N-Benzyloxycarbonyl-3-(4-methylpiperazin-1-yl)-carbonylmethoxy-4-methoxybenzylamine → 3-(4-Methylpiperazin-1-yl)-carbonylmethoxy-4-methoxybenzylamine

HRID 583107Notes

Reaction equation

HRID 583107 reaction equation
C(OC([N:11]([O:28][CH:29]=[C:30]=[O:31])[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([N:21]2[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]2)[CH:14]=1)=O)C1C=CC=CC=1.[H][H]>[C].[Pd].C(O)C>[CH3:27][N:24]1[CH2:25][CH2:26][N:21]([C:15]2[CH:14]=[C:13]([CH:18]=[CH:17][C:16]=2[O:19][CH3:20])[CH2:12][NH:11][O:28][CH:29]=[C:30]=[O:31])[CH2:22][CH2:23]1

Participants

5

Reactant 2

HCID 54104530N-Benzyloxycarbonyl-3-(4-methylpiperazin-1-yl)-carbonylmethoxy-4-methoxybenzylamineHCID 178418361HCID 178418361, compound

Product 1

HCID 867542923-(4-Methylpiperazin-1-yl)-carbonylmethoxy-4-methoxybenzylamineYield 109.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture comprising 3.26 g of N-benzyloxycarbonyl-3-(4-methylpiperazin-1-yl)-carbonylmethoxy-4-methoxybenzylamine, 0.5 g of 5% palladium carbon and 70 ml of ethanol, was stirred at 60° C. for 6 hours in a hydrogen atmosphere and further at room temperature overnight. Palladium carbon was filtered off, and then the filtrate was distilled off under reduced pressure to obtain 2.45 g of the above-identified compound as slightly brown oil.

Workup

  1. filtrationPalladium carbon was filtered off
  2. distillationthe filtrate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-ba2ddf45bcba4d13af63ba1f59d1c124
Source dataset
uspto-grants-1999_07
Patent number
US05929074

Reaction notes

Loading…