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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952148Generated: October 30, 2026

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

https://huagongshe.com/reaction/1952148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant[5-(1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-(4-chloro-pyridin-3-ylmethyl)-amineHCID 69076090—
SolventTetrahydrofuranHCID 8028—
Product(3-chloro-pyridin-4-ylmethyl)[5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-amineHCID 25151532—

Reaction Steps

To [5-(1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-(4-chloro-pyridin-3-ylmethyl)-amine (602, 0.08 g, 0.16 mmol) in tetrahydrofuran (10.0 mL) was added tetrabutylammonium fluoride, trihydrate (0.240 g, 0.76 mmol). The reaction was stirred at room temperature overnight. The reaction was concentrated and purified by silica gel column chromatography eluting with 20% to 100% ethyl acetate in hexane to give a yellow solid (P-0183, 4.0 mg, 7%). MS (ESI) [M+H+]+=350.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404700B2
Source datasetuspto-grants-2013_03
ORD IDord-94a598c034054df6ac5231edca1464db
Source noteuspto-grants-2013_03