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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754637Generated: October 28, 2026

Water → 3-{[6-(Propan-2-yl)pyridin-3-yl]methyl}-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/1754637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant3-(6-Isopropyl-pyridin-3-ylmethyl)-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridineHCID 59593281—
SolventTetrahydrofuranHCID 8028—
Product3-{[6-(Propan-2-yl)pyridin-3-yl]methyl}-1H-pyrrolo[2,3-b]pyridineHCID 15982343—

Reaction Conditions

Temperature20 °C

Reaction Steps

To 3-(6-Isopropyl-pyridin-3-ylmethyl)-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine (39, 35.0 mg, 0.086 mmol) in tetrahydrofuran (3.0 mL) was added tetra-n-butylammonium fluoride (29 mg, 0.11 mmol). The reaction was stirred at 20° C. for 30 minutes. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, concentrated and purified by silica gel column chromatography eluting with 10% methanol in dichloromethane to give compound (P-0019, 18.0 mg, 81.9%). MS (ESI) [M+H+]+=252.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169250B2
Source datasetuspto-grants-2015_10
ORD IDord-031b81535bf6468883f7f7e37146544d
Source noteuspto-grants-2015_10