HCID 22018329, compound → HCID 178458193, compound

HRID 1368537Notes

Reaction equation

HRID 1368537 reaction equation
[CH:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([C:15]([C:20]1[N:21]=[CH:22][N:23](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:24]=1)([OH:19])[CH:16]([CH3:18])[CH3:17])[CH:9]=[CH:8]2)([CH3:3])[CH3:2]>C(O)(=O)C.O>[CH:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([C:15]([C:20]1[N:21]=[CH:22][NH:23][CH:24]=1)([OH:19])[CH:16]([CH3:18])[CH3:17])[CH:9]=[CH:8]2)([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 22018329HCID 22018329, compound

Product 1

HCID 178458193HCID 178458193, compoundYield 67.8%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

1-(6-Isopropoxynaphthalen-2-yl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol (0.438 g) was dissolved in a mixture of acetic acid (20 ml) and water (0.5 ml), and the solution was stirred at 50° C. for 18 h. The solvent was evaporated, and to the mixture was added ethyl acetate. The mixture was washed with saturated aqueous solution of sodium hydrogencarbonate and saturated sodium chloride solution. The organic layer was dried and concentrated. The obtained residue was purified by silica gel column chromatography (eluent, dichloromethane:methanol=40:1→20:1) to give the titled compound (0.170 g) as an amorphous product.

Workup

  1. customThe solvent was evaporated
  2. additionto the mixture was added ethyl acetate
  3. washThe mixture was washed with saturated aqueous solution of sodium hydrogencarbonate and saturated sodium chloride solution
  4. customThe organic layer was dried
  5. concentrationconcentrated
  6. customThe obtained residue was purified by silica gel column chromatography (eluent, dichloromethane:methanol=40:1→20:1)

Sources & evidence

ORD record
ord-c51d8eb8d17e4290ab134e3548f294cd
Source dataset
uspto-grants-2003_06
Patent number
US06573289B1

Reaction notes

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