Dichloromethane → HCID 66885901, compound

HRID 1801655Notes

Reaction equation

HRID 1801655 reaction equation
B(Br)(Br)[Br:2].ClCCl.[S:8]1[CH:12]=[CH:11][C:10]2[C:13]([N:17]3[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][CH2:25][CH2:26][N:27]4[CH:36]=[CH:35][C:34]5[C:29](=[CH:30][C:31]([O:37]C)=[CH:32][CH:33]=5)[C:28]4=[O:39])[CH2:19][CH2:18]3)=[CH:14][CH:15]=[CH:16][C:9]1=2>O>[BrH:2].[S:8]1[CH:12]=[CH:11][C:10]2[C:13]([N:17]3[CH2:18][CH2:19][N:20]([CH2:23][CH2:24][CH2:25][CH2:26][N:27]4[CH:36]=[CH:35][C:34]5[C:29](=[CH:30][C:31]([OH:37])=[CH:32][CH:33]=5)[C:28]4=[O:39])[CH2:21][CH2:22]3)=[CH:14][CH:15]=[CH:16][C:9]1=2

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 25134Boron tribromideHCID 66884823HCID 66884823, compound

Product 1

HCID 66885901HCID 66885901, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Boron tribromide (2M dichloromethane solution, 1.0 ml) was added to a dichloromethane (50 ml) solution of 2-[4-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)butyl]-7-methoxy-2H-isoquinolin-1-one (0.16 g) while being stirred under ice-cooling and stirred at room temperature for 3 days. Water was added to the reaction solution, which was then stirred at room temperature for 0.5 hour. Precipitated crystals were separated by filtration, recrystallized from ethyl acetate and thereby 2-[4-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)butyl]-7-hydroxy-2H-isoquinolin-1-one hydrobromide (0.13 g) was obtained in the form of a white powder.

Workup

  1. temperaturecooling
  2. stirringstirred at room temperature for 3 days
  3. stirringwas then stirred at room temperature for 0.5 hour
  4. customPrecipitated crystals
  5. customwere separated by filtration
  6. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-956c5e6c51f746aba26660948056e15b
Source dataset
uspto-grants-2013_01
Patent number
US08349840B2

Reaction notes

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