Hydrochloric Acid → (s)-3-(1h-Indol-3-ylmethyl)-1-(2-phenyl-ethyl)-2-oxo-piperazine hydrochloride salt

HRID 344019Notes

Reaction equation

HRID 344019 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C@@H:11]2[NH:16][CH2:15][CH2:14][N:13]([CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:12]2=[O:25])=[CH:2]1.[ClH:26]>ClCCl>[ClH:26].[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C@@H:11]2[NH:16][CH2:15][CH2:14][N:13]([CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:12]2=[O:25])=[CH:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 9905691(S)-3-(1H-Indol-3-ylmethyl)-1-(2-phenyl-ethyl)-2-oxo-piperazine

Product 1

HCID 70203042(s)-3-(1h-Indol-3-ylmethyl)-1-(2-phenyl-ethyl)-2-oxo-piperazine hydrochloride salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Dissolve (S)-3-(1H-Indol-3-ylmethyl)-1-(2-phenyl-ethyl)-2-oxo-piperazine (0.545 g, 1.64 mmol) in dichloromethane (20 mL). Cool to 0° C. Pass hydrochloride gas through the solution for 15 minutes. Evaporate in vacuo to obtain a residue. Triturate with diethyl ether to give a solid. Filter and dry in vacuo to give the title compound. Elem. Anal. calculated for C21H23N3O.HCl.0.8 H2O: C, 65.74; H, 6.70; N, 10.95. Found: C, 66.14; H, 6.96; N, 10.57. Specific rotation [α]2D0 =-104° (c=1.00, DMSO).

Workup

  1. customEvaporate in vacuo
  2. customto obtain a residue
  3. customTriturate with diethyl ether
  4. customto give a solid
  5. filtrationFilter
  6. customdry in vacuo

Sources & evidence

ORD record
ord-fe7ba529890541d8a7fe35f385bb6cd4
Source dataset
uspto-grants-1999_01
Patent number
US05864045

Reaction notes

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