Acetone → HCID 23155628, compound

HRID 1714807Notes

Reaction equation

HRID 1714807 reaction equation
CC(C)=O.[CH3:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][N:13]=[C:14]2[N:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)=[CH:9][CH:8]=1.[F:23][C:24]1[CH:31]=[CH:30][C:27]([CH2:28]Br)=[CH:26][CH:25]=1>C(N(CC)CC)C>[F:23][C:24]1[CH:31]=[CH:30][C:27]([CH2:28][N:20]2[CH2:21][CH2:22][N:17]([C:14]3[C:15]4[C:10](=[CH:9][CH:8]=[C:7]([O:6][CH3:5])[CH:16]=4)[CH:11]=[CH:12][N:13]=3)[CH2:18][CH2:19]2)=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 680214-Fluorobenzyl bromideHCID 23155836HCID 23155836, compound

Product 1

HCID 23155628HCID 23155628, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Into 10 ml of acetone, 50 mg of 7-methoxy-1-piperazin-1-ylisoquinoline, 100 mg of 4-fluorobenzyl bromide and 100 mg of triethylamine were added and heated under reflux for 5 hours. Distilling the solvent off under reduced pressure, the residue was purified on silica gel column chromatography (methanol:chloroform=1:19) to provide 52 mg (79%) of 1-[4-(4-fluorobenzyl)piperazin-1-yl]-7-methoxyisoquinoline.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 5 hours
  3. distillationDistilling the solvent off under reduced pressure
  4. customthe residue was purified on silica gel column chromatography (methanol:chloroform=1:19)

Sources & evidence

ORD record
ord-d24eb6ac4575460eb92a74479e822479
Source dataset
uspto-grants-2010_09
Patent number
US07799775B2

Reaction notes

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