Iodoethane → HCID 59301301, compound

HRID 2236200Notes

Reaction equation

HRID 2236200 reaction equation
[OH:1][CH2:2][CH2:3][N:4]([CH3:14])[C:5]1[N:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][N:6]=1.[H-].[Na+].[CH2:17](I)[CH3:18]>C1COCC1.CN(C=O)C.CCOC(C)=O>[CH2:17]([O:1][CH2:2][CH2:3][N:4]([CH3:14])[C:5]1[N:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][N:6]=1)[CH3:18]

Participants

7

Reactant 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 61145772HCID 61145772, compound

Product 1

HCID 59301301HCID 59301301, compound

Reagents, catalysts & solvents 3

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

(2-Hydroxy-ethyl)-methyl-(5-nitro-pyrimidin-2-yl)-amine (198 mg, 1 mmol) in THF (15 mL) and DMF (3 mL) was stirred with 60% NaH in oil (60 mg, 1.75 mmol) for 1 hr. The mixture was cooled and to this was added ethyl iodide. The reaction mixture was allowed to stir overnight. The mixture was diluted with EtOAc, extracted with H2O and dried over MgSO4. The EtOAc was filtered, evaporated to dryness and used without further purification. Yield: 75 mg. ES-MS calcd for C9H14N4O3 (m/e) 226.24, obsd 227 (M+H).

Workup

  1. temperatureThe mixture was cooled
  2. extractionextracted with H2O
  3. dry with materialdried over MgSO4
  4. filtrationThe EtOAc was filtered
  5. customevaporated to dryness
  6. customused without further purification

Sources & evidence

ORD record
ord-30546ac3324b4cc0827d152d81efe782
Source dataset
uspto-grants-2010_05
Patent number
US07714126B2

Reaction notes

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