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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522690Generated: October 26, 2026

Cesium carbonate → (S)-1-(5-methyl-4-nitro-1H-pyrazol-1-yl)propan-2-ol

https://huagongshe.com/reaction/522690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1H-Pyrazole, 3-methyl-4-nitro-HCID 79255—
Reactant(2S)-2-MethyloxiraneHCID 146262—
SolventAcetonitrileHCID 6342—
Product(S)-1-(5-methyl-4-nitro-1H-pyrazol-1-yl)propan-2-olHCID 1180235229%

Reaction Conditions

Temperature30 °C

Reaction Steps

To a solution of 5-methyl-4-nitro-1H-pyrazole (2.5 g, 19.7 mmol) in acetonitrile (100 mL) was added (S)-2-methyloxirane (1.37 g, 23.6 mmol) and cesium carbonate (19.3 g, 59.1 mmol). The mixture was stirred at 30° C. for 7 days, then cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by Prep-HPLC and then chiral-HPLC to give (S)-1-(5-methyl-4-nitro-1H-pyrazol-1-yl)propan-2-ol (0.33 g) as a yellowish solid. MS (ES+) C7H11N3O3 requires: 185, found: 186 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334263B2
Source datasetuspto-grants-2016_05
ORD IDord-baaa67abe8c24741b659995bc628d4d5
Source noteuspto-grants-2016_05