Methyl iodide → 5-Pyrimidinecarboxylic acid, 4-amino-2-(methylthio)-, ethyl ester

HRID 643685

Reaction equation

HRID 643685 reaction equation
I[CH3:2].[NH2:3][C:4]1[C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:8][N:7]=[C:6]([SH:15])[N:5]=1>CN(C)C=O>[NH2:3][C:4]1[C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:8][N:7]=[C:6]([S:15][CH3:2])[N:5]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 178469867HCID 178469867, compound

Product 1

HCID 2226665-Pyrimidinecarboxylic acid, 4-amino-2-(methylthio)-, ethyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Iodomethane (2.6 g, 18 mmol) was added to the hot solution (˜50° C.) of ethyl 4-amino-2-mercaptopyrimidine-5-carboxylate (3.0 g, 15 mmol) in N,N-dimethylformamide (150 mL) and stirred at room temperature for 20 min. Solvent was removed in vacuo and the solid residue was washed by water. After dried in vacuo, desired product was obtained as a white solid (3.1 g, 97%).

Workup

  1. customSolvent was removed in vacuo
  2. washthe solid residue was washed by water
  3. customAfter dried in vacuo

Sources & evidence

ORD record
ord-53fa3e6a94484237aa6b32775fcfe148
Source dataset
uspto-grants-2010_04
Patent number
US07700622B2

Linked notes

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