HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500247Generated: October 30, 2026
Potassium Carbonate → HCID 67223256, compound
https://huagongshe.com/reaction/500247
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Aminopyrimidine-5-boronic acid, pinacol ester | HCID 17750212 | — |
| Reactant | Methyl 4-Bromo-2-chlorobenzoate | HCID 22058730 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67223256 | HCID 67223256 | 59.6% |
Reaction Steps
A solution of potassium carbonate (0.39 g, 2.8 mmol) in water (3 mL) was added to a mixture of methyl 4-bromo-2-chlorobenzoate (0.49 g, 2.0 mmol), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine (0.31 g, 1.4 mmol), and tetrakis(triphenylphosphine)palladium (0.08 g, 0.07 mmol) in toluene (5.3 mL) and ethanol (3 mL). The resulting mixture was heated at 120° C. for 15 min. The reaction mixture was extracted with EtOAc (3×20 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated. The residue was recrystallized from methanol and ether. The precipitate was collected by filtration, and washed with ether to afford the desired product (0.22 g, 59%). LCMS: (M+H)=264.0/266.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07767675B2 |
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| Source dataset | uspto-grants-2010_08 |
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| ORD ID | ord-3f95e675aef644608b16bfc5a6ecbeba |
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| Source note | uspto-grants-2010_08 |
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