HCID 69159146, compound → HCID 18671459, compound

HRID 1057513Notes

Reaction equation

HRID 1057513 reaction equation
[NH2:1][C:2]1[CH:24]=[CH:23][C:5]2[C:6](=[CH:18][C:19]([O:21][CH3:22])=[O:20])[CH2:7][CH2:8][N:9]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:10][C:4]=2[CH:3]=1>C(O)C.[Pd]>[NH2:1][C:2]1[CH:24]=[CH:23][C:5]2[CH:6]([CH2:18][C:19]([O:21][CH3:22])=[O:20])[CH2:7][CH2:8][N:9]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:10][C:4]=2[CH:3]=1

Participants

4

Reactant 1

HCID 69159146HCID 69159146, compound

Product 1

HCID 18671459HCID 18671459, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a stirring solution of methyl 2-[8-amino-2-[(tert-butyl)oxycarbonyl]-1H,3H,4H-benzo[e]azepin-5-ylidene}acetate in 25 ml of ethanol at room temperature was added 10% Pd/C(0.01M). The reaction was stirred under hydrogenation conditions at ballon pressure. After stirring for 4 hr, the reaction mixture was filtered through celite. The reaction solvent was removed by rotary evaporation. The residue was purified by flash chromatography (50% EtOAc/Hexane). EI-MS m/z 335 (M+H)+.

Workup

  1. stirringAfter stirring for 4 hr
  2. filtrationthe reaction mixture was filtered through celite
  3. customThe reaction solvent was removed by rotary evaporation
  4. customThe residue was purified by flash chromatography (50% EtOAc/Hexane)

Sources & evidence

ORD record
ord-d073da3e7791459785699d3a4cd80ebd
Source dataset
uspto-grants-2003_02
Patent number
US06514964B1

Reaction notes

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