HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1162005Generated: October 28, 2026
4-Aminopyridine → N-(5-Nitro-1-benzofuran-7-yl)pyridin-4-yl-amine
https://huagongshe.com/reaction/1162005
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Aminopyridine | HCID 1727 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | HCID 21864764 | HCID 21864764 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | N-(5-Nitro-1-benzofuran-7-yl)pyridin-4-yl-amine | HCID 66893465 | 60% |
Reaction Steps
A mixture of 7-iodo-5-nitro-1-benzofuran (1.00 g, 3.46 mmol), 4-aminopyridine (0.39 g, 4.15 mmol), Xantphos (0.20 g, 0.36 mmol), Pd2(dba)3 (0.08 g, 0.09 mmol), NaOtBu (0.47 g, 4.84 mmol) in xylene (200 mL) was heated at 120° C. overnight. The reaction mixture was filtered through Celite and a yellow precipitate was formed which was collected by filtration to yield 0.52 g (60%) of the title product. HPLC 96%, RT: 1.344 (System A; 10-97% MeCN over 3 min). 1H NMR (270 MHz, methanol-d4) δ ppm 6.91-7.12 (m, 4H) 8.00 (d, J=2.23 Hz, 1H) 8.15-8.24 (m, 2H) 8.37 (d, J=2.23 Hz, 1H). LC-MS 256 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07820675B2 |
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| Source dataset | uspto-grants-2010_10 |
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| ORD ID | ord-b4d043f7a8e54344bea5131f49ee7f8d |
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| Source note | uspto-grants-2010_10 |
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