1-(3-Phenylpropyl)piperazine → HCID 3081152, compound

HRID 704441Notes

Reaction equation

HRID 704441 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[O:17]=[C:18]1OC(=O)[N:20]2[CH:24]([C:27]3[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=3)[S:25][CH2:26][CH:19]12>CS(C)=O.C(OCC)(=O)C>[C:1]1([CH2:7][CH2:8][CH2:9][N:10]2[CH2:11][CH2:12][N:13]([C:18]([CH:19]3[CH2:26][S:25][CH:24]([C:27]4[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=4)[NH:20]3)=[O:17])[CH2:14][CH2:15]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 7965341-(3-Phenylpropyl)piperazineHCID 14881548HCID 14881548, compound

Product 1

HCID 3081152HCID 3081152, compoundYield 96.3%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 40 mg of 1-(3-phenylpropyl)piperazine in 0.5 ml of dimethyl sulfoxide was added to a solution of 50 mg of 1,3-dioxo-5-(3-pyridyl)thiazolidino[3,4-c]oxazolidine hydrochloride in 1 ml of dimethyl sulfoxide at room temperature. The reaction mixture was stirred for 2 hours at room temperature, then diluted with ethyl acetate, washed in sequence with saturated aqueous solution of sodium hydrogen carbonate, water and saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 70 mg of 1-(3-phenylpropyl)-4-[2-(3-pyridyl)thiazolidin-4-ylcarbonyl]piperazine. The physicochemical properties of this product were in agreement with those of the compound of Example 108.

Workup

  1. washwashed in sequence with saturated aqueous solution of sodium hydrogen carbonate, water and saturated aqueous solution of sodium chloride
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0df6cd8982f8481f997ad6a1afd64dd2
Source dataset
uspto-grants-1991_01
Patent number
US04987132

Reaction notes

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