Water → HCID 68193979, compound

HRID 1520176Notes

Reaction equation

HRID 1520176 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:12]1[C:13]([C:26]3[CH:27]=[C:28]4[C:32](=[CH:33][CH:34]=3)[NH:31][N:30]=[CH:29]4)=[N:14][C:15]3[C:20]([N:21]=1)=[CH:19][C:18]([C:22]([O:24]C)=[O:23])=[CH:17][CH:16]=3)[CH2:7][CH2:6][CH2:5]2.[OH-].[Na+].O>CO>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:12]1[C:13]([C:26]3[CH:27]=[C:28]4[C:32](=[CH:33][CH:34]=3)[NH:31][N:30]=[CH:29]4)=[N:14][C:15]3[C:20]([N:21]=1)=[CH:19][C:18]([C:22]([OH:24])=[O:23])=[CH:17][CH:16]=3)[CH2:7][CH2:6][CH2:5]2

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 68194126HCID 68194126, compound

Product 1

HCID 68193979HCID 68193979, compoundYield 47.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 3-(6-fluoro-1,2,3,4-tetrahydroquinolin-1-yl)-2-(1H-indazol-5-yl)quinoxaline-6-carboxylate (60 mg, 0.13 mmol) in methanol (20 mL) was added sodium hydroxide (15.8 mg, 0.40 mmol) and water (1 mL). The resulting solution was stirred for 3 h at room temperature and concentrated in vacuo. The residue was dissolved in water (20 mL) and adjusted to pH 5 with hydrochloric acid (3 N). The solids were collected by filtration to afford 3-(6-fluoro-1,2,3,4-tetrahydroquinolin-1-yl)-2-(1H-indazol-5-yl)quinoxaline-6-carboxylic acid as a yellow solid (27 mg, 47%).

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in water (20 mL)
  3. filtrationThe solids were collected by filtration

Sources & evidence

ORD record
ord-c17a7caca247434787f2bde34bb74b87
Source dataset
uspto-grants-2015_07
Patent number
US09073902B2

Reaction notes

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