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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1191097Generated: October 31, 2026

Sodium hydride → HCID 58495462, compound

https://huagongshe.com/reaction/1191097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantBromomethylcyclopropaneHCID 81503—
ReactantHCID 178509584HCID 178509584—
SolventDimethylformamideHCID 6228—
ProductHCID 58495462HCID 5849546265%

Reaction Conditions

Temperature0 °C

Reaction Steps

Add sodium hydride (64 mg, 2.65 mmol) to a solution of 4-(1H-pyrazol-3-yl)-benzonitrile (300 mg, 1.77 mmol) in DMF (5 mL) under nitrogen atmosphere. Stir the mixture for 15 min at 0° C. and add (bromomethyl)cyclopropane (206 □l, 2.12 mmol). Stir the mixture for 5 min at 0° C. and then at room temperature overnight. Quenck the reaction mixture with water and extract twice with EtOAc. Dry the combined organics extracts over Na2SO4, filter and concentrate in vacuo. Purify the crude mixture by chromatography on silica gel eluting with hexane/EtOAc (75:25) to obtain the desired intermediate (256 mg, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680091B2
Source datasetuspto-grants-2014_03
ORD IDord-84cf1d1f9e7140e2bb937f216d417bbb
Source noteuspto-grants-2014_03