Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 68842708 | HCID 68842708 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57933027 | HCID 57933027 | 82% |
Reaction Steps
To a solution of 3-(2,4-dibromo-thiazol-5-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine (4.86 g, 10.6 mmol) in THF (150 mL) under N2 atmosphere at −78° C., BuLi (6.63 mL 1.6 M in hexane, 10.6 mmol) is added dropwise for a period of 10 minutes. The mixture is stirred at −78° C. for 30 minutes. Water is added, and the mixture is extracted with Et2O (3×100 mL), dried over MgSO4 and concentrated in vacuo. Crude product is purified by flash chromatography on silica gel (eluent hexane:EtOAc 5:1) to give 3.28 g of the title compound (Yield: 82%). ESIMS: m/z 379, 381 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07612067B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-1f70def6c40b4e16a51e2ee55ac0ee2f |
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| Source note | uspto-grants-2009_11 |
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