Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 178488663 | HCID 178488663 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178480540 | HCID 178480540 | 32% |
Reaction Steps
N-(((3-(2-Fluoro-4-methoxyphenyl)-1H-pyrazol-5-yl)amino)((2-fluorophenyl)amino)methylene)-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide (0.168 g, 0.323 mmol) was dissolved in dichloromethane (DCM) (5 mL) and cooled to 0° C. in an ice bath. To the cooled solution was added 1 M BBr3 in DCM (0.485 mL, 0.485 mmol). The reaction mixture was brought to room temperature after 1 hour and the reaction was allowed to continue for 16 hours. Next, the reaction was quenched by the addition of MeOH and then volatiles were evaporated in vacuo. The resulting residue was purified by column chromatography (0-10%, DCM:MeOH) to provide the title compound (32% yield). LCMS (ESI): calc.=505; obs. M+H=506.2. HPLC (Method D): retention time was 2.16 minutes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221814B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-4cd98a04fafa4ca7a29d6d95a6ee946c |
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| Source note | uspto-grants-2015_12 |
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