Lithium Hydroxide → HCID 58119001, compound

HRID 406451Notes

Reaction equation

HRID 406451 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[N:7]2[CH:8]=[C:9]([C:12]3[CH:21]=[CH:20][C:15]([C:16]([O:18]C)=[O:17])=[CH:14][CH:13]=3)[CH:10]=[CH:11][C:6]2=[N:5][N:4]=1.[OH-].[Li+]>O1CCOCC1>[F:23][C:2]([F:1])([F:22])[C:3]1[N:7]2[CH:8]=[C:9]([C:12]3[CH:21]=[CH:20][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=3)[CH:10]=[CH:11][C:6]2=[N:5][N:4]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 66849818HCID 66849818, compound

Product 1

HCID 58119001HCID 58119001, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Methyl 4-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl)benzoate (12 mg) was dissolved in dioxane (1.5 mL). Lithium hydroxide (1 M in water, 0.5 mL) was added as one portion. After 24 h, quenched with 1N HCl. Extracted with dichloromethane, dried with MgSO4, and concentrated. Isolated 11 mg of 4-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl)benzoic acid (˜100%).

Workup

  1. customquenched with 1N HCl
  2. extractionExtracted with dichloromethane
  3. dry with materialdried with MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-47a44a7ea6e94b369aa65357f34b747e
Source dataset
uspto-grants-2014_06
Patent number
US08754103B2

Reaction notes

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