Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 3-Nitrophenylboronic Acid | HCID 1677 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-2-fluoroaniline | HCID 123050 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 23433644 | HCID 23433644 | — |
Reaction Steps
A mixture of 3-nitrobenzeneboronic acid (0.70 g, 4.2 mmol), 4-bromo-2-Fluoroaniline (730 mg, 4.0 mmol), (PPh3)4Pd (93 mg, 0.08 mmol), and K2CO3 (0.69 g, 5.0 mmol) in toluene (20 mL) and water (2 mL) was heated at 95° C. for 16 h and the mixture was diluted with EtOAc (20 mL). The mixture was washed with water (10 mL) and brine (10 mL), concentrated and purified by silica gel chromatography to afford the 4-amino-3-Fluoro-3′-nitrobiphenyl (structure 82 of Scheme XXI, where R1═R3-7=H, R8=F) (0.4 g, 41%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06448405B1 |
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| Source dataset | uspto-grants-2002_09 |
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| ORD ID | ord-a571d700f4cc4f8f9a70937619a99be0 |
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| Source note | uspto-grants-2002_09 |
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