HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533725Generated: October 27, 2026
Potassium Carbonate → 4-(4-Fluoro-phenyl)-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3',4'-d]pyrrole
https://huagongshe.com/reaction/533725
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Reactant | 4-Chloro-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3',4'-d]pyrrole | HCID 66677972 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | 4-(4-Fluoro-phenyl)-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3',4'-d]pyrrole | HCID 46843142 | 29% |
Reaction Steps
4-Chloro-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3′,4′-d]pyrrole (100 mg, 0.48 mmol), 4-fluorophenylboronic acid (135 mg, 0.96 mmol), Pd(OAc)2 (5 mg, 0.02 mmol), S-Phos (20 mg, 0.05 mmol), and K2CO3 (266 mg, 1.93 mmol) were dissolved in dioxane/H2O (2.2 mL, 10/1, v/v), and stirred overnight at 100° C. The reaction mixture diluted with EtOAc/H2O, and filtered through an Extrelut column. The column was washed with EtOAc, and the filtrate was concentrated. The crude material was triturated with EtOAc, filtered, washed with EtOAc, and dried under vacuum to provide 6 (37 mg, 29% yield) as a tan solid. LC-MS (M+H=269, obsd.=269).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853391B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-e34ebba37db2424d9cdffd525904dd65 |
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| Source note | uspto-grants-2014_10 |
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