Methyl iodide → HCID 58128634, compound

HRID 2088445Notes

Reaction equation

HRID 2088445 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:7]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[NH:8][C:9](=[O:12])[NH:10][CH:11]=1)=[O:5])[CH3:2].[CH3:20]I>CN(C=O)C>[CH2:1]([O:3][C:4]([C:6]1[CH:7]([C:13]2[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=2)[NH:8][C:9](=[O:12])[N:10]([CH3:20])[CH:11]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 66955131HCID 66955131, compound

Product 1

HCID 58128634HCID 58128634, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-(4-Fluoro-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester (6 g, from Preparation 1), CsCO3 (7.5 g) was added to 50 mL of DMF, followed by CH3I (1.5 mL). The mixture was heated at 60° for 18 hours, then cooled to room temperature and poured into ice water. The resulting precipitate was recovered by filtration and air-dried to give 5.6 g of 4-(4-fluoro-phenyl)-1-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester.

Workup

  1. temperatureThe mixture was heated at 60° for 18 hours
  2. filtrationThe resulting precipitate was recovered by filtration
  3. customair-dried

Sources & evidence

ORD record
ord-3c6770aa302c456ca8296c6d425c4ada
Source dataset
uspto-grants-2013_05
Patent number
US08435990B2

Reaction notes

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