Hydrochloric Acid → HCID 69420712, compound

HRID 350155Notes

Reaction equation

HRID 350155 reaction equation
[CH3:1][C:2]1[C:6]([CH2:7][CH2:8][C:9]([O:11]CC)=[O:10])=[C:5]([CH3:14])[N:4]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]3[N:25]=[C:26]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[O:27][C:28]=3[CH3:29])=[CH:18][CH:17]=2)[N:3]=1.[OH-].[Na+].C(O)C.Cl>O.O1CCCC1>[CH3:1][C:2]1[C:6]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])=[C:5]([CH3:14])[N:4]([CH2:15][C:16]2[CH:17]=[CH:18][C:19]([O:22][CH2:23][C:24]3[N:25]=[C:26]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[O:27][C:28]=3[CH3:29])=[CH:20][CH:21]=2)[N:3]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 23024947HCID 23024947, compound

Product 1

HCID 69420712HCID 69420712, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl 3-[3,5-dimethyl-1-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-1H-pyrazol-4-yl]propionate (760 mg), 1 N aqueous sodium hydroxide solution (5 ml), ethanol (5 ml), and tetrahydrofuran (5 ml) was stirred at room temperature for two hours. The reaction mixture was poured into water, which was acidified with 1 N hydrochloric acid, and precipitated crystals were collected by filtration. This was recrystallized from methanol-ethyl acetate, and 3-[3,5-dimethyl-1-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-1H-pyrazol-4-yl]propionic acid was obtained (550 mg, yield: 77%). Melting point: 170–171° C.

Workup

  1. customprecipitated crystals
  2. filtrationwere collected by filtration
  3. customThis was recrystallized from methanol-ethyl acetate

Sources & evidence

ORD record
ord-fb8d26f028be47fc92a0a1b954cf271f
Source dataset
uspto-grants-2007_02
Patent number
US07179823B1

Reaction notes

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