Sodium Hydroxide → HCID 57520025, compound

HRID 1520137Notes

Reaction equation

HRID 1520137 reaction equation
[OH-].[Na+].[O:3]1[C:8]2[CH:9]=[CH:10][C:11]([C:13]3[C:22]([N:23]4[C:32]5[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=5)[CH2:26][CH2:25][CH2:24]4)=[N:21][C:20]4[C:15](=[CH:16][CH:17]=[C:18]([C:33]([O:35]C)=[O:34])[CH:19]=4)[N:14]=3)=[CH:12][C:7]=2[O:6][CH2:5][CH2:4]1>CO.O>[O:3]1[C:8]2[CH:9]=[CH:10][C:11]([C:13]3[C:22]([N:23]4[C:32]5[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=5)[CH2:26][CH2:25][CH2:24]4)=[N:21][C:20]4[C:15](=[CH:16][CH:17]=[C:18]([C:33]([OH:35])=[O:34])[CH:19]=4)[N:14]=3)=[CH:12][C:7]=2[O:6][CH2:5][CH2:4]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 68194285HCID 68194285, compound

Product 1

HCID 57520025HCID 57520025, compoundYield 50.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Sodium hydroxide (21.6 mg, 0.54 mmol) was added to a solution of methyl 2-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-(1,2,3,4-tetrahydroquinolin-1-yl)quinoxaline-6-carboxylate (65 mg, crude) in methanol (5 ml) and water (1 ml) and the reaction was stirred overnight at room temperature. The reaction mixture was concentrated in vacuo, the residue was dissolved in water (30 ml), adjusted to pH=5 with hydrochloric acid (3 N), and the precipitate was collected by filtration to afford 2-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-(1,2,3,4-tetrahydroquinolin-1-yl)quinoxaline-6-carboxylic acid as a light yellow solid (31.8 mg).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutionthe residue was dissolved in water (30 ml)
  3. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-2121abffc3ad4a0b86d5be0601c44adb
Source dataset
uspto-grants-2015_07
Patent number
US09073902B2

Reaction notes

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