Hydrochloric Acid → HCID 10159085, compound

HRID 1006424Notes

Reaction equation

HRID 1006424 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:22]=[CH:21][CH:20]=[C:19]3[C:15]=2[C:16]([Br:32])=[CH:17][N:18]3[S:23]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)(=[O:25])=[O:24])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>C(O)C>[C:26]1([S:23]([N:18]2[C:19]3[C:15](=[C:14]([N:11]4[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]4)[CH:22]=[CH:21][CH:20]=3)[C:16]([Br:32])=[CH:17]2)(=[O:25])=[O:24])[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69535221HCID 69535221, compound

Product 1

HCID 10159085HCID 10159085, compoundYield 97.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 0.102 g (0.2 mmole) 4-(1-benzenesulfonyl-3-bromo-1H-indol-4-yl)-piperazine-1-carboxylic acid tert-butyl ester in 3 mL ethanol was added 2 mL concentrated hydrochloric acid. The mixture was heated under reflux until all solid has dissolved. The mixture was concentrated to dryness under reduced pressure and the residue was recrystallized from methanol/ether to provide 0.082 g of 1-benzenesulfonyl-3-bromo-4-piperazin-1-yl-1H-indole (31), mp 304-305° C., as hydrochloride salt.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux until all solid
  3. dissolutionhas dissolved
  4. concentrationThe mixture was concentrated to dryness under reduced pressure
  5. customthe residue was recrystallized from methanol/ether

Sources & evidence

ORD record
ord-1e0310785a014a60af42affe3d9de006
Source dataset
uspto-grants-2004_09
Patent number
US06790848B2

Reaction notes

Loading…