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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432269Generated: November 1, 2026

Water → 2-(2-Ethoxycarbonylfuran-5-yl)-1-(4-fluorobenzyl)-5-methanesulfonyl-indole

https://huagongshe.com/reaction/1432269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4-Fluorobenzyl bromideHCID 68021—
ReactantHCID 22504378HCID 22504378—
SolventDimethylformamideHCID 6228—
Product2-(2-Ethoxycarbonylfuran-5-yl)-1-(4-fluorobenzyl)-5-methanesulfonyl-indoleHCID 22504434—

Reaction Steps

To a solution of the compound obtained in Example 29 (3) (0.0457 g) in N,N-dimethylformamide (1.4 ml), 60% sodium hydride (0.006 g) was added at 0° C. under nitrogen atmosphere and the mixture was stirred for 15 minutes, followed by addition of 4-fluorobenzyl bromide (0.02 ml), and the mixture was stirred for 1 hour. The reaction solution was then poured into water and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous NaCl solution, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was separated using silica gel column chromatography (hexane ethyl acetate=1:1) to obtain 0.0403 g of the desired product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612070B2
Source datasetuspto-grants-2009_11
ORD IDord-8ad5e5b7a0a64ecd8cd131b47c841eca
Source noteuspto-grants-2009_11