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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 902030Generated: October 30, 2026

Dimethylformamide → HCID 59700617, compound

https://huagongshe.com/reaction/902030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantHCID 85957072HCID 85957072—
SolventMethanolHCID 887—
ProductHCID 59700617HCID 5970061797%

Reaction Steps

Add sodium hydride (20.7 mg, 60% dispersion in mineral oil, 0.52 mmol) to a solution of 2-(6-chloro-pyridin-2-yl)-3-(4-fluoro-phenyl)-pyrazolo[1,5-a]pyridine (33.5 mg, 0.10 mmol) in DMF (2.5 mL) and methanol (2.5 mL) at room temperature. Stir the reaction mixture at room temperature for 4 hours and at 80° C. for 48 hours. Cool to room temperature and concentrate in vacuo. Add water (20 mL) and extract the aqueous solution with methylene chloride (3×20 mL). Dry the combined organic layers with sodium sulfate and concentrate. Purify by flash column chromatography (SiO2, 50% ethyl acetate/hexanes) to give the title compound 31 mg (97%) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07365066B2
Source datasetuspto-grants-2008_04
ORD IDord-395892b590474283b2bebd6db676bd86
Source noteuspto-grants-2008_04