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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1835122Generated: October 26, 2026

Water → 3-{1-[(6-Chloroimidazo[2,1-b][1,3]thiazol-5-yl)sulfonyl]-5-fluoro-1H-indol-3-yl}propan-1-amine

https://huagongshe.com/reaction/1835122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriphenylphosphineHCID 11776—
Reactant3-(3-Azidopropyl)-1-[(6-chloroimidazo[2,1-b][1,3]thiazol-5-yl)sulfonyl]-5-fluoro-1H-indoleHCID 22219737—
SolventTetrahydrofuranHCID 8028—
Product3-{1-[(6-Chloroimidazo[2,1-b][1,3]thiazol-5-yl)sulfonyl]-5-fluoro-1H-indol-3-yl}propan-1-amineHCID 2221973978%

Reaction Steps

A mixture of 3-(3-azidopropyl)-1-[(6-chloroimidazo-[2,1-b][1,3]thiazol-5-yl)sulfonyl]-5-fluoro-1H-indole (180 mg, 0.41 mmol) and triphenylphosphine (161 mg, 0.62 mmol in THF and water is stirred under nitrogen for 24 h at room temperature and concentrated in vacuo. The resultant residue is purified by flash chromatography (silica gel, EtOAc/2M NH3 in MeOH: 98/2) to afford the title product as an off-white solid, 132 mg (78% yield), mp 139-141° C., identified by NMR and mass spectral analyses.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06770642B2
Source datasetuspto-grants-2004_08
ORD IDord-4dd3be28f1594754921230aa46b7be5f
Source noteuspto-grants-2004_08