Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine | HCID 2734648 | — |
| Reactant | HCID 137329727 | HCID 137329727 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 137329726 | HCID 137329726 | 93.4% |
Reaction Steps
A mixture of 4-bromo-2-[3-(1,1,2,2-tetramethyl-propylsilanyloxy)-phenyl]-thieno[3,2-d]pyrimidine, (72 mg), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridine (52 mg), sodium carbonate (57 mg), PdCl2(PPh3)2 (0.1 eq), toluene (2 mL), ethanol (1 mL) and water (0.5 mL) was heated to 130° C. for 5 minutes under microwave irradiation. The reaction mixture was cooled, diluted with chloroform, washed with brine, dried (MgSO4) and the solvent was removed in vacuo. The residue was purified using flash chromatography to yield 4-pyridin-4-yl-2-[3-(1,1,2,2-tetramethyl-propylsilanyloxy)-phenyl]-thieno[3,2-d]pyrimidine (67 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08153639B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-be4f0b5e15ea4fe883828373ca328916 |
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| Source note | uspto-grants-2012_04 |
|---|