2-Chloro-4-MethoxypyriMidin-5-aMine

2-Chloro-4-MethoxypyriMidin-5-aMine Property

Boiling point:

349.6±22.0 °C(Predicted)

Density 

1.398±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

1.36±0.29(Predicted)

Appearance

Off-white to light yellow Solid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2-Chloro-4-MethoxypyriMidin-5-aMine Chemical Properties,Usage,Production

Synthesis

General procedure for the preparation of 2-chloro-4-methoxypyrimidin-5-amine: sodium methanolate (0.5 M solution in methanol, 3.7 mL, 1.829 mmol) was slowly added to a solution of 2,4-dichloropyrimidin-5-amine (0.2 g, 1.220 mmol) in methanol (2.5 mL). The reaction mixture was stirred at room temperature for 1.5 hours. Upon completion of the reaction, the reaction mixture was diluted with ethyl acetate and quenched with deionized water. The organic and aqueous layers were separated and the aqueous layer was further extracted with ethyl acetate. All organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the title compound 2-chloro-4-methoxypyrimidin-5-amine as a brown solid (177 mg, 91% yield). The product was characterized by 1H NMR (500 MHz, CDCl3): δ 3.93 (s, 3H), 5.31 (br s, 2H), 7.73 (s, 1H).LC-MS analysis (Method B, ESI positive ion mode) showed a retention time t R of 1.6 min and a molecular ion peak m/z of 160 [M + H]+ .

References

[1] Patent: US2013/345181, 2013, A1. Location in patent: Paragraph 0785
[2] Patent: WO2014/184234, 2014, A1. Location in patent: Page/Page column 71; 72
[3] Patent: WO2014/191632, 2014, A1. Location in patent: Page/Page column 56