Allyl iodide → HCID 19047284, compound

HRID 1780680Notes

Reaction equation

HRID 1780680 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[O:9][C:10]3[CH:20]=[C:19]4[C:14]([CH:15]=[CH:16][CH:17]=[CH:18]4)=[CH:13][C:11]=3[N:12]=2)[CH2:4][CH2:3]1.[CH2:21]([I:24])[CH:22]=[CH2:23]>CN(C=O)C>[I-:24].[CH2:21]([N+:2]1([CH3:1])[CH2:7][CH2:6][N:5]([C:8]2[O:9][C:10]3[CH:20]=[C:19]4[C:14]([CH:15]=[CH:16][CH:17]=[CH:18]4)=[CH:13][C:11]=3[N:12]=2)[CH2:4][CH2:3]1)[CH:22]=[CH2:23]

Participants

4

Reactant 2

HCID 11166Allyl iodideHCID 22558186HCID 22558186, compound

Product 1

HCID 19047284HCID 19047284, compoundYield 95.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Under cooling with ice, 18 mg of 2-(4-methyl-1-piperazinyl)naphtho[2,3-d]oxazole dissolved in 5 ml of DMF was mixed with 14 mg of allyl iodide, and the reaction was carried out for 1 hour at the same temperature and then for 1.5 hours at room temperature. The reaction mixture was concentrated under a reduced pressure, and 10 ml of ethyl acetate was added to the resulting residue. Thereafter, the precipitate thus formed was collected by filtration, dissolved in 5 ml of water and then lyophilized to obtain 28 mg of the title compound.

Workup

  1. waitfor 1.5 hours at room temperature
  2. concentrationThe reaction mixture was concentrated under a reduced pressure, and 10 ml of ethyl acetate
  3. additionwas added to the resulting residue
  4. customThereafter, the precipitate thus formed
  5. filtrationwas collected by filtration
  6. dissolutiondissolved in 5 ml of water

Sources & evidence

ORD record
ord-31d83b798e044a64a563de862a723c1f
Source dataset
uspto-grants-1997_05
Patent number
US05631257

Reaction notes

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