Methyl iodide → HCID 10092254, compound

HRID 857632Notes

Reaction equation

HRID 857632 reaction equation
[F:1][C:2]([F:28])([F:27])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[CH:13][N:12]=[C:11]([O:15][C:16]3[CH:25]=[CH:24][CH:23]=[C:22]4[C:17]=3[N:18]=[CH:19][C:20](=[O:26])[NH:21]4)[CH:10]=2)=[CH:5][CH:4]=1.[C:29]([O-])([O-])=O.[K+].[K+].IC>CN(C=O)C>[CH3:29][N:21]1[C:22]2[C:17](=[C:16]([O:15][C:11]3[CH:10]=[C:9]([C:6]4[CH:7]=[CH:8][C:3]([C:2]([F:27])([F:1])[F:28])=[CH:4][CH:5]=4)[N:14]=[CH:13][N:12]=3)[CH:25]=[CH:24][CH:23]=2)[N:18]=[CH:19][C:20]1=[O:26]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 10452578HCID 10452578, compound

Product 1

HCID 10092254HCID 10092254, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared analogous to the methods used in Example 42 using 5-[6-(4-trifluoromethyl-phenyl)-pyrimidin-4-yloxy]-1H-quinoxalin-2-one, (Example 34(b)), (0.10 g, 0.26 mmol), K2CO3 (0.043 g, 0.31 mmol, Aldrich) and iodomethane (0.019 mL, 0.31 mmol, Aldrich) in DMF (1 mL). Purification by flash chromatography (0→5% 2M NH3 in MeOH/CH2Cl2) afforded the title compound as a white amorphous solid. Mp: 258° C. MS (ESI, pos. ion) m/z: 399 (M+1).

Workup

  1. customThe title compound was prepared analogous to the methods
  2. customPurification by flash chromatography (0→5% 2M NH3 in MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-cba33238cf3047c7bf079d16b301ee83
Source dataset
uspto-grants-2006_12
Patent number
US07144888B2

Reaction notes

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