Iodoethane → HCID 21106603, compound

HRID 1765380Notes

Reaction equation

HRID 1765380 reaction equation
[H-].[Na+].[Br:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=[O:14])[N:6]([C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:24])[CH3:23])=[CH:17][CH:16]=2)[N:5]=1.[CH2:25](I)[CH3:26]>CN(C=O)C>[Br:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=[O:14])[N:6]([C:15]2[CH:20]=[CH:19][C:18]([N:21]([CH2:25][CH3:26])[C:22](=[O:24])[CH3:23])=[CH:17][CH:16]=2)[N:5]=1

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 21106602N-[4-(4-Bromo-1-oxo-1H-phthalazin-2-yl)-phenyl]acetamide

Product 1

HCID 21106603HCID 21106603, compoundYield 14%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

NaH (95%, 0.005 g, 0.21 mmol) was added slowly at room temperature to a solution of N-[4-(4-Bromo-1-oxo-1H-phthalazin-2-yl)-phenyl]acetamide (0.070 g, 0.20 mmol) in DMF (2 ml). Stirring was continued for 1 h before ethyl iodide (0.046 g, 0.29 mmol) was added. Stirring was continued for 12 h before the solvent was evaporated in vacuum. The resulting raw product was purified by chromatography over silica gel with heptane:ethyl acetate (3:1 up to 1:1) to give the title compound (0.010 g, 14% yield). MS (ESI+)=388.22 (M+H)+.

Workup

  1. additionwas added
  2. stirringStirring
  3. customwas evaporated in vacuum
  4. customThe resulting raw product was purified by chromatography over silica gel with heptane:ethyl acetate (3:1 up to 1:1)

Sources & evidence

ORD record
ord-f89a12d8325a469094337eadd75aab87
Source dataset
uspto-grants-2007_06
Patent number
US07226923B2

Reaction notes

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