Sodium Hydroxide → HCID 68194207, compound

HRID 1520190Notes

Reaction equation

HRID 1520190 reaction equation
[OH-].[Na+].[O:3]1[C:7]2=[CH:8][C:9]3[CH2:10][CH2:11][CH2:12][N:13]([C:16]4[C:17]([C:30]5[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=5)=[N:18][C:19]5[C:24]([N:25]=4)=[CH:23][C:22]([C:26]([O:28]C)=[O:27])=[CH:21][CH:20]=5)[C:14]=3[CH:15]=[C:6]2[O:5][CH2:4]1>CO.O>[O:3]1[C:7]2=[CH:8][C:9]3[CH2:10][CH2:11][CH2:12][N:13]([C:16]4[C:17]([C:30]5[CH:31]=[CH:32][C:33]([F:36])=[CH:34][CH:35]=5)=[N:18][C:19]5[C:24]([N:25]=4)=[CH:23][C:22]([C:26]([OH:28])=[O:27])=[CH:21][CH:20]=5)[C:14]=3[CH:15]=[C:6]2[O:5][CH2:4]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 68194021HCID 68194021, compound

Product 1

HCID 68194207HCID 68194207, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Sodium hydroxide (35 mg, 0.88 mmol) was added to a solution of methyl 3-[2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]quinolin-5-yl]-2-(4-fluorophenyl)quinoxaline-6-carboxylate (100 mg, 0.22 mmol) in methanol (30 ml) and water (1.0 ml) and the reaction was stirred overnight at room temperature. The reaction mixture was concentrated in vacuo, dissolved in water (30 ml), and adjusted to pH 5 with hydrochloric acid (3 N) to give a precipitate which was collected by filtration to afford 3-[2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]quinolin-5-yl]-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid as a light yellow solid (70.0 mg, 72%).

Workup

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

Sources & evidence

ORD record
ord-abebe44fc12e4ad8b107fa73dc99a21c
Source dataset
uspto-grants-2015_07
Patent number
US09073902B2

Reaction notes

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