Lithium hydroxide, monohydrate → HCID 57851069, compound

HRID 77753Notes

Reaction equation

HRID 77753 reaction equation
O[Li].O.C[O:5][C:6](=[O:26])[C:7]1[CH:12]=[C:11]([N:13]2[CH:17]=[N:16][N:15]=[N:14]2)[CH:10]=[C:9]([N:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:19]2=[O:25])[CH:8]=1>O.C1COCC1>[CH3:24][C:21]1[CH:22]=[CH:23][N:18]([C:9]2[CH:8]=[C:7]([CH:12]=[C:11]([N:13]3[CH:17]=[N:16][N:15]=[N:14]3)[CH:10]=2)[C:6]([OH:26])=[O:5])[C:19](=[O:25])[CH:20]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 57851532HCID 57851532, compound

Product 1

HCID 57851069HCID 57851069, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of LiOH.H2O (95 mg, 2.25 mmol) in H2O (7 mL) was added dropwise to a suspension of 3-(4-methyl-2-oxo-2H-pyridin-1-yl)5-tetrazol-1-yl-benzoic acid methyl ester (500 mg, 1.61 mmol) in THF (4 mL) at 0° C. The reaction mixture was allowed to warm to room temperature and was stirred until the reaction solution turned into clear. Solvent was removed under vacuum and the aqueous solution was acidified by addition of 10% HCl to pH=2. The resulting precipitate was collected and dried to afford 3-(4-methyl-2-oxo-2H-pyridin-1-yl)-5-tetrazol-1-yl-benzoic acid as yellow solid (453 mg, 95%). MS (M+H)=298.

Workup

  1. customSolvent was removed under vacuum
  2. additionthe aqueous solution was acidified by addition of 10% HCl to pH=2
  3. customThe resulting precipitate was collected
  4. customdried

Sources & evidence

ORD record
ord-78775f88b23444d59e14855f65736ba0
Source dataset
uspto-grants-2014_09
Patent number
US08841336B2

Reaction notes

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