Hydrochloric Acid → HCID 22259309, compound

HRID 1610958Notes

Reaction equation

HRID 1610958 reaction equation
[OH-].[Na+].[F:3][C:4]([F:43])([F:42])[C:5]1[CH:10]=[CH:9][C:8](/[CH:11]=[CH:12]/[C:13]2[O:14][CH:15]=[C:16]([CH2:18][O:19][C:20]3[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][CH2:28][CH2:29][N:30]4[CH:34]=[CH:33][N:32]=[C:31]4[CH2:35][CH2:36][C:37]([O:39]CC)=[O:38])=[CH:22][CH:21]=3)[N:17]=2)=[CH:7][CH:6]=1.Cl>CO>[F:42][C:4]([F:3])([F:43])[C:5]1[CH:10]=[CH:9][C:8](/[CH:11]=[CH:12]/[C:13]2[O:14][CH:15]=[C:16]([CH2:18][O:19][C:20]3[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][CH2:28][CH2:29][N:30]4[CH:34]=[CH:33][N:32]=[C:31]4[CH2:35][CH2:36][C:37]([OH:39])=[O:38])=[CH:22][CH:21]=3)[N:17]=2)=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22259325HCID 22259325, compound

Product 1

HCID 22259309HCID 22259309, compoundYield 63.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1N Sodium hydroxide (13 ml) was added to a solution of ethyl 3-[1-[4-[4-[[2-[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1,3-oxazol-4-yl]methoxy]phenyl]butyl]-1H-imidazol-2-yl]propionate (3.69 g) in methanol (50 ml), and the mixture was refluxed for 5.5 hr. The reaction mixture was neutralized with 1N hydrochloric acid and concentrated. The precipitated crystals were filtered, washed with water and recrystallized from ethyl acetate-methanol-hexane to give the titled compound (2.24 g) as a colorless crystal powder.

Workup

  1. temperaturethe mixture was refluxed for 5.5 hr
  2. concentrationconcentrated
  3. filtrationThe precipitated crystals were filtered
  4. washwashed with water
  5. customrecrystallized from ethyl acetate-methanol-hexane

Sources & evidence

ORD record
ord-9ea3182c975a4ae8affc27eb04b964dc
Source dataset
uspto-grants-2006_01
Patent number
US06984653B2

Reaction notes

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