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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1256825Generated: November 3, 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/1256825

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 numberUS08461169B2
Source datasetuspto-grants-2013_06
ORD IDord-cd36f4a2db9849749fa21369bd811218
Source noteuspto-grants-2013_06