HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240211Generated: November 1, 2026
3-Fluoro-4-iodonitrobenzene → N-(2-Fluoro-4-nitrophenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-4-amine
https://huagongshe.com/reaction/2240211
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Fluoro-4-iodonitrobenzene | HCID 230102 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-4-amine | HCID 22337457 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-(2-Fluoro-4-nitrophenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-4-amine | HCID 11647045 | — |
Reaction Steps
50 mg (0.19 mmol) of 1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-4-amine, 61 mg (0.23 mmol) of 2-fluoro-1-iodo-4-nitrobenzene and 26 mg (0.27 mmol) of sodium tert-butoxide are initially charged in 1 ml of toluene. The mixture is degassed. 8.7 mg (0.01 mmol) of tris(dibenzylideneacetone)dipalladium and 9.1 mg (0.02 mmol of dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine are then added. The mixture is heated in a sealed vessel at 120° C. overnight. The mixture is then filtered through an Extrelut cartridge (mobile phase: dichloromethane/methanol 10:1) and purified by preparative HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07723347B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-6390e00558394e6eaa67cbf0a811f55b |
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| Source note | uspto-grants-2010_05 |
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