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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912456Generated: November 2, 2026

Sodium hydride → HCID 66826506, compound

https://huagongshe.com/reaction/1912456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantHCID 178465117HCID 178465117—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66826506HCID 6682650664.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of rac-N-[1-(3-bromo-phenyl)-1-(1H-pyrazol-3-yl)-ethyl]-2-chloro-acetamide (1.22 g, 3.56 mmol) in THF (40 mL) was added dropwise to a suspension of sodium hydride (0.28 g, 7.12 mmol) in THF (40 mL) at 0° C. under nitrogen. The mixture was stirred at 0° C. for 1 hour. The mixture was diluted with water and the product extracted with DCM. The organic layer was separated, dried (MgSO4), filtered and the solvents evaporated in vacuo. The crude product was purified by flash column chromatography (silica gel; AcOEt in DCM 50/50 to 100/0). The desired fractions were collected and concentrated in vacuo to yield rac-4-(3-bromo-phenyl)-4-methyl-4,5-dihydro-pyrazolo[1,5-a]pyrazin-6-one (0.7 g, 64% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609660B2
Source datasetuspto-grants-2013_12
ORD IDord-06db5173ae064d158d34b922ebf30e68
Source noteuspto-grants-2013_12