Hydrochloric Acid → 3-(5-Methylpyridin-2-yl)-5-(1-methyl-1H-1,2,3-triazol-5-yl)benzoic acid

HRID 888388Notes

Reaction equation

HRID 888388 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[N:22]([CH3:23])[N:21]=[N:20][CH:19]=3)[CH:17]=2)[C:11]([O:13]C)=[O:12])=[N:6][CH:7]=1.[OH-].[Na+].O.Cl>C1COCC1>[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[N:22]([CH3:23])[N:21]=[N:20][CH:19]=3)[CH:17]=2)[C:11]([OH:13])=[O:12])=[N:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 68500364Methyl 3-(5-methylpyridin-2-yl)-5-(1-methyl-1H-1,2,3-triazol-5-yl)benzoate

Product 1

HCID 684984083-(5-Methylpyridin-2-yl)-5-(1-methyl-1H-1,2,3-triazol-5-yl)benzoic acidYield 117%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 3-(5-methylpyridin-2-yl)-5-(1-methyl-1H-1,2,3-triazol-5-yl)benzoate (85 mg, 0.276 mmol) in THF (5 mL) was added 1 M aqueous sodium hydroxide (0.827 mL, 0.827 mmol) and water (4 mL). After 16 h, the reaction was acidified to pH 1 by 1 M HCl. The solution was concentrated and dried under vacuum to give the hydrochloride salt of title compound (95 mg). MS 295.0 (M+1).

Workup

  1. concentrationThe solution was concentrated
  2. customdried under vacuum

Sources & evidence

ORD record
ord-599377567d184043a08df6799fae9e2e
Source dataset
uspto-grants-2012_08
Patent number
US08247401B2

Reaction notes

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