HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1424229Generated: October 26, 2026
Sodium Carbonate → 4'-Amino-2'-fluoro-5'-nitrobiphenyl-4-carbonitrile
https://huagongshe.com/reaction/1424229
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Cyanophenylboronic acid | HCID 2734326 | — |
| Reactant | 4-Bromo-5-fluoro-2-nitroaniline | HCID 21911928 | — |
| Catalyst | HCID 178454866 | HCID 178454866 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | 4'-Amino-2'-fluoro-5'-nitrobiphenyl-4-carbonitrile | HCID 86699131 | 93.1% |
Reaction Steps
A suspension of 4-bromo-5-fluoro-2-nitroaniline (0.8 g, 3.8 mmol), 4-cyanophenylboronic acid (0.58 g, 3.87 mmol) and sodium carbonate (1 g, 9.50 mmol) in THF/water (15 mL/2 mL) was degassed with nitrogen for 10 minutes. To the suspension was added dichloro [1,1′ bis(di-tert-butylphosphino)]ferrocene palladium (II) (80 mg, 0.095 mmol) and the reaction was heated to 60° C. for 18 hours. The reaction was filtered through celite and the filtrate diluted with water and EtOAc. The organic layer was collected and concentrated in vacuo to afford the title compound as a yellow solid (0.91 g, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08927587B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-6bab6169b03b4514bb2be06770e1acf8 |
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| Source note | uspto-grants-2015_01 |
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