Lithium hydroxide, monohydrate → HCID 57851069, compound

HRID 553770Notes

Reaction equation

HRID 553770 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-cf60207b64194189bcd6150ff4ccf3b7
Source dataset
uspto-grants-2011_11
Patent number
US08048905B2

Reaction notes

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