HCID 54426240, compound → HCID 14739909, compound

HRID 728834Notes

Reaction equation

HRID 728834 reaction equation
[N:1]1([C:6]2[CH:33]=[CH:32][C:9]([O:10][CH2:11][CH2:12][N:13](CC3C=CC=CC=3)[CH2:14][C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[O:23][CH3:24])=[O:16])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1>Cl.CO>[N:1]1([C:6]2[CH:7]=[CH:8][C:9]([O:10][CH2:11][CH2:12][NH:13][CH2:14][CH:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[O:23][CH3:24])[OH:16])=[CH:32][CH:33]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 1

HCID 54426240HCID 54426240, compound

Product 1

HCID 14739909HCID 14739909, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

Dissolve 3.8 9 2-[[2-[4-(1H-imidazol-1-yl)phenoxy]ethyl](phenylmethyl)amino]-1-(2-methoxyphenyl)ethanone in 50 mL 5 M HCl in methanol and remove the solvents in vacuo. Dissolve the residue in 50 mL H2O with 0.85 9 10% palladium hydroxide on charcoal. Hydrogenate the solution under 52 psi hydrogen for 20 h. After this time, filter the catalyst and remove the solvents to givethe crude product. Recrystallize the solid from ethanol to give the title compound.

Workup

  1. customremove the solvents in vacuo
  2. dissolutionDissolve the residue in 50 mL H2O with 0.85 9 10% palladium hydroxide on charcoal
  3. customfor 20 h
  4. filtrationAfter this time, filter the catalyst
  5. customremove the solvents
  6. customRecrystallize the solid from ethanol

Sources & evidence

ORD record
ord-864e3459dcbf43bdbbe1e75e3c923b8c
Source dataset
uspto-grants-1991_09
Patent number
US05051423

Reaction notes

Loading…