HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875900Generated: October 30, 2026
Diisopropylethylamine → HCID 67045619, compound
https://huagongshe.com/reaction/875900
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine | HCID 1514397 | — |
| Reactant | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Reactant | HCID 60205571 | HCID 60205571 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | HCID 67045619 | HCID 67045619 | 48% |
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 pyrrolidin-3-ylcarbamate (0.388 g, 2.08 mmol), and DIEA (0.121 mL, 0.694 mmol, d 0.742) were placed in n-BuOH and heated to 135° C. for 8 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 the product (R)-tert-butyl 1-(5-bromo-3-(2-hydroxyacetamido)-1H-pyrrolo[2,3-b]pyridin-4-yl)pyrrolidin-3-ylcarbamate (0.150 g, 48% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08981085B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-633e530428fb493fa41ff9c1e2f71ef6 |
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| Source note | uspto-grants-2015_03 |
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