HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1034692Generated: October 25, 2026
(3R)-3-Aminopiperidine, 3-BOC protected → (R)-tert-butyl 1-(5-bromo-3-(5-methylnicotinamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate
https://huagongshe.com/reaction/1034692
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)-5-methylnicotinamide | HCID 60205339 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | (R)-tert-butyl 1-(5-bromo-3-(5-methylnicotinamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate | HCID 67045775 | 31% |
Reaction Steps
(R)-tert-Butyl piperidin-3-ylcarbamate (172 mg, 0.859 mmol) was added to N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-methylnicotinamide (100 mg, 0.286 mmol) 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, and then the residue was purified by chromatography (SP4, 25M, water/ACN 90/10 to 10/90, 30 CV) to yield (R)-tert-butyl 1-(5-bromo-3-(5-methylnicotinamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate (47 mg, 31.0% yield) as a solid.
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-a91342e0c9984ba6ba66e86b3274b939 |
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| Source note | uspto-grants-2013_10 |
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