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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1782122Generated: November 3, 2026

Tetrahydrofuran → benzyl-[5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-amine

https://huagongshe.com/reaction/1782122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactantbenzyl-[5-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-amineHCID 57588064—
SolventWaterHCID 962—
Productbenzyl-[5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-amineHCID 1155141082.4%

Reaction Conditions

Temperature20 °C

Reaction Steps

Into a round bottom flask was added compound 10 (400.0 mg, 0.85 mmol), tetrahydrofuran (20.0 mL) and tetra-n-butylammonium fluoride (240 mg, 0.93 mmol). The reaction mixture was stirred at 20 Celsius for 30 min. TLC indicated no starting material. The reaction mixture was poured into water, extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, concentrated and purified with biotage (methylene chloride/methanol 1:10) to give product 9 (Table 1 Cmpd 1-1) (220 mg, Yield=82.4%) as a white solid (M+1=315).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07498342B2
Source datasetuspto-grants-2009_03
ORD IDord-057dd52497a24d4aa9f9f21f8ab5eec8
Source noteuspto-grants-2009_03