Hydrochloric Acid → HCID 22502996, compound

HRID 1251108Notes

Reaction equation

HRID 1251108 reaction equation
O1CCOC1[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[N:13]=[C:14]([N:22]2[CH2:27][CH2:26][N:25]([CH2:28][CH3:29])[CH2:24][CH2:23]2)[C:15]2[C:20]([CH:21]=1)=[CH:19][CH:18]=[CH:17][CH:16]=2.Cl.[CH3:31][OH:32]>>[CH2:28]([N:25]1[CH2:26][CH2:27][N:22]([C:14]2[C:15]3[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:21]=[C:12]([C:7]3[CH:8]=[CH:9][C:10]([CH:31]=[O:32])=[CH:11][CH:6]=3)[N:13]=2)[CH2:23][CH2:24]1)[CH3:29]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 22503309HCID 22503309, compound

Product 1

HCID 22502996HCID 22502996, compound

Procedure

3-[(1,3-Dioxolan-2-yl)phenyl]-1-(4-ethylpiperazin-1-yl)isoquinoline (4.50 g) was dissolved in methanol (50 ml), a 1N hydrochloric acid (50 ml) was added thereto, and then the mixture was reacted at 50° C. for 1 hr. The reaction solution was evaporated, basified with sodium carbonate, and extracted with ethyl acetate. The resulting organic layer was washed with water and brine in this order, dried and concentrated. The resulting residue was purified by silica gel column chromatography (methylene chloride/methanol system), to give 3.62 g of the title compound as a pale yellow oil.

Workup

  1. customthe mixture was reacted at 50° C. for 1 hr
  2. customThe reaction solution was evaporated
  3. extractionextracted with ethyl acetate
  4. washThe resulting organic layer was washed with water and brine in this order
  5. customdried
  6. concentrationconcentrated
  7. customThe resulting residue was purified by silica gel column chromatography (methylene chloride/methanol system)

Sources & evidence

ORD record
ord-86f2f573678145b092089df9a43aa8f7
Source dataset
uspto-grants-2002_01
Patent number
US06340759B1

Reaction notes

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