Hydrochloric Acid → HCID 57482543, compound

HRID 655636Notes

Reaction equation

HRID 655636 reaction equation
FC(F)(F)C(O)=O.[S:8]1[CH:12]=[CH:11][C:10]2[C:13]([N:17]3[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH:18]3[CH3:30])=[CH:14][CH:15]=[CH:16][C:9]1=2.[Cl:31]CCl.[ClH:34]>CO>[ClH:31].[ClH:34].[S:8]1[CH:12]=[CH:11][C:10]2[C:13]([N:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH:18]3[CH3:30])=[CH:14][CH:15]=[CH:16][C:9]1=2

Participants

6

Procedure

Trifluoroacetic acid (6 ml) was added to a solution of 1.22 g (3.7 mmol) of tert-butyl 4-benzo[b]thiophen-4-yl-3-methylpiperazin-1-carboxylate in a dichloromethane solution (12 ml) and the mixture was stirred at room temperature for one hour. The reaction mixture was concentrated under reduced pressure, and a 5% aqueous potassium carbonate solution was added to the residue and the resulting mixture was extracted with dichloromethane. The extraction solution with dichloromethane was dried over magnesium sulfate and thereafter concentrated under reduced pressure. To the residue obtained, concentrated hydrochloric acid (0.6 ml) and methanol (10 ml) were added and the resulting mixture was concentrated under reduced pressure. The obtained residue was subjected to recrystallization from acetonitrile to obtain 1-benzo[b]thiophen-4-yl-2-methylpiperazine dihydrochloride (0.98 g) as light brown powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additiona 5% aqueous potassium carbonate solution was added to the residue
  3. extractionthe resulting mixture was extracted with dichloromethane
  4. dry with materialThe extraction solution with dichloromethane was dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customTo the residue obtained
  7. concentrationthe resulting mixture was concentrated under reduced pressure
  8. customThe obtained residue was subjected to recrystallization from acetonitrile

Sources & evidence

ORD record
ord-ab9356e10e7140569da41627f68deae9
Source dataset
uspto-grants-2011_12
Patent number
US08071600B2

Reaction notes

Loading…