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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500939Generated: October 30, 2026

Thionyl Chloride → 5-chloro-2-(chloromethyl)-7-fluoro-1-(2-(methylsulfonyl)ethyl)-1H-indole

https://huagongshe.com/reaction/1500939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 89924003HCID 89924003—
SolventDichloromethaneHCID 6344—
Product5-chloro-2-(chloromethyl)-7-fluoro-1-(2-(methylsulfonyl)ethyl)-1H-indoleHCID 89923943—

Reaction Steps

A solution of {5-chloro-7-fluoro-1-[2-(methylsulfonyl)ethyl]-1H-indol-2-yl}methanol (130 mg, 0.43 mmol) in 40 mL of DCM was stirred with SOCl2 (254 mg, 2.13 mmol) at RT and the reaction was monitored by LC/MS. After all starting materials were consumed, the mixture was concentrated in vacuo to afford the crude 5-chloro-2-(chloromethyl)-7-fluoro-1-[2-(methylsulfonyl)ethyl]-1H-indole, which was used for next step directly.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206191B2
Source datasetuspto-grants-2015_12
ORD IDord-3c5d63f0ad0c411f89469dc00bef3bed
Source noteuspto-grants-2015_12