HCID 66799339, compound → HCID 66798490, compound

HRID 1193314Notes

Reaction equation

HRID 1193314 reaction equation
[CH3:1][C:2]1([CH3:26])[CH2:7][CH:6]([N:8]2[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]2)[CH2:5][CH2:4][CH:3]1[NH:15]C(=O)OCC1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[CH3:1][C:2]1([CH3:26])[CH2:7][CH:6]([N:8]2[CH2:9][CH2:10][N:11]([CH3:14])[CH2:12][CH2:13]2)[CH2:5][CH2:4][CH:3]1[NH2:15]

Participants

4

Reactant 1

HCID 66799339HCID 66799339, compound

Product 1

HCID 66798490HCID 66798490, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

Benzyl 2,2-dimethyl-4-(4-methylpiperazin-1-yl)cyclohexylcarbamate (0.5 g, 1.393 mmol, 1 eq) was dissolved in MeOH (6 ml); Pd(OH)2 (150 mg) was added, and hydrogenation was carried out for 2 h at RT under balloon pressure (H2). After monitoring by thin-layer chromatography, the reaction mixture was filtered off over Celite and the filtrate was concentrated under reduced pressure. The desired product was thus obtained and was used in the next stage without being purified further. Yield: 95% (300 mg, 1.33 mmol).

Workup

  1. filtrationthe reaction mixture was filtered off over Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e5bc99fa893f4a9f8afb624096964217
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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