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

HRID 1669897Notes

Reaction equation

HRID 1669897 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-5e4c7728848f4c8ab8df81322377ef36
Source dataset
uspto-grants-2011_08
Patent number
US07989637B2

Reaction notes

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