Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 59577343 | HCID 59577343 | — |
| Solvent | Hydrogen Bromide | HCID 260 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ammonium Hydroxide | HCID 14923 | — |
| Product | HCID 59577353 | HCID 59577353 | 72% |
Reaction Steps
ethyl 4-{[2-{[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]carbamoyl}-5-(4-methylpiperazin-1-yl)phenyl]amino}piperidine-1-carboxylate (198 mg, 0.313 mmol) were dissolved in 62% aqueous HBr (4 mL) in a screw cap pirex tube and stirred at 70° C. for 1 hour. The mixture was then diluted with water and 30% ammonium hydroxide and extracted with ethyl acetate. The organic phase was dried over Na2SO4 and concentrated to dryness. After purification by chromatography on silica gel (DCM/MeOH/NH3 7% in MeOH, 80:10:10) 127 mg of pure product were obtained (72% yield). The product was slurried with ethyl acetate, filtered, washed with n-hexane and dried at 45° C. under high vacuum for 3 hours to give 88 mg of title compound as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09255087B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-3829387b41ba42dfb3dc17894c4bcded |
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| Source note | uspto-grants-2016_02 |
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