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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 639978Generated: October 30, 2026

Diethyl Ether → 2-[3-(acetylamino)-4-amino-1H-pyrazol-1-yl]-N-(3-fluorophenyl)acetamide

https://huagongshe.com/reaction/639978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant2-[3-(acetylamino)-4-nitro-1H-pyrazol-1-yl]-N-(3-fluorophenyl)acetamideHCID 68639847—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventDimethylacetamideHCID 31374—
Product2-[3-(acetylamino)-4-amino-1H-pyrazol-1-yl]-N-(3-fluorophenyl)acetamideHCID 6863884395.4%

Reaction Conditions

Temperature75 °C

Reaction Steps

Hydrazine hydrate (43.6 μl, 0.9 mmol) was slowly added to a solution of 2-[3-(acetylamino)-4-nitro-1H-pyrazol-1-yl]-N-(3-fluorophenyl)acetamide (0.145 g, 0.45 mmol) in a mixture of dimethylacetamide (3 ml) and methanol (3 ml) in the presence of 10% palladium on carbon (0.030 g). The mixture was stirred at 75° C. for 20 minutes and then allowed to cool. The mixture was filtered through Celite and the residue washed with methanol. The filtrate was evaporated and the residue triturated with a 1:2 mixture of dichloromethane:diethyl ether to give 2-[3-(acetylamino)-4-amino-1H-pyrazol-1-yl]-N-(3-fluorophenyl)acetamide (0.125 g, 95% yield):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691867B2
Source datasetuspto-grants-2010_04
ORD IDord-15523598146d4e31a302b665b18a7e85
Source noteuspto-grants-2010_04