Hydrochloric Acid → 2-(2-(1H-tetrazol-1-yl)pyrimidin-5-yl)propanoic acid

HRID 1502155Notes

Reaction equation

HRID 1502155 reaction equation
[N:1]1([C:6]2[N:11]=[CH:10][C:9]([CH:12]([CH3:17])[C:13]([O:15]C)=[O:14])=[CH:8][N:7]=2)[CH:5]=[N:4][N:3]=[N:2]1.[OH-].[Na+].Cl.[Cl-].[Na+]>O.C1COCC1>[N:1]1([C:6]2[N:7]=[CH:8][C:9]([CH:12]([CH3:17])[C:13]([OH:15])=[O:14])=[CH:10][N:11]=2)[CH:5]=[N:4][N:3]=[N:2]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 89618816Methyl 2-(2-(1H-tetrazol-1-yl)pyrimidin-5-yl)propanoate

Product 1

HCID 896191812-(2-(1H-tetrazol-1-yl)pyrimidin-5-yl)propanoic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 2-(2-(1H-tetrazol-1-yl)pyrimidin-5-yl)propanoate (70.2 mg, 0.300 mmol) in the mixture of THF (2.6 mL)/Water (0.4 mL) was treated with sodium hydroxide (1M, aqueous) (450 μl, 0.450 mmol) at room temperature under nitrogen for 1 h. The reaction was quenched with hydrochloric acid (450 μl, 0.450 mmol). Solvent was removed under reduced pressure and residue was freeze dried overnight. Product contains 1.5 equivalents of sodium chloride: LC/MS: [(M+1)]+=220.9.

Workup

  1. customSolvent was removed under reduced pressure and residue
  2. customdried overnight

Sources & evidence

ORD record
ord-b64b53c4de5d4f189722f108a4ee1abe
Source dataset
uspto-grants-2015_12
Patent number
US09206199B2

Reaction notes

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