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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506239Generated: October 30, 2026

Diisopropylethylamine → 1-(4-[(1-Benzylpiperidin-4-yl)amino]-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-5-yl)ethanone

https://huagongshe.com/reaction/1506239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Benzyl-4-piperidylamineHCID 415852—
Reactant1-(4-Chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-5-yl)ethanoneHCID 71258200—
Product1-(4-[(1-Benzylpiperidin-4-yl)amino]-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-5-yl)ethanoneHCID 7125823258.3%

Reaction Steps

1-(4-Chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-5-yl)ethanone (400 mg, 1.23 mmol) and 1-benzylpiperidin-4-amine (1.70 mL, 8.93 mmol) was stirred with N,N-diisopropylethylamine (251 μL. 1.47 mmol) at 140° C. for one day. The reaction mixture was purified by silica gel column chromatography (hexane/ethyl acetate=1/1 (v/v)) to give the title compound (343 mg, yield 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216999B2
Source datasetuspto-grants-2015_12
ORD IDord-3f2c0feab1894ac3847c9e1ad7f63176
Source noteuspto-grants-2015_12