HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1514440Erstellt: 26. Oktober 2026
Sodium Carbonate → 4-(2,4-Dimethyl-thiazol-5-yl)-2-methylsulfanyl-pyrimidine
https://huagongshe.com/reaction/1514440
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | 4-Iodo-2-(methylthio)pyrimidine | HCID 3858901 | — |
| Edukt | 2,4-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole | HCID 18525700 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | 1-Propanol | HCID 1031 | — |
| Produkt | 4-(2,4-Dimethyl-thiazol-5-yl)-2-methylsulfanyl-pyrimidine | HCID 58742226 | 76% |
Reaktionsschritte
To a solution of 4-iodo-2-methylsulfanyl-pyrimidine (390 mg, 1.56 mmol), 2,4-dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-thiazole (633 mg, 2.65 mmol added portionwise), Na2CO3 (215 mg, 2.02 mmol), triphenylphosphine (42 mg, 0.15 mmol) in nPrOH (25 ml), Pd(OAc)2 (11 mg, 0.047 mmol) was added and the mixture was refluxed for 2 hour. The solvent was evaporated under vacuum, and the crude was dissolved in DCM and washed with water. The organic phase was dried (Na2SO4) and evaporated. A second batch of this compound was prepared according to the same protocol starting from 0.39 mmol of 4-iodo-2-methylsulfanyl-pyrimidine. The residues, deriving from the two batches, were purified by flash chromatography with hexane-ethyl acetate to give the title compound (352, 76% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08222266B2 |
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| Quelldatensatz | uspto-grants-2012_07 |
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| ORD ID | ord-f1720cfc27794da78a3db6a7e7f88397 |
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| Quellennotiz | uspto-grants-2012_07 |
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