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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408396Generated: October 29, 2026

(3R)-3-Aminopiperidine, 3-BOC protected → (R)-tert-butyl 1-(3-(cyclopropanecarboxamido)-5-ethoxy-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate

https://huagongshe.com/reaction/408396

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3R)-3-Aminopiperidine, 3-BOC protectedHCID 1514172—
ReactantN-(5-ethoxy-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopropanecarboxamideHCID 60205640—
Solvent1-ButanolHCID 263—
Product(R)-tert-butyl 1-(3-(cyclopropanecarboxamido)-5-ethoxy-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamateHCID 6704556425.9%

Reaction Conditions

Temperature160 °C

Reaction Steps

(R)-tert-Butyl piperidin-3-ylcarbamate (205 mg, 1.0 mmol) was added to N-(5-ethoxy-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopropanecarboxamide (90 mg, 0.34 mmol) in n-butanol (2 mL). The reaction was stirred at 160° C. for 24 hours in a sealed tube. After cooling down and concentration, the residue was purified by reverse phase chromatography (Biotage SP4, C-18 25M+, water/ACN 90/10→10190, 30CV) to yield (R)-tert-butyl 1-(3-(cyclopropanecarboxamido)-5-ethoxy-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate (39 mg) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08758830B2
Source datasetuspto-grants-2014_06
ORD IDord-17ede4a996244df0a492c0d182d45441
Source noteuspto-grants-2014_06