Hydrogen Bromide → HCID 19908238, compound

HRID 1534814Notes

Reaction equation

HRID 1534814 reaction equation
C1(C)C=CC(S([N:10]2[CH2:18][C:17]3[CH2:16][NH:15][CH2:14][CH2:13][C:12]=3[CH2:11]2)(=O)=O)=CC=1.O.[BrH:21]>C1(O)C=CC=CC=1>[BrH:21].[BrH:21].[C:17]12[CH2:18][NH:10][CH2:11][C:12]=1[CH2:13][CH2:14][NH:15][CH2:16]2

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 962WaterHCID 199082542,3,4,5,6,7-Hexahydro-2-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[3,4-c]pyridine

Product 1

HCID 19908238HCID 19908238, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 996PhenolSolvent

Procedure

1.5 g of N8 -(p-toluenesulfonyl)-3,8-diazabicyclo[4.3.0]non-1(6)-ene, prepared in Preparation 8, was suspended in 15 ml of 48% hydrobromic acid and 2 g of phenol, and the reaction mixture was refluxed for 4 hours. After cooling the reaction mixture, 20 ml of water was added. The mixture was washed with chloroform (40 ml×3). The aqueous phase was taken and decolorized by active carbon. The aqueous phase was concentrated under reduced pressure and thus resulting solid was washed with 1:1 methanol-ethylether solvent. 0.9 g of the title compound was obtained (yield 98%).

Workup

  1. additionwas added
  2. washThe mixture was washed with chloroform (40 ml×3)
  3. concentrationThe aqueous phase was concentrated under reduced pressure
  4. customthus resulting solid
  5. washwas washed with 1:1 methanol-ethylether solvent

Sources & evidence

ORD record
ord-9bf1777c57564db9a621b1f8f30bbfdc
Source dataset
uspto-grants-1992_02
Patent number
US05091384

Reaction notes

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