HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564573Generated: October 29, 2026
Potassium Carbonate → 3'-[(8-Methyl-8-azabicyclo[3.2.1]oct-3-ylidene)methyl]-3-biphenylcarbonitrile
https://huagongshe.com/reaction/564573
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Cyanophenylboronic acid | HCID 2734325 | — |
| Reactant | 3-[(3-Bromophenyl)methylidene]-8-methyl-8-azabicyclo[3.2.1]octane | HCID 57813411 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3'-[(8-Methyl-8-azabicyclo[3.2.1]oct-3-ylidene)methyl]-3-biphenylcarbonitrile | HCID 67005671 | 97% |
Reaction Steps
To a solution of 3-[(3-bromophenyl)methylidene]-8-methyl-8-azabicyclo[3.2.1]octane (1.17 g, 4 mmol) in p-dioxane (15 mL) and H2O (5 mL) was added (3-cyanophenyl) boronic acid (0.705 g, 4.80 mmol), Pd(PPh3) (0.185 g, 0.16 mmol), and K2CO3 (1.658 g, 12 mmol) and then the mixture was heated in a microwave oven at 130° C. for 20 min. The organic layer of the reaction mixture was separated, concentrated and purified by Combiflash chromatograph to afford 1.22 g (97%) of the title compound. LC-MS m/z 315 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08067408B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-6851f137603c4d19a8815bb82ece5613 |
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| Source note | uspto-grants-2011_11 |
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