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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592398Generated: October 30, 2026

4-nitro-1H-pyrazole → HCID 67981250, compound

https://huagongshe.com/reaction/592398

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-nitro-1H-pyrazoleHCID 16376—
ReactantSodium hydrideHCID 24758—
Reactant1-Methylpyrrolidin-3-yl methanesulfonateHCID 21914274—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 67981250HCID 67981250—

Reaction Conditions

Temperature0 °C

Reaction Steps

4-Nitro-1H-pyrazole (0.452 g, 4.00 mmol) was dissolved in DMF (8 mL) and cooled to 0° C. NaH (0.192 g, 60% dispersion in oil, 4.80 mmol) was added and the mixture was stirred for 10 minutes. 1-Methylpyrrolidin-3-yl methanesulfonate A22 (0.717 g, 4.00 mmol) was added and the mixture was stirred for 16 hours at 100° C. The mixture was diluted with EtOAc (5 mL) and washed with sat. NH4Cl (5 mL) and water (4×5 mL). The organics were concentrated in vacuo affording a crude pale yellow oil which was purified by flash chromatography (0-30% MeOH in DCM) to give the title compound A23 as a pale yellow oil (0.575 g, 73% yield). LCMS-B: rt 1.12 min; m/z 197 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238644B2
Source datasetuspto-grants-2016_01
ORD IDord-646594afe54a4103bbcbb9b6e30fbb47
Source noteuspto-grants-2016_01