HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500243Generated: October 29, 2026
Sodium Carbonate → HCID 67224242, compound
https://huagongshe.com/reaction/500243
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Bromo-2-fluorobenzoic acid | HCID 302681 | — |
| Reactant | 2-Aminopyrimidine-5-boronic acid, pinacol ester | HCID 17750212 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67224242 | HCID 67224242 | — |
Reaction Steps
A solution of sodium carbonate (1.4 g, 0.014 mol) in water (8 mL) was added to a mixture of 4-bromo-2-fluorobenzoic acid (1.0 g, 0.0046 mol), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine (1.5 g, 6.8 mmol), and tetrakis(triphenylphosphine)palladium (0.3 g, 0.2 mmol) in toluene (16 mL) and ethanol (8 mL). The resulting mixture was heated at 120° C. for 15 min. The reaction mixture was washed with ether (3×10 mL) to remove impurity. The aqueous layer was adjusted with 1N HCl to pH 7.0, and purified by RP-HPLC (pH 10) to afford the desired product. LCMS: (M+H)=234.1.
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-020723212eaf446c97477c647905c29a |
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| Source note | uspto-grants-2010_08 |
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