6-benzyloxy-8-{2-[2-(4-fluoro-phenyl)-1,1-dimethyl-ethylamino]-1-hydroxy-ethyl}-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one → HCID 59017249, compound

HRID 969469Notes

Reaction equation

HRID 969469 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([CH:22]([OH:36])[CH2:23][NH:24][C:25]([CH3:35])([CH3:34])[CH2:26][C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[C:12]2[O:17][C:16]([CH3:19])([CH3:18])[C:15](=[O:20])[NH:14][C:13]=2[CH:21]=1)C1C=CC=CC=1>CO.[Pd]>[F:33][C:30]1[CH:31]=[CH:32][C:27]([CH2:26][C:25]([NH:24][CH2:23][CH:22]([C:11]2[C:12]3[O:17][C:16]([CH3:19])([CH3:18])[C:15](=[O:20])[NH:14][C:13]=3[CH:21]=[C:9]([OH:8])[CH:10]=2)[OH:36])([CH3:35])[CH3:34])=[CH:28][CH:29]=1

Participants

4

Reactant 1

HCID 694590206-benzyloxy-8-{2-[2-(4-fluoro-phenyl)-1,1-dimethyl-ethylamino]-1-hydroxy-ethyl}-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one

Product 1

HCID 59017249HCID 59017249, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

280 mg (0.57 mmol) 6-benzyloxy-8-{2-[2-(4-fluoro-phenyl)-1,1-dimethyl-ethylamino]-1-hydroxy-ethyl}-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one are dissolved in 7 mL methanol and hydrogenated with palladium on charcoal (10%) at ambient temperature. Then the catalyst is separated off and the filtrate is freed from the solvent. The residue is dissolved in dichloromethane and precipitated by the addition of methanol/water. White solid.

Workup

  1. customThen the catalyst is separated off
  2. dissolutionThe residue is dissolved in dichloromethane
  3. customprecipitated by the addition of methanol/water

Sources & evidence

ORD record
ord-a1bab887109846ef860d8201ad65eff0
Source dataset
uspto-grants-2007_12
Patent number
US07307076B2

Reaction notes

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