Phenoxyethanol → 3-(2-phenoxyethoxy)-1H-pyrazol-5-amine

Temperature

130 °C

There was suspended, in 2-phenoxy ethanol (25 g, 180 mM), 5-amino-1H-pyrazol-3-ol (4.00 g, 41.4 mM), then p-toluenesulfonic acid monohydrate (15.4 g, 80.8 mM) was added to the suspension and the mixture was stirred at 130° C. for 5 hours under reduced pressure. This reaction liquid was diluted with acetonitrile, the solid precipitated out of the liquid was filtered off and washed with acetonitrile. The resulting solid was suspended in a 6% aqueous sodium bicarbonate solution (250 mL), the suspension was stirred at room temperature and the solid was then filtered off. The resulting solid was dissolved in ethyl acetate, dried over anhydrous sodium sulfate and then the solvent was distilled off to thus give the title compound (2.90 g, yield: 33%).

1. customThis reaction liquid
2. customthe solid precipitated out of the liquid
3. filtrationwas filtered off
4. washwashed with acetonitrile
5. stirringthe suspension was stirred at room temperature
6. filtrationthe solid was then filtered off
7. dissolutionThe resulting solid was dissolved in ethyl acetate
8. dry with materialdried over anhydrous sodium sulfate
9. distillationthe solvent was distilled off

ORD record

ord-19d64cded8924a4db4d3cb715631a67a

Source dataset

uspto-grants-2012_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08314098B2