HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1034839Generated: October 29, 2026
Diisopropylethylamine → HCID 67045537, compound
https://huagongshe.com/reaction/1034839
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (3R)-3-Aminopiperidine, 3-BOC protected | HCID 1514172 | — |
| Reactant | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Reactant | HCID 60205571 | HCID 60205571 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | HCID 67045537 | HCID 67045537 | 68% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08545897B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-0808f72d7eeb4a31818f8e5f7c602835 |
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| Source note | uspto-grants-2013_10 |
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