 Torr; Reagent/catalyst; Temperature;

Reference yield: 99.0%

5‐(azidomethyl)‐2‐methylpyrimidin‐4‐amine (63423-50-7) → 5-(aminomethyl)-2-methylpyrimidin-4-amine (95-02-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2014.04.003

Reference yield: 95.9%

2-methyl-4-amino-5-formylaminomethylpyrimidine (1886-34-6) → 5-(aminomethyl)-2-methylpyrimidin-4-amine (95-02-3) + sodium formate (141-53-7)

Guidance literature:

With sodium hydroxide; water; In methanol; at 66.84 - 75.84 ℃; for 4.5h; Product distribution / selectivity;

upstream raw materials:

N-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-acetamide

(4-amino-2-methyl-pyrimidin-5-yl)-acetic acid hydrazide

2-methyl-4-amino-5-cyanopyrimidine

5-dimethylaminomethyl-2-methyl-pyrimidin-4-ylamine

Downstream raw materials:

2-methyl-4-amino-5-formylaminomethylpyrimidine

4-Amino-2-methyl-5-thioformamidomethylpyrimidin

acetic acid-[4-(7-methyl-1,2,3,4-tetrahydro-pyrimido[4,5-d]pyrimidin-2-yl)-anilide]

5-aminomethyl-2-methyl-3H-pyrimidin-4-one

Refernces

Pd(II)/Cu(II)-Catalyzed Regio- and Stereoselective Synthesis of (E)-3-Arylmethyleneisoindolin-1-ones Using Air as the Terminal Oxidant

10.1021/acs.orglett.8b03409

The study reports a Pd(II)/Cu(II)-catalyzed regio- and stereoselective synthesis of (E)-3-arylmethyleneisoindolin-1-ones using air as the terminal oxidant. The reaction involves a one-pot C?C/C?N bond forming sequence between amides and styrenes. The Pd(II) catalyst is crucial for the initial bond formation and cyclization, while Cu(II) acts as a co-oxidant, with air serving as a sustainable oxidant to regenerate the active Pd(II) catalyst. This method provides a mild, efficient, and environmentally friendly route to synthesize a wide range of (E)-3-arylmethyleneisoindolin-1-ones with good functional group tolerance. The study also demonstrates the synthetic utility of this method in the efficient total syntheses of aristolactam and indoloisoquinolinone alkaloids, highlighting its potential in natural product and pharmaceutical synthesis.