5-Benzyloxy-2-(2-[4-phenyl-1-piperazinyl]ethylamino)benzamide → Benzamide, 5-ethoxy-2-((2-(4-phenyl-1-piperazinyl)ethyl)amino)-

HRID 1395802Notes

Reaction equation

HRID 1395802 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([NH:18][CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][N:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:23][CH2:22]2)=[C:13]([CH:17]=1)[C:14]([NH2:16])=[O:15])[C:2]1C=CC=CC=1>C(O)C.[Pd]>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([NH:18][CH2:19][CH2:20][N:21]2[CH2:22][CH2:23][N:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:25][CH2:26]2)=[C:13]([CH:17]=1)[C:14]([NH2:16])=[O:15])[CH3:2]

Participants

4

Reactant 1

HCID 203384875-Benzyloxy-2-(2-[4-phenyl-1-piperazinyl]ethylamino)benzamide

Product 1

HCID 3050166Benzamide, 5-ethoxy-2-((2-(4-phenyl-1-piperazinyl)ethyl)amino)-Yield 45.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

5-Benzyloxy-2-(2-[4-phenyl-1-piperazinyl]ethylamino)benzamide (1.8 g) in 35 ml ethanol was hydrogenated using 1 g 5% Pd-C catalyst. The mixture was heated to boiling and filtered. The filtrate was cooled and the solid filtered and washed to give 0.7 g product, m.142-3.

Workup

  1. temperatureThe mixture was heated
  2. filtrationfiltered
  3. temperatureThe filtrate was cooled
  4. filtrationthe solid filtered
  5. washwashed

Sources & evidence

ORD record
ord-8087455ddf284065a91d755b454703be
Source dataset
uspto-grants-1980_05
Patent number
US04205173

Reaction notes

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