Hydrochloric Acid → 3-(5-Isopropyl-[1,2,4]triazol-1-yl)-5-(5-methyl-pyridin-2-yl)-benzoic acid

HRID 2092635Notes

Reaction equation

HRID 2092635 reaction equation
C[O:2][C:3](=[O:25])[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][N:11]=2)[CH:7]=[C:6]([N:17]2[C:21]([CH:22]([CH3:24])[CH3:23])=[N:20][CH:19]=[N:18]2)[CH:5]=1.[OH-].[Na+].Cl>CO>[CH:22]([C:21]1[N:17]([C:6]2[CH:5]=[C:4]([CH:9]=[C:8]([C:10]3[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][N:11]=3)[CH:7]=2)[C:3]([OH:25])=[O:2])[N:18]=[CH:19][N:20]=1)([CH3:24])[CH3:23]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 577707393-(5-Isopropyl-[1,2,4]triazol-1-yl)-5-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester

Product 1

HCID 577707683-(5-Isopropyl-[1,2,4]triazol-1-yl)-5-(5-methyl-pyridin-2-yl)-benzoic acidYield 126.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-(5-Isopropyl-[1,2,4]triazol-1-yl)-5-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester (2.0 g, 6 mmol) was dissolved in 30 mL MeOH, and 2.0 mL of 3N aqueous NaOH was added. The reaction mixture was stirred at room temperature for 18 hours, then cooled and acidified with 10% aqueous HCl, and concentrated under reduced pressure to yield 2.45 g of 3-(5-isopropyl-[1,2,4]triazol-1-yl)-5-(5-methyl-pyridin-2-yl)-benzoic acid.

Workup

  1. temperaturecooled
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d5cb8ed2b96444fe9786992819127499
Source dataset
uspto-grants-2013_05
Patent number
US08440708B2

Reaction notes

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