Lithium hydroxide, monohydrate → HCID 57851572, compound

HRID 77749Notes

Reaction equation

HRID 77749 reaction equation
O[Li].O.C[O:5][C:6](=[O:25])[C:7]1[CH:12]=[C:11]([N:13]2[CH:17]=[N:16][N:15]=[N:14]2)[CH:10]=[C:9]([C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][N:19]=2)[CH:8]=1>O.C1COCC1>[CH3:24][C:21]1[CH:22]=[CH:23][C: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:25])=[O:5])=[N:19][CH:20]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 578509943-(5-Methyl-pyridin-2-yl)-5-tetrazol-1-yl-benzoic acid methyl ester

Product 1

HCID 57851572HCID 57851572, compoundYield 93.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of LiOH hydrate (82 mg, 1.94 mmol) in H2O (7 mL) was added dropwise to a suspension of 3-(5-methyl-pyridin-2-yl)-5-tetrazol-1-yl-benzoic acid methyl ester (440 mg, 1.49 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 resulting aqueous solution was acidified by 10% HCl to pH=6˜7. The resulting precipitate was collected and dried to afford 3-(5-Methyl-pyridin-2-yl)-5-tetrazol-1-yl-benzoic acid as a yellow solid (390 mg, 93%). MS (M+H)=282.

Workup

  1. customSolvent was removed under vacuum
  2. customThe resulting precipitate was collected
  3. customdried

Sources & evidence

ORD record
ord-3a2ff82402ad4723b48df6b8737a1a8e
Source dataset
uspto-grants-2014_09
Patent number
US08841336B2

Reaction notes

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