1-Phenylpiperazine → HCID 15338228, compound

HRID 865505Notes

Reaction equation

HRID 865505 reaction equation
BrCC([C@@:5]([C:17]([OH:19])=[O:18])([CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)[NH2:6])=O.[C:20]1([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[O:32]1CC[CH2:34][CH2:33]1>>[NH:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]([CH2:7][CH:5]([NH:6][C:33](=[O:32])[CH2:34][N:29]2[CH2:30][CH2:31][N:26]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:27][CH2:28]2)[C:17]([OH:19])=[O:18])=[CH:9]1

Participants

4

Reactant 3

HCID 70961-Phenylpiperazine2×HCID 8028TetrahydrofuranHCID 53685856HCID 53685856, compound

Product 1

HCID 15338228HCID 15338228, compound

Procedure

In 200 ml of tetrahydrofuran in a 500 ml round bottom flask under a nitrogen atmosphere was added (+-)-α-(bromoacetyl)tryptophan (3.25 mg, 0.01 mol), followed by 4-phenylpiperazine (3.24 mg, 3.1 ml, 0.02 mol), added portionwise over five minutes. Three minutes after addition of the 4-phenylpiperazine, a precipitate formed. The reaction mixture was stirred at room temperature for about 18 hours.

Workup

  1. additionadded portionwise over five minutes
  2. customa precipitate formed

Sources & evidence

ORD record
ord-e0f7282dd50d4bd0873ce55513c31820
Source dataset
uspto-grants-1996_10
Patent number
US05565568

Reaction notes

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