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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 558259Generated: October 29, 2026

Sodium hydride → HCID 10291825, compound

https://huagongshe.com/reaction/558259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethyl bromoacetateHCID 60984—
ReactantHCID 9878953HCID 9878953—
SolventDimethylformamideHCID 6228—
ProductHCID 10291825HCID 1029182523.9%

Reaction Steps

Methyl bromoacetate (984 μL, 10 mmol) and then sodium hydride (60% dispersion in oil, 801 mg, 20.1 mmol) were added to a stirred solution of the pyrazole (2.6 g, 9.12 mmol) of Example 3 in dry N,N′-dimethylformamide (25 ml) at 0° C. under nitrogen. After stirring for 1 hour at 0° C. ice-water (100 ml) was added and the mixture was extracted with ether (3×50 ml). The combined ether layers were dried over magnesium sulphate, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate:pentane (20:80, by volume) to provide the title compound (780 mg) as a yellow oil which partly crystallised on standing.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063044B2
Source datasetuspto-grants-2011_11
ORD IDord-bf332bb5159245ccb745c04b004f5b43
Source noteuspto-grants-2011_11