2-Pyrimidinemethanol Chemical Properties

Boiling point:

198.2±23.0 °C(Predicted)

Density 

1.227±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 100 mg/ml; PBS (pH 7.2): 10 mg/ml

form 

A crystalline solid

pka

13.61±0.10(Predicted)

color 

Colorless to light yellow

CAS DataBase Reference

42839-09-8(CAS DataBase Reference)

Safety Information

RIDADR 

1993

HazardClass 

3

PackingGroup 

Ⅲ

HS Code 

2933998090

2-Pyrimidinemethanol Usage And Synthesis

Uses

2-?Pyrimidinemethanol is a reactant used in the synthesis of avanafil, which is used to treat erectile dysfunction. Also used in the synthesis of

Synthesis

Synthesis of pyrimidin-2-ylmethanol (12): ester 11 (0.43 g, 3.09 mmol) was dissolved in EtOH (30 mL), stirred and cooled to 0 °C. NaBH4 (0.114 g, 3.09 mmol) was slowly added under stirring and the reaction mixture continued to stir for 2 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming complete consumption of the raw materials, the reaction was quenched with cold water. Subsequently, the reaction mixture was concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography with MeOH/CH2Cl2 (1:49) as eluent to afford alcohol 12 (0.145 g, 37% yield). The product had an Rf value of 0.3 in 10% MeOH/CHCl3.1H NMR (500 MHz, CDCl3) δ: 8.75 (d, J = 5.5 Hz, 2H), 7.26-7.22 (m, 1H), 4.85 (s, 2H). Mass spectrum (ESI): m/z 111.1 [M+H]+.

References

[1] Patent: WO2013/13238, 2013, A2. Location in patent: Page/Page column 33
[2] Patent: US2010/63066, 2010, A1. Location in patent: Page/Page column 15
[3] Patent: US2007/49603, 2007, A1. Location in patent: Page/Page column 53; 78
[4] Patent: WO2012/40230, 2012, A1. Location in patent: Page/Page column 80-81
[5] Patent: WO2013/142269, 2013, A1. Location in patent: Paragraph 0507; 0508

2-Pyrimidinemethanol(42839-09-8)Related Product Information

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