HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662274Generated: October 29, 2026
Potassium Carbonate → HCID 46203393, compound
https://huagongshe.com/reaction/1662274
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (Pyrimidin-5-yl)boronic acid | HCID 2795193 | — |
| Reactant | HCID 58579493 | HCID 58579493 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 46203393 | HCID 46203393 | 31.1% |
Reaction Steps
1-(3-Bromophenyl)-6-chloro-4-fluoro-1-(2-methylpyridin-4-yl)-1H-isoindol-3-amine (1 g, 2.32 mmol), pyrimidine-5-boronic acid (0.316 g, 2.55 mmol) and [1,1′-bis (diphenylphosphino)ferrocene]palladium(II) chloride (0.096 g, 0.12 mmol) were dissolved in DMF (10 mL) and heated to 90° C. Then aqueous potassium carbonate (3.48 mL, 6.97 mmol) was added and the resulting mixture was stirred at 120° C. for 2 h. When cooled to rt the mixture was diluted with water (50 mL) and extracted with DCM (3×50 mL). The combined organics were washed with water (75 mL), passed through a phase separator, concentrated and purified on a silica gel column eluted with 0-10% 0.1M NH3 in MeOH in DCM to afford 310 mg (31% yield) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08030500B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-13a87e0ebd96414bad768e2617c0a12c |
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| Source note | uspto-grants-2011_10 |
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