Einecs 211-027-4 → HCID 178457660, compound

HRID 480483Notes

Reaction equation

HRID 480483 reaction equation
[OH:1][C:2]([C:30]1[CH:31]=[C:32]2[C:37](=[CH:38][CH:39]=1)[CH:36]=[C:35]([C:40]([NH:42][CH:43]([CH3:45])[CH3:44])=[O:41])[CH:34]=[CH:33]2)([C:6]1[N:7]=[CH:8][N:9](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:10]=1)[CH:3]([CH3:5])[CH3:4].[Cl-].[NH+]1C=CC=CC=1>CO>[OH:1][C:2]([C:30]1[CH:31]=[C:32]2[C:37](=[CH:38][CH:39]=1)[CH:36]=[C:35]([C:40]([NH:42][CH:43]([CH3:45])[CH3:44])=[O:41])[CH:34]=[CH:33]2)([C:6]1[N:7]=[CH:8][NH:9][CH:10]=1)[CH:3]([CH3:5])[CH3:4]

Participants

4

Reactant 2

HCID 69401Einecs 211-027-4HCID 187691076-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-N-isopropyl-2-naphthamide

Product 1

HCID 178457660HCID 178457660, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-N-isopropyl-2-naphthamide (16.6 g) and pyridinium chloride (6.46 g) in methanol (84 mL) was heated at 60° C. for 3 h. The solvent was evaporated and the residue was dissolved in chloroform, which was washed with saturated sodium bicarbonate solution, dried and concentrated. The residue was purified by column chromatography (eluent; CHCl3: 8% methanolic ammonia=19:1→9:1) to give the titled compound (8.3 g) as a colorless powder.

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in chloroform
  3. washwhich was washed with saturated sodium bicarbonate solution
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was purified by column chromatography (eluent; CHCl3: 8% methanolic ammonia=19:1→9:1)

Sources & evidence

ORD record
ord-e6ed0f6466bc4d94be6176c0d0dc967b
Source dataset
uspto-grants-2003_11
Patent number
US06649643B1

Reaction notes

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