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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1367271Generated: October 30, 2026

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

https://huagongshe.com/reaction/1367271

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 numberUS07893075B2
Source datasetuspto-grants-2011_02
ORD IDord-279b66a2aa284fb5be556a52f46b1a07
Source noteuspto-grants-2011_02