HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710551Generated: October 30, 2026
Sodium Carbonate → HCID 86688548, compound
https://huagongshe.com/reaction/710551
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | (Pyrimidin-5-yl)boronic acid | HCID 2795193 | — |
| Reactant | HCID 86688544 | HCID 86688544 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86688548 | HCID 86688548 | 40.1% |
Reaction Steps
The compound (400 mg, 932 μmol) obtained in Example 1 and pyrimidine-5-boronic acid (289 mg, 2.33 mmol) were dissolved in DMF (10 mL), and a 2N sodium carbonate aqueous solution (1.62 mL, 3.26 mmol) and tetrakis(triphenylphosphine)palladium(0) (107 mg, 93.2 μmol) were added thereto. The resulting mixture was subjected to reaction at 120° C. for 40 minutes in a microwave reactor. A saturated ammonium chloride aqueous solution was added to the resulting mixture to stop the reaction, and after extraction with ethyl acetate, the extract was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. The desiccant was filtered off, and the residue obtained by evaporation under reduced pressure was purified using medium pressure flash column chromatography (silica gel; methanol:chloroform=1:40), thereby giving the title compound (160 mg, 40%) as a pale brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181183B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-de65856ca1824b7b9950a60eab4e36ff |
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| Source note | uspto-grants-2015_11 |
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