2-Pyrimidinamine, N-methyl- (9CI) Chemical Properties

Melting point:

60-62℃

Boiling point:

216℃

Density 

1.144

Flash point:

85℃

storage temp. 

2-8°C(protect from light)

form 

Solid

pka

3.90±0.10(Predicted)

Appearance

White to yellow Solid

InChI

InChI=1S/C5H7N3/c1-6-5-7-3-2-4-8-5/h2-4H,1H3,(H,6,7,8)

InChIKey

BQNXHDSGGRTFNX-UHFFFAOYSA-N

SMILES

C1(NC)=NC=CC=N1

Safety Information

HS Code 

2933599590

2-Pyrimidinamine, N-methyl- (9CI) Usage And Synthesis

Synthesis

Step 1: Synthesis of N-methylpyrimidin-2-amine To a solution of 2-chloropyrimidine (1 g, 8.7 mmol) in methanol (10 mL) was slowly added a methanolic solution of 2Methylamine (13.2 mL, 26.2 mmol) followed by potassium carbonate (2.5 g, 18 mmol). The reaction flask was sealed and the reaction was stirred at 80 °C overnight. Upon completion of the reaction, the mixture was cooled to room temperature and concentrated by rotary evaporator to remove volatile solvents. The residue was extracted by liquid-liquid partition with distilled water and dichloromethane. The organic layer was separated, dried over anhydrous sodium sulfate, filtered and concentrated to give 2-methylaminopyrimidine (290 mg, 30% yield) as a brown oil.

References

[1] Bulletin of the Chemical Society of Japan, 1998, vol. 71, # 8, p. 1973 - 1991
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 17, p. 6626 - 6637
[3] Molecules, 2004, vol. 9, # 7, p. 520 - 526
[4] Patent: WO2011/71716, 2011, A1. Location in patent: Page/Page column 99
[5] Journal of the American Chemical Society, 1954, vol. 76, p. 1065,1067

2-Pyrimidinamine, N-methyl- (9CI)(931-61-3)Related Product Information

• Pirimiphos ethyl
• ETHIRIMOL
• Dipyridamole
• 2-Cyanoamino-4,6-dihydroxypyrimidine
• Pirimicarb
• Pipemidic acid
• 2-(1-Piperazinyl)pyrimidine
• Pirimiphos-methyl
• BUPIRIMATE
• N-[(4-methoxyphenyl)methyl]pyrimidin-2-amine
• 2-DIMETHYLAMINO-6-HYDROXYPURINE
• 2-PHENYLAMINOADENOSINE
• 2-CYANIMINO-4-METHYLPYRIMIDINE
• 2-ACETOACETAMINOPYRIMIDINE
• 2-CYANOAMINO-4-HYDROXY-6-METHYLPYRIMIDINE
• 4-AMINO-2-CYANIMINO-6-HYDROXYPYRIMIDINE
• 2-(1H-BENZIMIDAZOL-2-YLAMINO)-6-METHYL-4-PYRIMIDINOL
• N-(4-METHYLQUINAZOLIN-2-YL)GUANIDINE