Hydrochloric Acid → 2-(4-methyl-5-(1H-tetrazol-1-yl)pyridin-2-yl)acetic acid

HRID 1502124Notes

Reaction equation

HRID 1502124 reaction equation
O.[OH-].[Li+].[CH3:4][C:5]1[C:10]([N:11]2[CH:15]=[N:14][N:13]=[N:12]2)=[CH:9][N:8]=[C:7]([CH2:16][C:17]([O:19]C)=[O:18])[CH:6]=1.Cl>O.O1CCCC1>[CH3:4][C:5]1[C:10]([N:11]2[CH:15]=[N:14][N:13]=[N:12]2)=[CH:9][N:8]=[C:7]([CH2:16][C:17]([OH:19])=[O:18])[CH:6]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 89619214methyl 2-(4-methyl-5-(1H-tetrazol-1-yl)pyridin-2-yl)acetate

Product 1

HCID 896191172-(4-methyl-5-(1H-tetrazol-1-yl)pyridin-2-yl)acetic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Lithium hydroxide monohydrate (19.2 mg, 0.458 mmol) was dissolved in 5 mL water then added to a methyl 2-(4-methyl-5-(1H-tetrazol-1-yl)pyridin-2-yl)acetate in tetrahydrofuran (15 mL). The reaction was stirred for 1 h then acidified with 1 N HCl to pH ˜3. The mixture was extracted with a mixture of THF/ethyl acetate (4×.). Dried over Na2SO4, filtered and evaporated concentrated to yield 2-(4-methyl-5-(1H-tetrazol-1-yl)pyridin-2-yl)acetic acid.

Workup

  1. extractionThe mixture was extracted with a mixture of THF/ethyl acetate (4×.)
  2. dry with materialDried over Na2SO4
  3. filtrationfiltered
  4. customevaporated
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a7e62ad9af8c46e68bd17b4cca435bf3
Source dataset
uspto-grants-2015_12
Patent number
US09206199B2

Reaction notes

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