1-[2-(Diphenylmethoxy)ethyl]piperazine → HCID 54283397, compound

HRID 652973Notes

Reaction equation

HRID 652973 reaction equation
[CH:1]([O:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH:40]=[CH:41][CH:42]=[CH:43][C:44](N2CCSC2)=[O:45])[CH:28]=[C:29]([O:38][CH3:39])[C:30]=1[O:31][CH2:32][O:33][CH2:34][CH2:35][O:36][CH3:37]>CN(C)C=O>[CH3:39][O:38][C:29]1[CH:28]=[C:27]([CH:40]=[CH:41][CH:42]=[CH:43][C:44]([N:20]2[CH2:19][CH2:18][N:17]([CH2:16][CH2:15][O:14][CH:1]([C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH2:22][CH2:21]2)=[O:45])[CH:26]=[C:25]([O:24][CH3:23])[C:30]=1[O:31][CH2:32][O:33][CH2:34][CH2:35][O:36][CH3:37]

Participants

4

Reactant 2

HCID 6485251-[2-(Diphenylmethoxy)ethyl]piperazineHCID 53901538HCID 53901538, compound

Product 1

HCID 54283397HCID 54283397, compoundYield 25.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

To a solution of 794 mg (2.68 mmol) of N-(2-benzhydroxyethyl)piperazine in dry dimethylformamide (4 ml) was added, under argon atmosphere, a solution of 1.15 g (2.61 mmol) of N[5-[3,5-dimethoxy-4-(β-methoxyethoxymethoxy)phenyl]-2,4-pentadienoyl)thiazolidine in dry dimethylformamide (4 ml), and the mixture was allowed to react at room temperature for 17 hours. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure and the residue was subjected to silica gel column chromatography, eluted with chloroform-methanol (100:1), to give 413 mg (0.670 mmol) of N-[5-[3,5-dimethoxy-4-(β-methoxyethoxymethoxy)phenyl]-2,4-pentadienoyl]-N'-(2-benzhydroxyethyl)piperazine.

Workup

  1. customto react at room temperature for 17 hours
  2. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
  3. washeluted with chloroform-methanol (100:1)

Sources & evidence

ORD record
ord-c40a10da124644e2a7d545e85c270daa
Source dataset
uspto-grants-1987_06
Patent number
US04673684

Reaction notes

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