Hydrochloric Acid → HCID 19010812, compound

HRID 1741853Notes

Reaction equation

HRID 1741853 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]([NH:17][C:18]2[CH:19]=[C:20]([CH:40]=[CH:41][CH:42]=2)[C:21]([C:23]2[N:31]3[C:26]([CH:27]=[CH:28][CH:29]=[CH:30]3)=[C:25]([CH2:32][CH2:33][CH2:34][C:35]([O:37]CC)=[O:36])[CH:24]=2)=[O:22])[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].[OH-].[Na+].C(OCC)(=O)C.Cl>C(O)C.O1CCOCC1>[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]([NH:17][C:18]2[CH:19]=[C:20]([CH:40]=[CH:41][CH:42]=2)[C:21]([C:23]2[N:31]3[C:26]([CH:27]=[CH:28][CH:29]=[CH:30]3)=[C:25]([CH2:32][CH2:33][CH2:34][C:35]([OH:37])=[O:36])[CH:24]=2)=[O:22])[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 19010797HCID 19010797, compound

Product 1

HCID 19010812HCID 19010812, compoundYield 88.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of ethyl 4-[3-[3-[1-(4-isobutylphenyl)hexylamino]benzoyl]indolizin-1-yl]butyrate (117 mg) in ethanol (2 ml) and 1,4-dioxane (2 ml) was added 1N aqueous solution of sodium hydroxide (1 ml). The mixture was stirred at room temperature for 3 hours, and then poured into a mixture of ethyl acetate and 0.5N hydrochloric acid. The organic layer was separated, washed with water and brine, dried over magnesium sulfate and evaporated to give 4-[3-[3-[1-(4-isobutylphenyl)hexylamino]benzoyl]indolizin-1-yl]butyric acid (98 mg) as powder.

Workup

  1. customThe organic layer was separated
  2. washwashed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-a33960dbd778453bb84c203b08917a1b
Source dataset
uspto-grants-1994_08
Patent number
US05334716

Reaction notes

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