Acetic Acid → HCID 86726476, Verbindung

Temperatur

90 °C

To a suspension of 5-chloro-1-(2-methoxyethyl)-4-nitro-1H-pyrazole (1 equiv) and iron dust (3 equiv) in water (0.51 M) was added acetic acid (2.6 equiv). The mixture was heated to 90° C. for 1.5 h, then cooled to room temperature. The reaction was quenched by addition of solid sodium bicarbonate and treated with ethyl acetate with continuous stirring. The mixture was filtered and the solid was rinsed with ethyl acetate. The combined filtrate was dried over sodium sulfate and concentrated. The crude product was purified by silica gel chromatography (1.5% MeOH in DCM) to provide the desired product (69% yield) as a brown oil. MS (ESI) m/z 176 [M+H]+.

1. temperaturecooled to room temperature
2. customThe reaction was quenched by addition of solid sodium bicarbonate
3. additiontreated with ethyl acetate with continuous stirring
4. filtrationThe mixture was filtered
5. washthe solid was rinsed with ethyl acetate
6. dry with materialThe combined filtrate was dried over sodium sulfate
7. concentrationconcentrated
8. customThe crude product was purified by silica gel chromatography (1.5% MeOH in DCM)

ORD-Eintrag

ord-7e9c9d2aa48b458cb48150781d735449

Quelldatensatz

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09428509B2