Methyl iodide → HCID 18767854, compound

HRID 2229765Notes

Reaction equation

HRID 2229765 reaction equation
CI.[Cl:3][C:4]1[CH:30]=[CH:29][CH:28]=[C:27]([Cl:31])[C:5]=1[CH2:6][C:7]1[NH:12][C:11](=[O:13])[C:10]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)=[C:9]([C:21]2[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=2)[N:8]=1.[C:32](=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:3][C:4]1[CH:30]=[CH:29][CH:28]=[C:27]([Cl:31])[C:5]=1[CH2:6][C:7]1[N:12]([CH3:32])[C:11](=[O:13])[C:10]([C:14]2[CH:15]=[CH:16][C:17]([F:20])=[CH:18][CH:19]=2)=[C:9]([C:21]2[CH:22]=[CH:23][N:24]=[CH:25][CH:26]=2)[N:8]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 135825073HCID 135825073, compound

Product 1

HCID 18767854HCID 18767854, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Methyl iodide (41 ml, 0.65 mmol) was added to a stirring mixture of 2-(2,6-dichlorobenzyl)-5-(4-fluorophenyl)-6-(4-pyridyl)-4(3H)-pyrimidinone (280 mg, 0.61 mmol) and potassium carbonate (181 mg, 1.30 mmol) in N,N-dimethylformamide (2 ml). Stirring was continued for 2 h, followed by evaporation and flash chromatography of the resulting product on a column of silica gel (hexane-acetone=3:1) to yield the title compound as a white solid. MS (m/z): 440.2 (M+H)+; C23H16Cl2FN3O requir. 440.3.

Workup

  1. customfollowed by evaporation and flash chromatography of the resulting product on a column of silica gel (hexane-acetone=3:1)

Sources & evidence

ORD record
ord-0c3a58da2b5f4748af05c4030612bb78
Source dataset
uspto-grants-2002_07
Patent number
US06420385B1

Reaction notes

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