Methyl iodide → HCID 59631155, compound

HRID 1431424Notes

Reaction equation

HRID 1431424 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([F:13])=[CH:9][C:10]=2[F:12])[N:5]=[C:4]([N:14]2[CH2:19][CH2:18][NH:17][C:16](=[O:20])[CH2:15]2)[C:3]=1[CH3:21].[H-].[Na+].I[CH3:25]>C1COCC1.O>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([F:13])=[CH:9][C:10]=2[F:12])[N:5]=[C:4]([N:14]2[CH2:19][CH2:18][N:17]([CH3:25])[C:16](=[O:20])[CH2:15]2)[C:3]=1[CH3:21]

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 59631205HCID 59631205, compound

Product 1

HCID 59631155HCID 59631155, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

The 4-(4-chloro-5,7-difluoro-3-methylquinolin-2-yl)piperazin-2-one (30 mg, 0.096 mmol) was dissolved in THF (1.0 mL) and sodium hydride (10.0 mg, 0.42 mmol) (60% suspension) was added followed by addition of iodomethane (17.0 μL, 0.27 mmol). The mixture was stirred for 1.5 h, then diluted with water. The mixture was extracted with EtOAc (2×15 mL). The combined organic layers were dried over magnesium sulfate. The filtrate was concentrated to give the desired product. Mass Spectrum (ESI) m/e=326.0 (M+1).

Workup

  1. extractionThe mixture was extracted with EtOAc (2×15 mL)
  2. dry with materialThe combined organic layers were dried over magnesium sulfate
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-f965d271193e4d719eb09b9767b359ae
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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