Sodium Chloride → HCID 9861202, compound

HRID 1795863Notes

Reaction equation

HRID 1795863 reaction equation
[NH:1]1[CH:6]=[C:5]([C:7]2[C:8]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:9][N:10]3[CH:15]=[CH:14][N:13]=[CH:12][C:11]=23)[CH:4]=[CH:3][C:2]1=[O:22].[H-].[Na+].I[CH3:26].[Na+].[Cl-]>CN(C=O)C>[CH3:26][N:1]1[CH:6]=[C:5]([C:7]2[C:8]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[N:9][N:10]3[CH:15]=[CH:14][N:13]=[CH:12][C:11]=23)[CH:4]=[CH:3][C:2]1=[O:22]

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 99219923-(2(1H)-pyridinon-5-yl)-2-phenylpyrazolo[1,5-a] pyrazine

Product 1

HCID 9861202HCID 9861202, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a suspension of 3-(2(1H)-pyridinon-5-yl)-2-phenylpyrazolo[1,5-a]pyrazine (120 mg) in DMF (3 mL) was added NaH (60% oil suspension, 25 mg) at room temperature and the mixture was stirred at the same temperature for 10 min. To the mixture was added iodomethane (0.039 mL). After stirring at room temperature for 15 h, the reaction mixture was poured into 10% NaCl solution, extracted with EtOAc, washed with 10% NaCl solution and brine, dried over sodium sulfate, evaporated in vacuo. The residue was purified by silica gel column chromatography (EtOAc to CH2Cl2-MeOH 10:1) to give 3-(1-methyl-2(1H)-pyridinon-5-yl)-2-phenylpyrazolo[1,5-a]pyrazine (114.5 mg) as a solid.

Workup

  1. stirringAfter stirring at room temperature for 15 h
  2. extractionextracted with EtOAc
  3. washwashed with 10% NaCl solution and brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated in vacuo
  6. customThe residue was purified by silica gel column chromatography (EtOAc to CH2Cl2-MeOH 10:1)

Sources & evidence

ORD record
ord-c7e36082716d4b80a630ad840a98fdc3
Source dataset
uspto-grants-2006_04
Patent number
US07030121B2

Reaction notes

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