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

HRID 1631549Notes

Reaction equation

HRID 1631549 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-c8614dbe658a4f3e807e144a7938368a
Source dataset
uspto-grants-2014_07
Patent number
US08791255B2

Reaction notes

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