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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050415Generated: November 1, 2026

Dimethylformamide → HCID 118598862, compound

https://huagongshe.com/reaction/1050415

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-Methoxybenzyl alcoholHCID 7738—
ReactantSodium hydrideHCID 24758—
ReactantHCID 118598561HCID 118598561—
ProductHCID 118598862HCID 118598862—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 6′-bromo-8′-methyl-2′H-spiro[cyclohexane-1,3′-imidazo[1,5-a]pyridine]-1′,5′-dione (1, 2.5 g, 8.03 mmol) in dimethylformamide (20 mL), sodium hydride (1.15 g, 48.23 mmol) was added portion wise. The reaction mixture was stirred at 0° C. for 30 m. To the reaction mixture was added (4-methoxyphenyl)methanol (3.34 g, 24.11 mmol) and the reaction was stirred at 80° C. for 16 h. After completion, solvent was evaporated under reduced pressure. Obtained crude was washed with water (50 mL) followed by diethyl ether and dried under reduced pressure to afford 6′-((4-methoxybenzyl)oxy)-8′-methyl-2′H-spiro[cyclohexane-1,3′-imidazo[1,5-a]pyridine]-1′,5′-dione (3) as yellow solid. Yield: 1.4 g, 48%; MS (ESI) m/z 369.15 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382248B2
Source datasetuspto-grants-2016_07
ORD IDord-e90e2b0b758a452fa388036da019092b
Source noteuspto-grants-2016_07