Benzene → HCID 22502531, compound

HRID 1814576Notes

Reaction equation

HRID 1814576 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]([C:19]3[CH:24]=[CH:23][C:22]([O:25][C@@H:26]([CH3:48])[CH2:27][O:28]C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)=[CH:21][CH:20]=3)[N:10]=2)[CH2:5][CH2:4]1)[CH3:2].C1C=CC=CC=1.[ClH:55]>CO>[ClH:55].[ClH:55].[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH:26]([CH3:48])[CH2:27][OH:28])=[CH:21][CH:20]=3)[N:10]=2)[CH2:5][CH2:4]1)[CH3:2]

Participants

5

Reactant 3

HCID 241BenzeneHCID 313Hydrochloric AcidHCID 20720197HCID 20720197, compound

Product 1

HCID 22502531HCID 22502531, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the resulting 1-(4-ethylpiperazin-1-yl)-3-{4-[2-trityloxy-1-(S)-methylethoxy]phenyl}isoquinoline (1.21 g) were added benzene (10 ml), methanol (50 ml) and 2N hydrochloric acid (10 ml) and dissolved, and the resulting mixture was stirred at room temperature for 45 min. The solvent was evaporated, and the resulting residue was adjusted to pH 10 by a 8N aqueous solution of sodium hydroxide, which was then extracted with ethyl acetate. The extract was washed with brine and dried over magnesium sulfate. The solvent was evaporated, to give 0.36 g of the free compound of the title compound as a colorless amorphous.

Workup

  1. dissolutiondissolved
  2. customThe solvent was evaporated
  3. extractionwas then extracted with ethyl acetate
  4. washThe extract was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was evaporated

Sources & evidence

ORD record
ord-2f38562e764146cfa06a28f7aea0083c
Source dataset
uspto-grants-2005_04
Patent number
US06875761B2

Reaction notes

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