HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Iodo-2-(methylthio)pyrimidine → 4-(5-Bromothiophen-2-yl)-2-methylsulfanylpyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Iodo-2-(methylthio)pyrimidine | HCID 3858901 | — |
| Reactant | (5-Bromothiophen-2-yl)(tributyl)stannane | HCID 15738840 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(5-Bromothiophen-2-yl)-2-methylsulfanylpyrimidine | HCID 2820534 | — |
Reaction Steps
4-Iodo-2-methylsulfanyl-pyrimidine (2.5 g, 10 mmol), (5-Bromo-thiophen-2-yl)-tributyl-stannane (4.9 g, 11 mmol) and PdCl2 (702 mg, 1 mmol) were heated to 105° C. in toluene (30 ml) for 2 hours. The reaction mixture was poured on water and extracted three times with EtOAc. The combined organic phases were dried over sodium sulfate, filtered, evaporated to dryness and purified via chromatography on silicagel (acetone/hexanes:0/100 to 3/97) to give the title compound as colourless foam. Yield: 1.6 g (55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07615562B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-a96a19d1d0ce424cb13bc0e8cec21ae9 |
| Source note | uspto-grants-2009_11 |