5-BROMO-2-(METHYLAMINO)PYRIMIDINE Chemical Properties

Melting point:

171-173℃

Boiling point:

283.5±32.0 °C(Predicted)

Density 

1.686±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

2.07±0.10(Predicted)

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xi

Hazard Note 

Irritant

HS Code 

2933599590

5-BROMO-2-(METHYLAMINO)PYRIMIDINE Usage And Synthesis

Synthesis

1. 5-Bromo-2-chloropyrimidine (3 g, 15.5 mmol), 40% aqueous methylamine (35 ml) and methanol (20 ml) were added to a reaction flask and mixed well with stirring. 2. The reaction mixture was heated to reflux and kept at that temperature for 3 days. 3. After completion of the reaction, the reaction was cooled to room temperature. 4. The solvent was removed by evaporation using a rotary evaporator under reduced pressure. 5. The residue was extracted by partitioning with dichloromethane and 1M sodium hydroxide. 6. The residue was extracted by partitioning with dichloromethane and 1 M sodium hydroxide solution. 6. The organic layer was separated and dried over anhydrous magnesium sulfate. 7. After filtration to remove the desiccant, the solvent was again evaporated under reduced pressure using a rotary evaporator to give the white solid product 5-bromo-2-methylaminopyrimidine (3.0 g, 100% yield). 8. The product was characterized by 1H-NMR (CDCl3): δ 2.98 (3H, d, J=5.12 Hz), 5.16 (1H, brs), 8.29 (2H, s).

References

[1] Patent: US2010/130492, 2010, A1. Location in patent: Page/Page column 93
[2] Patent: WO2010/12747, 2010, A1. Location in patent: Page/Page column 16-17
[3] Patent: WO2007/84786, 2007, A1. Location in patent: Page/Page column 90
[4] ACS Medicinal Chemistry Letters, 2011, vol. 2, # 1, p. 34 - 38
[5] Patent: WO2012/109423, 2012, A1. Location in patent: Page/Page column 18

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