Sodium Hydroxide → Sodium [1-methyl-4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate

HRID 880122Notes

Reaction equation

HRID 880122 reaction equation
[OH-].[Na+:2].[CH3:3][N:4]1[C:9](=[O:10])[CH:8]=[C:7]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[N:6]=[C:5]1[CH2:17][C:18]([O:20]CC)=[O:19]>O1CCCC1>[CH3:3][N:4]1[C:9](=[O:10])[CH:8]=[C:7]([N:11]2[CH2:12][CH2:13][O:14][CH2:15][CH2:16]2)[N:6]=[C:5]1[CH2:17][C:18]([O-:20])=[O:19].[Na+:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57523683Ethyl [1-methyl-4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate

Product 1

HCID 57523684Sodium [1-methyl-4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.88 ml of 2M sodium hydroxide are added to a solution of 1.62 g of ethyl [1-methyl-4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate prepared in stage 1 of Example 67, in 20 ml of tetrahydrofuran. The reaction mixture is stirred for 48 hours at ambient temperature. The precipitate formed is filtered through sintered glass, washed with ethyl acetate and rinsed several times with ethyl ether. The solid obtained is then dried in a rotary evaporator. 730 mg of sodium [1-methyl-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 the following:

Workup

  1. customThe precipitate formed
  2. filtrationis filtered through sintered glass
  3. washwashed with ethyl acetate
  4. washrinsed several times with ethyl ether
  5. customThe solid obtained
  6. customis then dried in a rotary evaporator

Sources & evidence

ORD record
ord-e38799310b5a4d509f2f9d795ae56ea6
Source dataset
uspto-grants-2015_03
Patent number
US08993565B2

Reaction notes

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