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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274759Generated: October 31, 2026

Hydrochloric Acid → 6-fluoro-1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-1H-indole

https://huagongshe.com/reaction/2274759

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-butyl 4-(6-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazole-1-carboxylateHCID 118060266—
SolventMethanolHCID 887—
SolventDiethyl EtherHCID 3283—
Product6-fluoro-1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-1H-indoleHCID 11806013497.9%

Reaction Steps

To a solution of tert-butyl 4-(6-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazole-1-carboxylate (Intermediate 4; 310 mg; 0.70 mmol) in methanol (2 mL) was added saturated HCl in Et2O (10 mL). The resulting mixture was stirred for 30 minutes. The reaction was concentrated to dryness under reduced pressure, diluted with water (10 mL), neutralized with saturated aqueous NaHCO3, and extracted with EtOAc (10 mL×3). The combined organic layers were washed with brine (5 mL), dried over anhydrous Na2SO4, filtered, and concentrated to afford 234 mg (89%) of the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126984B2
Source datasetuspto-grants-2015_09
ORD IDord-38e447d0f243424bbb17e2f2b48cf828
Source noteuspto-grants-2015_09