HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45785Generated: October 26, 2026
Sodium Carbonate → HCID 67997048, compound
https://huagongshe.com/reaction/45785
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Bromo-4-chloropyrimidine | HCID 12270078 | — |
| Reactant | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthonitrile | HCID 67997556 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67997048 | HCID 67997048 | 69% |
Reaction Steps
A mixture of 4-chloro-5-bromopyrimidine (193 mg, 1 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthonitrile (279 mg, 1 mmol) palladium tetrakis triphenylphoshine (0.023 g, 0.02 mmol) and aqueous sodium carbonate solution (2M, 1.5 mL, 3 mmol) in dioxane (3 mL) was heated to 80° C. for 12 hours. The reaction mixture cooled to room temperature, washed with water, extracted with ethyl acetate and purified by chromatography to yield 4-(5-bromopyrimidin-4-yl)-1-naphthonitrile (214 mg, 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08541589B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-664fe767f6c247b7bc62f7e6467a12f9 |
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| Source note | uspto-grants-2013_09 |
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