Sodium Hydroxide → 3-(5-Methylpyridin-2-yl)-5-(1,3-oxazol-2-yl)benzoic acid

HRID 1257548Notes

Reaction equation

HRID 1257548 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10]([CH:15]=[C:16]([C:18]3[O:19][CH:20]=[CH:21][N:22]=3)[CH:17]=2)[C:11]([O:13]C)=[O:12])=[N:6][CH:7]=1.[OH-].[Na+]>O1CCCC1>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10]([CH:15]=[C:16]([C:18]3[O:19][CH:20]=[CH:21][N:22]=3)[CH:17]=2)[C:11]([OH:13])=[O:12])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66895486Methyl 3-(5-methylpyridin-2-yl)-5-(1,3-oxazol-2-yl)benzoate

Product 1

HCID 668955123-(5-Methylpyridin-2-yl)-5-(1,3-oxazol-2-yl)benzoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 3-(5-methylpyridin-2-yl)-5-(1,3-oxazol-2-yl)benzoate (0.96 g, 3.26 mmol) in tetrahydrofuran (20 mL) at 20° C. was added 20 mL of 0.5 N sodium hydroxide solution. After 16 h at 20° C., the reaction was quenched with 4N HCl in dioxane (5 mL). The titled compound was precipitated out as hydrochloride salt. After filtration, washed by 100 mL of ethyl ether twice and died under vacuum, the titled compound was obtained as pure hydrochloride salt (1.2 g). MS 281.0 (M+1).

Workup

  1. customthe reaction was quenched with 4N HCl in dioxane (5 mL)
  2. customThe titled compound was precipitated out as hydrochloride salt
  3. filtrationAfter filtration
  4. washwashed by 100 mL of ethyl ether twice

Sources & evidence

ORD record
ord-9aaa26d4992b49e8a140d8a7493be0b2
Source dataset
uspto-grants-2013_06
Patent number
US08461185B2

Reaction notes

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