HCID 22711237, compound → HCID 22710700, compound

HRID 352984Notes

Reaction equation

HRID 352984 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([S:11]([N:14]1[CH2:19][CH2:18][N:17]([C:20]([C:22]3[S:23][C:24]4[CH2:30][C:29]5(OCC[O:31]5)[CH2:28][CH2:27][C:25]=4[N:26]=3)=[O:21])[CH2:16][CH2:15]1)(=[O:13])=[O:12])=[CH:5]2>CO>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([S:11]([N:14]1[CH2:19][CH2:18][N:17]([C:20]([C:22]3[S:23][C:24]4[CH2:30][C:29](=[O:31])[CH2:28][CH2:27][C:25]=4[N:26]=3)=[O:21])[CH2:16][CH2:15]1)(=[O:13])=[O:12])=[CH:5]2

Participants

3

Reactant 1

HCID 22711237HCID 22711237, compound

Product 1

HCID 22710700HCID 22710700, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a 300-mL egg-plant type flask was charged l-[(5-chloroindol-2-yl)sulfonyl]-4-[(6,6-ethylenedioxy-4,5,6,7-tetrahydrobenzo[d]thiazol-2-yl)carbonyl]piperazine (740 mg), followed by dissolution in methanol (150 mL). To the resulting solution was added p-toluenesulfonic monohydrate (100 mg), followed by heating under reflux. After 16 hours, the reaction was terminated and the solvent was distilled off under reduced pressure. The residue was purified by chromatography on a silica gel column (silica gel: 75 g, ethyl acetate:hexane=1:1), whereby the title compound (110 mg) was obtained as a pale yellow amorphous solid.

Workup

  1. temperatureby heating
  2. temperatureunder reflux
  3. customthe reaction was terminated
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was purified by chromatography on a silica gel column (silica gel: 75 g, ethyl acetate:hexane=1:1), whereby the title compound (110 mg)
  6. customwas obtained as a pale yellow amorphous solid

Sources & evidence

ORD record
ord-d190f68d0feb4cad9dc7706857aaa480
Source dataset
uspto-grants-2004_06
Patent number
US06747023B1

Reaction notes

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