HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Fluoro-4-iodonitrobenzene → N-(2-Fluoro-4-nitrophenyl)-3-methyl-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Fluoro-4-iodonitrobenzene | HCID 230102 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 3-methyl-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-4-amine | HCID 59305007 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-(2-Fluoro-4-nitrophenyl)-3-methyl-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-4-amine | HCID 59304977 | — |
Reaction Steps
A solution of 29 mg (100 μmol) of 3-methyl-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-4-amine, 33 mg (130 μmol) of 2-fluoro-1-iodo-4-nitrobenzene, 5 mg (10 μmol) of tris-(dibenzylideneacetone)dipalladium, 6 mg (10 mmol) of 1,1′-bis(diphenylphosphino)ferrocene and 14 mg (150 mmol) of sodium tert-butoxide in 3 ml of degassed toluene is stirred at 100° C. overnight. After cooling to RT, the reaction mixture is directly applied to a silica gel column and separated (mobile phase: cyclohexane/ethyl acetate 10:1 to 8:2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723347B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-59620fe7ac33493a8f744a96b6e5cafb |
| Source note | uspto-grants-2010_05 |