Water → HCID 57507631, compound

HRID 2409265Notes

Reaction equation

HRID 2409265 reaction equation
[NH2:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7]2[CH:12]=[CH:11][N:10]=[C:9]3[N:13]([CH3:17])[C:14](=[O:16])[NH:15][C:8]=23)=[CH:4][C:3]=1[F:20].[H-].[Na+].I[CH3:24].O>C1COCC1>[NH2:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7]2[CH:12]=[CH:11][N:10]=[C:9]3[N:13]([CH3:17])[C:14](=[O:16])[N:15]([CH3:24])[C:8]=23)=[CH:4][C:3]=1[F:20]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 57507629HCID 57507629, compound

Product 1

HCID 57507631HCID 57507631, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 7-(4-amino-3-fluorophenoxy)-3-methyl-1H-imidazo[4,5-b]pyridin-2(3H)-one (100 mg, 0.365 mmol) in THF (4 mL) at 0° C. under argon, NaH (16.77 mg, 0.419 mmol) was added in one portion. The resulting solution was stirred for 20 minutes and iodomethane (0.025 mL, 0.401 mmol) was added. After 1 hour, water was added, and the solution evaporated and extracted with DCM (3×20 mL) to give the title compound.

Workup

  1. waitAfter 1 hour
  2. customthe solution evaporated
  3. extractionextracted with DCM (3×20 mL)

Sources & evidence

ORD record
ord-1fc5b7e646ed4116b776f80f4411a7f4
Source dataset
uspto-grants-2014_08
Patent number
US08815896B2

Reaction notes

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