Water → Lithium [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate

HRID 880056Notes

Reaction equation

HRID 880056 reaction equation
O.[OH-].[Li+:3].[N:4]1([C:10]2[N:11]=[C:12]([CH2:17][C:18]([O:20]CC)=[O:19])[NH:13][C:14](=[O:16])[CH:15]=2)[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1>CO>[N:4]1([C:10]2[N:11]=[C:12]([CH2:17][C:18]([O-:20])=[O:19])[NH:13][C:14](=[O:16])[CH:15]=2)[CH2:5][CH2:6][O:7][CH2:8][CH2:9]1.[Li+:3]

Participants

5

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 135905419Ethyl 2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate

Product 1

HCID 136041845Lithium [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetateYield 94.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7.5 ml of water and 197 mg of lithium hydroxide are added to a solution of 2 g of ethyl [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate prepared in stage 1 of Example 1 in 75 ml of methanol. After stirring for 48 hours at ambient temperature, the reaction mixture is concentrated under reduced pressure. 50 ml of water are added. The aqueous phase is then washed with ethyl acetate and then lyophilized. 1.73 g of lithium [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate are obtained in the form of a white solid, the characteristics of which are similar to the product of stage 2.

Workup

  1. concentrationthe reaction mixture is concentrated under reduced pressure
  2. addition50 ml of water are added
  3. washThe aqueous phase is then washed with ethyl acetate

Sources & evidence

ORD record
ord-5e2f1c81ec3040dcb4da78298de02a36
Source dataset
uspto-grants-2015_03
Patent number
US08993565B2

Reaction notes

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