Methyl iodide → HCID 58405900, compound

HRID 1957987Notes

Reaction equation

HRID 1957987 reaction equation
[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[NH:8][C:7](=[O:12])[CH2:6][N:5]([CH:13]([CH3:15])[CH3:14])[C:4]=2[N:3]=1.I[CH3:17].[H-].[Na+]>CC(N(C)C)=O>[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[N:8]([CH3:17])[C:7](=[O:12])[CH2:6][N:5]([CH:13]([CH3:15])[CH3:14])[C:4]=2[N:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 592861702-chloro-8-isopropyl-7,8-dihydro-5H-pteridin-6-one

Product 1

HCID 58405900HCID 58405900, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

2-Chloro-8-isopropyl-7,8-dihydro-5H-pteridin-6-one (28 g; 0.118 mol) in Dimethylacetamide (100 ml) was cooled to −5° C. and iodomethane (8.839 ml; 0.141 mmol)) was quickly added. Then, NaH (7.1 g; 0.177 mmol) was added in portions. After 1 h the reaction mixture was allowed to reach room temperature and was maintained at that temperature until complete conversion of the starting material into the desired product. The reaction mixture was diluted with water and ice and the precipitate formed was filtered and dried in vacuo. 20 g (0.083 mol; 70% yield) of a white powder were obtained.

Workup

  1. customto reach room temperature

Sources & evidence

ORD record
ord-861c82b804234e21adb9b8d7e298b6b1
Source dataset
uspto-grants-2013_04
Patent number
US08410100B2

Reaction notes

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