4-Amino-6-methylpyrimidine

Synthesis of 6-methyl-4-aminopyrimidine; In a pressure-resistant vessel made of stainless steel having an inner volume of 10 ml were charged 1.0 g (11.7 mmol) of 3-aminocrotonnitrile with purity of 96percent, 2.48 g (23.4 mmol) of methyl orthoformate and 1.42 g (17.5 mmol) of 21percent by weight ammonia-methanol solution, and the mixture was reacted under stirring at 130° C. for 15 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, 10 ml of isopropyl alcohol and 660 mg of activated carbon were added to the concentrate, and the mixture was stirred at 90° C. for 1 hour and then filtered. To the resulting filtrate was added 660 mg of activated carbon, and the mixture was again stirred at 90° C. for 1 hour. After filtration, the filtrate was concentrated, 1.8 ml of isopropyl alcohol and 3 ml of toluene were added to the concentrate, and the resulting mixture was heated up to 90° C., and gradually cooled and stirred at -5° C. for 1 hour. The precipitated solid was collected by filtration, and the solid was dried under reduced pressure to obtain 326 mg (Isolation yield; 26percent) of 6-methyl-4-aminopyrimidine with purity of 99.5percent (Areal percentage by gas chromatography) as white crystals. Physical properties of the 6-methyl-4-aminopyrimidine were as follows.

Molecular Weight:109.13
XLogP3:0.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:109.063997236
Monoisotopic Mass:109.063997236
Topological Polar Surface Area:51.8
Heavy Atom Count:8
Complexity:74.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes