Lithium Hydroxide → HCID 59519498, compound

HRID 558238Notes

Reaction equation

HRID 558238 reaction equation
[F:1][C:2]1[C:3]2[C:4](=[C:21]([CH3:24])[O:22][N:23]=2)[N:5]=[C:6]([C:17]([O:19]C)=[O:18])[C:7]=1[NH:8][C:9]1[CH:14]=[CH:13][C:12]([I:15])=[CH:11][C:10]=1[F:16].[Li+].[OH-]>C1COCC1.O>[F:1][C:2]1[C:3]2[C:4](=[C:21]([CH3:24])[O:22][N:23]=2)[N:5]=[C:6]([C:17]([OH:19])=[O:18])[C:7]=1[NH:8][C:9]1[CH:14]=[CH:13][C:12]([I:15])=[CH:11][C:10]=1[F:16]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 59519392HCID 59519392, compound

Product 1

HCID 59519498HCID 59519498, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 7-fluoro-6-(2-fluoro-4-iodophenylamino)-3-methylisoxazolo[4,3-b]pyridine-5-carboxylate (250 mg, 0.56 mmol) in a mixture of THF (10 ml) and H2O (5 ml) is added a solution of LiOH (67 mg, 2.8 mmol) in H2O (2.4 ml). After stirring at room temperature for 4 h, the reaction is concentrated, acidified with 1 M HCl solution, and extracted with EtOAc (2×20 ml). The organic solution is dried over MgSO4 and concentrated to give the title compound.

Workup

  1. concentrationthe reaction is concentrated
  2. extractionextracted with EtOAc (2×20 ml)
  3. dry with materialThe organic solution is dried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e4d9f8f764b7409fb0a50c09988d0c49
Source dataset
uspto-grants-2011_11
Patent number
US08063049B2

Reaction notes

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