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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 558308Generated: October 29, 2026

Sodium hydride → HCID 66707677, compound

https://huagongshe.com/reaction/558308

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(2-Bromoethoxy)-tert-butyldimethylsilaneHCID 3608067—
ReactantHCID 9943260HCID 9943260—
SolventDimethylformamideHCID 6228—
ProductHCID 66707677HCID 6670767715.2%

Reaction Steps

Sodium hydride (60% dispersion in oil, 45 mg, 1.12 mmol) was added to a stirred solution of 2-bromoethoxy-t-butyldimethylsilane (270 mg, 1.12 mmol) and the pyrazole of Example 95 (250 mg, 0.930 mmol) in N,N-dimethylformamide (5 ml) at 0° C. under nitrogen. The reaction was warmed to room temperature and stirred for 12 hours. The reaction mixture was quenched by the addition of water (50 ml) and the aqueous phase was extracted with ethyl acetate (3×30 ml). The combined organic phases were dried over magnesium sulphate, filtered and concentrated under reduced pressure to leave a brown oil. The crude product was purified by flash column chromatography on silica gel eluting pentane:ethyl acetate (80:20, by volume) to provide the title compound (60 mg) as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063044B2
Source datasetuspto-grants-2011_11
ORD IDord-9f1ad3d6f744456aaa92f7f7e05118b7
Source noteuspto-grants-2011_11