HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203757Generated: October 30, 2026
(3R)-3-Aminopiperidine, 3-BOC protected → (R)-tert-butyl 1-(5-bromo-3-isobutyramido-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate
https://huagongshe.com/reaction/2203757
Participants
| Role | Name | HCID | Charge |
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| Reactant | (3R)-3-Aminopiperidine, 3-BOC protected | HCID 1514172 | — |
| Reactant | N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)isobutyramide | HCID 60205321 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | (R)-tert-butyl 1-(5-bromo-3-isobutyramido-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate | HCID 67045087 | 47% |
Reaction Steps
(R)-tert-Butyl piperidin-3-ylcarbamate (327 mg, 1.63 mmol) was added to N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)isobutyramide (140 mg) in n-BuOH (3 mL), and the reaction was stirred at 160° C. for 24 hours in a sealed tube. The reaction was concentrated to dryness. Then the residue was purified by C-18 reverse phase flash chromatography (Biotage SP4 unit, C-18 25M column, 10-90% gradient CH3CN/water gradient; CV) to yield (R)-tert-butyl 1-(5-bromo-3-isobutyramido-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3ylcarbamate (105 mg, 47% yield) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365568B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-abf01b1dd98f4dbc94411a8878cb2eec |
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| Source note | uspto-grants-2016_06 |
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