Lithium Hydroxide → HCID 70664647, compound

HRID 1403606Notes

Reaction equation

HRID 1403606 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[C:7]([N:19]([CH3:23])[CH:20]([CH3:22])[CH3:21])[C:8]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)=[N:9]2)=[CH:4][C:3]=1[C:24]([O:26]C)=[O:25].[OH-].[Li+]>O1CCCC1.O>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[C:7]([N:19]([CH3:23])[CH:20]([CH3:22])[CH3:21])[C:8]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)=[N:9]2)=[CH:4][C:3]=1[C:24]([OH:26])=[O:25]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 70665313HCID 70665313, compound

Product 1

HCID 70664647HCID 70664647, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 7-fluoro-2-(4-fluorophenyl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylate (150 mg, 0.40 mmol) in tetrahydrofuran (30 ml) and water (1.0 ml) was added lithium hydroxide (38.8 mg, 1.62 mmol) with stirring overnight at room temperature. The reaction mixture was concentrated in vacuo, dissolved in water (30 ml), and adjusted to pH 5 with hydrochloric acid (3N) to give the precipitate, which was collected by filtration to afford 7-fluoro-2-(4-fluorophenyl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid as a light yellow solid (120 mg, 83%).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutiondissolved in water (30 ml)
  3. customto give the precipitate, which
  4. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-f294e4095dbb4672bf6d33923b26f07c
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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