Acetic Acid → HCID 178474264, compound

Temperature

120 °C

A solution of 3-amino-5-methylpyrazole (2.3 g, 23.7 mmol) dissolved in glacial acetic acid (15 mL) was refluxed at 120° C. for 16 hours to afford a transparent yellow solution. This solution was cooled to ambient temperature which resulted in the formation of white needles. The crystals were isolated via filtration, washed with water until the pH of the water became neutral and dried under high vacuum to yield 0.73 g (22%) of N-(5-methyl-2H-pyrazol-3-yl)acetamide. This solid (0.43 g, 3.1 mmol) was then suspended in 10 mL of anhydrous THF at 0° C. under argon. Excess lithium aluminum hydride in anhydrous THF (10 mL) was added over 24 hours and was stirred for an additional 48 hours. The reaction mixture was quenched by the careful addition of a saturated sodium bicarbonate solution. The solids were washed with THF and the organics were combined, dried over anhydrous MgSO4 and evaporated to yield 0.29 g (81%) of ethyl-(5-methyl-2H-pyrazol-3-yl)amine as a yellow oil.

1. customto afford a transparent yellow solution
2. temperatureThis solution was cooled to ambient temperature which
3. customresulted in the formation of white needles
4. customThe crystals were isolated via filtration
5. washwashed with water until the pH of the water
6. customdried under high vacuum

ORD record

ord-96a7b59491fb4c5aa7ff78168e072239

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08445694B2