Hydrazine hydrate (1:1) → HCID 178494719, compound

Temperature

100 °C

A mixture of methyl 4-methoxyacetoacetate (25.0 g) and dimethylformamide dimethylacetal (22.9 mL) was stirred at 100° C. for 2 hr, and the mixture was allowed to cool to room temperature. To the reaction mixture were added ethanol (250 mL) and hydrazine monohydrate (8.3 mL), and the mixture was heated under reflux for 12 hr. After allowing to cool, the reaction mixture was concentrated under reduced pressure, and water was added to the residue. The mixture was extracted with ethyl acetate to give a crude product (25.08 g) of methyl 3-methoxymethyl)-1H-pyrazole-4-carboxylate as a pale-yellow solid. The present compound was directly used for the next reaction.

1. temperatureto cool to room temperature
2. temperaturethe mixture was heated
3. temperatureunder reflux for 12 hr
4. temperatureto cool
5. concentrationthe reaction mixture was concentrated under reduced pressure, and water
6. additionwas added to the residue
7. extractionThe mixture was extracted with ethyl acetate

ORD record

ord-853c275529a34b7ea9843548952ed4ca

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08436043B2