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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 550954Generated: October 30, 2026

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

https://huagongshe.com/reaction/550954

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 numberUS07947708B2
Source datasetuspto-grants-2011_05
ORD IDord-99262ec3a165407fbf966ee0b9b5012b
Source noteuspto-grants-2011_05