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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1034839Generated: October 29, 2026

Diisopropylethylamine → HCID 67045537, compound

https://huagongshe.com/reaction/1034839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(3R)-3-Aminopiperidine, 3-BOC protectedHCID 1514172—
ReactantAcetonitrile--water (1/1)HCID 18373917—
ReactantHCID 60205571HCID 60205571—
Solvent1-ButanolHCID 263—
ProductHCID 67045537HCID 6704553768%

Reaction Conditions

Temperature140 °C

Reaction Steps

N-(5-Bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-hydroxyacetamide (0.200 g, 0.694 mmol), (R)-tert-butyl piperidin-3-ylcarbamate (0.417 g, 2.08 mmol), and DIEA (0.363 mL, 2.08 mmol) were placed in n-BuOH (2 mL) and heated to 140° C. for 18 hours. The reaction was then cooled to room temperature and concentrated to dryness. The resulting residue was purified by reverse phase chromatography (Biotage SP4, C-18 25M+, 5-75 CH3CN/water) to give (R)-tert-butyl 1-(5-bromo-3-(2-hydroxyacetamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate (0.220 g, 68% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08545897B2
Source datasetuspto-grants-2013_10
ORD IDord-0808f72d7eeb4a31818f8e5f7c602835
Source noteuspto-grants-2013_10