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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877326Generated: October 29, 2026

Dimethylformamide → HCID 86720827, compound

https://huagongshe.com/reaction/877326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant2-(2-Bromoethyl)-1,3-dioxolaneHCID 87776—
Reactantethyl 1H-pyrazole-4-carboxylateHCID 142179—
ProductHCID 86720827HCID 8672082759%

Reaction Steps

To an ice-cooled stirred solution of ethyl 1H-pyrazole-4-carboxylate (2.0 g, 14.3 mmol) in DMF (10 mL) was added sodium hydride (60% dispersion in mineral oil, 0.68 g, 17.1 mmol). The reaction mixture was allowed to warm to RT over 20 minutes and 2-(2-bromoethyl)-1,3-dioxolane (2.84 g, 15.7 mmol) added. The reaction mixture was heated at 60° C. for 16 hours. The reaction was partitioned between ethyl acetate and brine. The organic phase was washed with further brine, dried (magnesium sulfate), filtered and the solvent evaporated at reduced pressure. The residue was purified by flash column chromatography eluting with 0-100% ethyl acetate in iso-hexane to afford the title compound (2.14 g, 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987299B2
Source datasetuspto-grants-2015_03
ORD IDord-75fc2d24fe7845d9942496cbf34db78d
Source noteuspto-grants-2015_03