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

HRID 1631615
Notes
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Reaction equation

HRID 1631615 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-65f8e508a2b04912a642095891bb9afc
Source dataset
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08791255B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes