5-Hydroxypyrazolo[1,5-a]pyrimidine Chemical Properties

storage temp. 

Sealed in dry,Room Temperature

Appearance

White to off-white Solid

InChI

InChI=1S/C6H5N3O/c10-6-2-4-9-5(8-6)1-3-7-9/h1-4H,(H,8,10)

InChIKey

LSLIYLLMLAQRIS-UHFFFAOYSA-N

SMILES

C12=CC=NN1C=CC(=O)N2

Safety Information

HazardClass 

IRRITANT

HS Code 

2933998090

5-Hydroxypyrazolo[1,5-a]pyrimidine Usage And Synthesis

Synthesis

The general procedure for the synthesis of pyrazolo[1,5-a]pyrimidin-5-ol from ethyl 3-ethoxyacrylate and 3H-pyrazol-3-amine was as follows: 5-aminopyrazole (5 g, 60 mmol), ethyl 3-ethoxyacrylate (13 g, 90 mmol) and cesium carbonate (29 g, 90 mmol) were mixed in 100 ml of N,N-dimethylformamide. The reaction mixture was stirred at 110 °C overnight. After the reaction was completed, it was cooled to room temperature, diluted with 200 ml of water and then extracted with ether (40 mL x 3). The aqueous phase was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (eluent ratio of dichloromethane: methanol = 10:1) to afford 4H-pyrazolo[1,5-a]pyrimidin-5-one (8 g) in 99% yield.

References

[1] Patent: CN104250252, 2017, B. Location in patent: Paragraph 0095; 0097; 0098
[2] Journal of Organic Chemistry, 2007, vol. 72, # 3, p. 1043 - 1046

5-Hydroxypyrazolo[1,5-a]pyrimidine(29274-22-4)Related Product Information

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