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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1814112Generated: October 25, 2026

Ethylene Glycol → 1-(4-Fluorobenzyl)-5-methanesulfonyl-2-(2-thiazolylmethyl)indole

https://huagongshe.com/reaction/1814112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantHydrazineHCID 9321—
ReactantPotassium HydroxideHCID 14797—
Reactant1-(4-Fluorobenzyl)-5-methanesulfonyl-2-(2-thiazolylcarbonyl)indoleHCID 22504422—
SolventWaterHCID 962—
Product1-(4-Fluorobenzyl)-5-methanesulfonyl-2-(2-thiazolylmethyl)indoleHCID 2250439545.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a mixture of the compound obtained in Example 27 (6) (88 mg), potassium hydroxide (25 mg) and ethylene glycol (2.5 ml), hydrazine (65 mg) was added and the mixture was stirred at 120° C. for 3 hours. The reaction mixture was poured into water, extracted with chloroform, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was separated and purified twice with silica gel preparative thin-layer chromatography (hexane:ethyl acetate=1:1) and (chloroform:methanol=15:1) to obtain 39 mg of the desired product as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06875770B2
Source datasetuspto-grants-2005_04
ORD IDord-01f18d29c47149488d5294525dcd0e55
Source noteuspto-grants-2005_04