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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 585519Generated: October 31, 2026

Water → HCID 131725070, compound

https://huagongshe.com/reaction/585519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichloromethaneHCID 6344—
Reactant5-Chlorothiophene-2-carbonyl ChlorideHCID 589223—
ReactantHCID 178507381HCID 178507381—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventPyridineHCID 1049—
SolventTetrahydrofuranHCID 8028—
ProductHCID 131725070HCID 131725070—

Reaction Steps

Under argon and at 0° C., 5-chloro-2-thiophenecarbonyl chloride (1.7 g, 9.2 mmol) and 4-dimethylaminopyridine (93 mg, 0.8 mmol) are added to a solution of 4-amino-2-[3-(silylmethyl)benzyl]-1-isoindolinone (2.9 g, 7.7 mmol) in tetrahydrofuran (26 ml) and pyridine (12 ml). The reaction mixture is stirred at room temperature for 12 h, and water is added. After addition of dichloromethane and phase separation, the aqueous phase is extracted with dichloromethane. The combined organic phases are dried (sodium sulfate), filtered and concentrated under reduced pressure. The desired product is purified by flash chromatography (dichloromethane/methanol mixtures). Yield: 3.9 g, 97% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06933295B2
Source datasetuspto-grants-2005_08
ORD IDord-29c38e88d6cd4b3a872f7fa339f8d557
Source noteuspto-grants-2005_08