HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Methylsulfonyl)-4-(tributylstannyl)pyrimidine → 2,2-dimethyl-6-[2-(methylsulfonyl)pyrimidin-4-yl]-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Methylsulfonyl)-4-(tributylstannyl)pyrimidine | HCID 14270851 | — |
| Reactant | 6-bromo-2,2-dimethyl-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one | HCID 66743425 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2,2-dimethyl-6-[2-(methylsulfonyl)pyrimidin-4-yl]-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one | HCID 66743720 | 56.3% |
Reaction Steps
A mixture of 6-bromo-2,2-dimethyl-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one (0.110 g, 0.420 mmol), 2-(methylsulfonyl)-4-(tributylstannyl)pyrimidine (0.225 g, 0.504 mmol) and tetrakis(triphenylphosphine)palladium (0) (0.097 g, 0.084 mmol) in 1,4-dioxane (10 mL) was purged with nitrogen and microwave-irradiated at 150° C. for 1 h. Then, the reaction mixture was cooled, and concentrated with silica gel, and the residue was purified by flash chromatography (Combiflash, silica gel, ethyl acetate) to give the title compound (0.080 g, 56%) as a yellow solid:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691828B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-47beade190d341d780681b46f9bdd65f |
| Source note | uspto-grants-2014_04 |