Isopropyl iodide → HCID 19357086, compound

HRID 377923Notes

Reaction equation

HRID 377923 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([NH:9][C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]3[CH:23]=[C:22]([F:24])[CH:21]=[C:20]([F:25])[CH:19]=3)[CH2:14][CH2:13]2)=[O:11])=[C:4]([O:26][CH3:27])[CH:3]=1.[H-].[Na+].I[CH:31]([CH3:33])[CH3:32]>CN(C)C=O>[CH:31]([N:9]([C:5]1[CH:6]=[C:7]([CH3:8])[C:2]([CH3:1])=[CH:3][C:4]=1[O:26][CH3:27])[C:10]([N:12]1[CH2:17][CH2:16][N:15]([C:18]2[CH:23]=[C:22]([F:24])[CH:21]=[C:20]([F:25])[CH:19]=2)[CH2:14][CH2:13]1)=[O:11])([CH3:33])[CH3:32]

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 24758Sodium hydrideHCID 19357067HCID 19357067, compound

Product 1

HCID 19357086HCID 19357086, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-[(4,5-Dimethyl-2-methoxyphenyl)aminocarbonyl]-4-(3,5-difluorophenyl)piperazine(0.2 g, 0.52 mmole) was dissolved in dimethylformamide(15 ml) and thereto sodium hydride(12.48 mg, 0.52 mmole) was slowly added. The resulting mixture was stirred at room temperature for 15 min. After 2-iodopropane(87.88 mg, 0.52 mmole) was added thereto, the resulting mixture was stirred at room temperature for 16 hours. The resulting mixture was concentrated under the reduced pressure to remove the used solvent, extracted with methylene chloride, dryed, filtered and purified by column chromatography to obtain the titled compound.

Workup

  1. stirringthe resulting mixture was stirred at room temperature for 16 hours
  2. concentrationThe resulting mixture was concentrated under the reduced pressure
  3. customto remove the used solvent
  4. extractionextracted with methylene chloride
  5. filtrationfiltered
  6. custompurified by column chromatography

Sources & evidence

ORD record
ord-c8c467b439354e2d84444ca1e50a558f
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Reaction notes

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