5-(benzyloxy)-1H-pyrazol-3-aMine

5-benzyloxy-1H-pyrazol-3-amine, used as starting material, was obtained as follows: i) A solution of 5-amino-2H-pyrazol-3-ol (6.0 g, 60.6 mmol) was stirred in dichloromethane (75 ml). Triphenylphosphine (19.06 g, 72.7 mmol) was added and the mixture was then cooled to 5-10mC. Di-iso-propylazodicarboxylate (14.31 ml, 72.7 mmol) was added dropwise over a period of 20 minutes, maintaining the internal temperature <15° C. The mixture was then held at 10° C. for a further 20 minutes. Benzyl alcohol (7.52 ml, 72.7 mmol) was added dropwise and the mixture stirred at 5-10C for 1 hour and then allowed to warm to room temperature and stirred under nitrogen for 60 hours. The mixture was filtered and the filtrate was then extracted with 1 M hydrochloric acid (3.x.) and the combined extracts washed with dichloromethane (1 5 ml). The aqueous phase was basified with sodium bicarbonate (6.7 g) and the mixture was then extracted with dichloromethane (2.x.40 ml). The combined organic extracts were evaporated to leave a brown oil which was purified by chromatography on silica eluting with a mixture of 0-3percent methanol in dichloromethane. The fractions containing product were combined and then evaporated to leave 5-benzyloxy-1H-pyrazol-3-amine (0.67 g, 6percent yield).

Molecular Weight:189.21
XLogP3:1.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:189.090211983
Monoisotopic Mass:189.090211983
Topological Polar Surface Area:63.9
Heavy Atom Count:14
Complexity:171
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes