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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875751Generated: October 28, 2026

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

https://huagongshe.com/reaction/875751

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3R)-3-Aminopiperidine, 3-BOC protectedHCID 1514172—
ReactantN-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)quinoxaline-2-carboxamideHCID 60205420—
Solvent1-ButanolHCID 263—
Product(R)-tert-butyl 1-(5-bromo-3-(quinoxaline-2-carboxamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamateHCID 6704547511.4%

Reaction Conditions

Temperature155 °C

Reaction Steps

N-(5-Bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)quinoxaline-2-carboxamide (0.240 g, 0.621 mmol) and (R)-tert-butyl piperidin-3-ylcarbamate (0.373 g, 1.86 mmol) were placed in n-BuOH (3 mL) and heated to 155° C. for 48 hours in a sealed tube. The reaction was then cooled to room temperature and concentrated to dryness. The resulting residue was purified by reverse phase HPLC (5:75 water:ACN gradient, Gilson system) to give (R)-tert-butyl 1-(5-bromo-3-(quinoxaline-2-carboxamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate (0.040 g, 11% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08981085B2
Source datasetuspto-grants-2015_03
ORD IDord-ac7852d1dd1a4d81bb9a3b025fa0d4b5
Source noteuspto-grants-2015_03