HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 347532Generated: October 30, 2026
Ethylenediamine → 3-Fluoro-4-(2-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy)benzenamine
https://huagongshe.com/reaction/347532
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethylenediamine | HCID 3301 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 3-Fluoro-4-(2-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy)benzenamine | HCID 21081604 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Fluoro-4-(2-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy)benzenamine | HCID 21081605 | 92.1% |
Reaction Steps
A mixture of 3-fluoro-4-(2-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy)benzenamine (275 mg, 0.61 mmol), tetrabutylammonium fluoride (1 M in THF, 4 mL), and 1,2-diaminoethane (0.2 mL) in THF (4 mL) was heated at 65° C. for 24 h. The solvent was removed in vacuo. The residue was purified by flash column chromatography (silica gel, 5% MeOH/EtOAc) to afford the desired product (180 mg, 92%) as a yellow solid. LC/MS(ESI+) m/z 321 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07173031B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-fb548f6589164809baaf4402f43bf04d |
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| Source note | uspto-grants-2007_02 |
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