5-METHYLPYRIMIDIN-4-OL Chemical Properties

Melting point:

153-154 °C

Density 

1.22±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

9.18±0.40(Predicted)

Appearance

Off-white to light yellow Solid

InChI

InChI=1S/C5H6N2O/c1-4-2-6-3-7-5(4)8/h2-3H,1H3,(H,6,7,8)

InChIKey

SHLJOANTPJWIHS-UHFFFAOYSA-N

SMILES

C1=NC=C(C)C(=O)N1

5-METHYLPYRIMIDIN-4-OL Usage And Synthesis

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 296, 1984 DOI: 10.1021/jo00176a015

Synthesis

General procedure for the synthesis of 5-methylpyrimidin-4-ol from 4-hydroxy-2-mercapto-5-methylpyrimidine: 4-hydroxy-2-mercapto-5-methylpyrimidine (1.0 g, 7.0 mmol) was suspended in water (50 mL) and ammonia (3 mL) followed by addition of nickel ruanne suspension in water (20 mL). The reaction mixture was heated to reflux for 16 h. Upon completion of the reaction, the filtrate was thermally filtered through diatomaceous earth (10 g) and the filtrate was washed with water (3 x 25 mL). The filtrate was evaporated and concentrated and the resulting solid was azeotropically dried with toluene (2 x 50 mL) to give the final white solid product 5-methylpyrimidin-4-ol (0.75 g, 97% yield).

References

[1] Patent: WO2010/41054, 2010, A1. Location in patent: Page/Page column 40-41

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