Hydrochloric Acid → HCID 60198535, compound

HRID 1403514Notes

Reaction equation

HRID 1403514 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]3[C:19]([N:20]4[CH2:25][CH2:24][N:23]([C:26]5[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=5)[CH2:22][C@@H:21]4[CH3:32])=[N:18][C:17]4[C:12](=[CH:13][CH:14]=[C:15]([C:33]([O:35]C)=[O:34])[CH:16]=4)[N:11]=3)=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[OH-].[Na+].Cl>CO.O>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]3[C:19]([N:20]4[CH2:25][CH2:24][N:23]([C:26]5[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=5)[CH2:22][C@@H:21]4[CH3:32])=[N:18][C:17]4[C:12](=[CH:13][CH:14]=[C:15]([C:33]([OH:35])=[O:34])[CH:16]=4)[N:11]=3)=[CH:7][CH:8]=2)[CH:3]=[N:2]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70665207HCID 70665207, compound

Product 1

HCID 60198535HCID 60198535, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

To a solution of (S)-methyl 2-(1H-indazol-5-yl)-3-(2-methyl-4-(pyridin-2-yl)piperazin-1-yl)quinoxaline-6-carboxylate (47 mg, 0.10 mmol) in methanol (15 ml) was added NaOH (15.6 mg, 0.39 mmol) and water (1 mL). After stirring 6 h at room temperature, the reaction mixture was concentrated under reduced pressure to afford a residue, which was dissolved in water (10 ml), adjusted to pH 6 with HCl (3N). The solids were filtered to give (S)-2-(1H-indazol-5-yl)-3-(2-methyl-4-(pyridin-2-yl)piperazin-1-yl)quinoxaline-6-carboxylic acid as a yellow solid (40 mg, 88%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customto afford a residue, which
  3. filtrationThe solids were filtered

Sources & evidence

ORD record
ord-1b34a8a70c2548dcbc5ce2de252c9a98
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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