Hydrochloric Acid → HCID 68296554, compound

HRID 1619453Notes

Reaction equation

HRID 1619453 reaction equation
[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([N+:11]([O-])=O)[CH:9]=2)[NH:4][C:3]=1[C:14]([N:16]1[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]1)=[O:15].[ClH:23]>C(O)C.C(OCC)(=O)C.[Pd]>[ClH:23].[NH2:11][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[NH:4][C:3]([C:14]([N:16]1[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]1)=[O:15])=[C:2]2[CH3:1]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 68296662HCID 68296662, compound

Product 1

HCID 68296554HCID 68296554, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 0.245 g I.15 ((3-methyl-5-nitro-1H-indol-2-yl)-(4-methyl-piperazin-1-yl)-methanone), 25 mg Pd/C 10% in 25 ml ethanol and 20 ml ethyl acetate was stirred at ambient temperature under a hydrogen atmosphere. The reaction mixture was treated with 1N aqueous hydrochloric acid and stirring was continued under a hydrogen pressure of 50 psi for 16 h. The reaction mixture was filtered through a pad of Celite. The Celite pad was washed with ethanol and the solvent was evaporated to give a brown solid.

Workup

  1. stirringstirring
  2. customfor 16 h
  3. filtrationThe reaction mixture was filtered through a pad of Celite
  4. washThe Celite pad was washed with ethanol
  5. customthe solvent was evaporated
  6. customto give a brown solid

Sources & evidence

ORD record
ord-822de962b6ed4981b6bf00a3db693799
Source dataset
uspto-grants-2014_07
Patent number
US08772305B2

Reaction notes

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