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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1367396Generated: October 30, 2026

Water → [4-chloro-5-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-thiazol-2-yl]-(5-fluoro-pyridin-3-ylmethyl)-amine

https://huagongshe.com/reaction/1367396

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant[5-(1-benzenesulfonyl-5-chloro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-4-chloro-thiazol-2-yl]-(5-fluoro-pyridin-3-ylmethyl)-amineHCID 57619183—
SolventTetrahydrofuranHCID 8028—
Product[4-chloro-5-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-thiazol-2-yl]-(5-fluoro-pyridin-3-ylmethyl)-amineHCID 57619451—

Reaction Steps

To [5-(1-benzenesulfonyl-5-chloro-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-4-chloro-thiazol-2-yl]-(5-fluoro-pyridin-3-ylmethyl)-amine (595, 0.030 g, 0.055 mmol) in tetrahydrofuran (6.0 mL) was added tetrabutylammonium fluoride, trihydrate (0.034 g, 0.11 mmol) under an atmosphere of nitrogen. The reaction was stirred at room temperature for 3 hours, then poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 20% to 100% ethyl acetate in hexane to give the desirecl compound (P-0231, 1.5 mg, 6.7%). MS (ESI) [M+H+]+=408.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893075B2
Source datasetuspto-grants-2011_02
ORD IDord-a00ef40dd5b14726a78ab4e113a79aed
Source noteuspto-grants-2011_02