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Methyl iodide → HCID 23020480, compound

HRID 1373013
Notes
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Reaction equation

HRID 1373013 reaction equation
[NH2:1][C:2]1[NH:7][C:6](=[O:8])[C:5]([C:9]2[CH:10]=[N:11][C:12]([O:15][CH3:16])=[CH:13][CH:14]=2)=[C:4]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=2)[N:3]=1.[H-].[Na+].I[CH3:27]>CN(C)C=O>[NH2:1][C:2]1[N:7]([CH3:27])[C:6](=[O:8])[C:5]([C:9]2[CH:10]=[N:11][C:12]([O:15][CH3:16])=[CH:13][CH:14]=2)=[C:4]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=2)[N:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 135780243HCID 135780243, compound

Product 1

HCID 23020480HCID 23020480, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-amino-6-(3-fluorophenyl)-5-(6-methoxy-3-pyridyl)-3,4-dihydro-4-pyrimidinone (1.0 g, 3.2 mmol) in N,N-dimethylformamide (3 mL) was added sodium hydride (77 mg, 3.2 mmol). After stirring for 10 minutes, iodomethane (454 mg, 0.2 mL, 3.2 mmol) was added thereto, and the mixture was stirred at room temperature for 2 hours. After removing the solvent from the reaction mixture, the residue was washed with water, to give the title compound (600 mg).

Workup

  1. stirringthe mixture was stirred at room temperature for 2 hours
  2. customAfter removing the solvent from the reaction mixture
  3. washthe residue was washed with water

Sources & evidence

ORD record
ord-2f26c989e9c345909d6e223350581eef
Source dataset
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07160892B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes