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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1422504Generated: October 31, 2026

Serotonin → 3-(2-(2-(benzo[b]thiophen-3-yl)-9-isopropyl-9H-purin-6-ylamino)ethyl)-1H-indol-5-ol

https://huagongshe.com/reaction/1422504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSerotoninHCID 5202—
Reactant2-(benzo[b]thiophen-3-yl)-6-chloro-9-isopropyl-9H-purineHCID 59408920—
Product3-(2-(2-(benzo[b]thiophen-3-yl)-9-isopropyl-9H-purin-6-ylamino)ethyl)-1H-indol-5-olHCID 59408923—

Reaction Steps

Following the procedure of Example 15e, 2-(benzo[b]thiophen-3-yl)-6-chloro-9-isopropyl-9H-purine (b) (80 mg, 0.243 mmol) was reacted with serotonin. The reaction mixture was concentrated, then aqueous sodium bicarbonate solution was added. The mixture was extracted with ethyl acetate. The organic fractions were combined, dried over sodium sulfate, and concentrated. The residue was purified by silica gel chromatography (0 to 5% MeOH in DCM eluant) to afford the title compound as an off-white solid. MS m/z 469.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927281B2
Source datasetuspto-grants-2015_01
ORD IDord-507c6be4bec44b1d94a65881f79c3143
Source noteuspto-grants-2015_01