Hydrochloric Acid → 3-Benzyloxy-7-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-2-carboxylic acid

HRID 536123Notes

Reaction equation

HRID 536123 reaction equation
C[O:2][C:3]([C:5]1[N:6]=[C:7]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][N:8]2[C:9](=[O:19])[C:10]=1[O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:4].[OH-].[Li+].Cl>CO>[CH2:12]([O:11][C:10]1[C:9](=[O:19])[N:8]2[CH:20]=[C:21]([CH3:24])[CH:22]=[CH:23][C:7]2=[N:6][C:5]=1[C:3]([OH:4])=[O:2])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 581010273-Benzyloxy-7-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-2-carboxylic acid methyl ester

Product 1

HCID 574945353-Benzyloxy-7-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of the product from Example 8.1 (400 mg, 1.23 mmol) in methanol (20 mL) was added 1N aqueous lithium hydroxide solution (2.46 mL) at room temperature. After 3 h, 1N aqueous hydrochloric acid (20 mL) was added. The mixture was extracted with ethyl acetate and the organic phase were washed with brine, dried (Na2SO4) and concentrated in vacuo. The product was used directly in Example 8.3.

Workup

  1. extractionThe mixture was extracted with ethyl acetate
  2. washthe organic phase were washed with brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2b736c4808844ac8be5fc7bb67a47316
Source dataset
uspto-grants-2014_10
Patent number
US08859563B2

Reaction notes

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