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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840944Generated: October 30, 2026

Sodium hydride → HCID 23444808, compound

https://huagongshe.com/reaction/1840944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Bromoethyl ethyl etherHCID 61141—
Reactantmethyl 2-{2-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethoxy}-benzoateHCID 11440344—
SolventDimethylformamideHCID 6228—
ProductHCID 23444808HCID 23444808—

Reaction Steps

8.0 g (0.021 mol) of methyl 2-{2-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethoxy}-benzoate were dissolved in 125 ml of DMF and, at room temperature, 1.12 g (0.028 mol) of 60% sodium hydride was carefully added. This mixture was stirred for half an hour. 2.9 ml (0.023 mol) of 2-bromoethyl ethyl ether were dropwise added and the stirring was continued for 4 h. The solvent was evaporated under reduced pressure and the residue was worked-up as usual. The crude mixture was purified by flash-chromatography over silica gel affording 4.12 g (54% of yield) of methyl 2-(2-{4-[1-(2-ethoxy-ethyl)-1H-indol-3-yl]-piperidin-1-yl}-ethoxy)-benzoate

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06683096B2
Source datasetuspto-grants-2004_01
ORD IDord-15a1aaa3ef154d85bdf16429672bf7a1
Source noteuspto-grants-2004_01