Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 67241306 | HCID 67241306 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67240265 | HCID 67240265 | 96.5% |
Reaction Steps
To a solution of 5-[1-(4-methoxy-2-trifluoromethyl-benzyl)-1H-indazol-5-ylmethylene]-2-(4-methyl-piperazin-1-yl)-thiazol-4-one (32 mg, 0.062 mmol) in CH2Cl2 (1 mL) was added 0.4 mL of 1M BBr3 at −78° C. The mixture was stirred for 2 h at −78° C., then warmed up to room temperature. It was quenched with aqueous MeOH and NaHCO3 solution, extracted with EtOAc. The combined organic extracts were evaporated and the residue was purified by flash column chromatography on silica gel (0-100% gradient CH2Cl2/EtOAc, followed by 10% MeOH/EtOAc) to afford the title compound (30 mg, 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399681B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-63dfd6c182984543a39abdf6012c7516 |
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| Source note | uspto-grants-2013_03 |
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