Sodium Hydroxide → HCID 57520112, compound

HRID 1520147Notes

Reaction equation

HRID 1520147 reaction equation
[OH-:1].[Na+].[F:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)C[C:8]([C:13]1[C:22]([N:23]3[C:32]4[C:27](=[CH:28][C:29]([F:33])=[CH:30][CH:31]=4)[CH2:26][CH2:25][CH2:24]3)=[N:21][C:20]3[C:15](=[CH:16][CH:17]=[C:18]([C:34]([O:36]C)=[O:35])[CH:19]=3)[N:14]=1)=[CH:7]2>CO.O1CCCC1>[F:33][C:29]1[CH:28]=[C:27]2[C:32](=[CH:31][CH:30]=1)[N:23]([C:22]1[C:13]([C:8]3[O:1][C:10]4[CH:11]=[CH:12][C:4]([F:3])=[CH:5][C:6]=4[CH:7]=3)=[N:14][C:15]3[C:20]([N:21]=1)=[CH:19][C:18]([C:34]([OH:36])=[O:35])=[CH:17][CH:16]=3)[CH2:24][CH2:25][CH2:26]2

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 68193977HCID 68193977, compound

Product 1

HCID 57520112HCID 57520112, compoundYield 57%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Sodium hydroxide (15.6 mg, 0.39 mmol) was added to a solution of methyl 2-(5-fluoro-1H-inden-2-yl)-3-(6-fluoro-3,4-dihydroquinolin-1(2H)-yl)quinoxaline-6-carboxylate (59 mg, 0.13 mmol) in methanol (25 mL) and tetrahydrofuran (5 mL). The reaction was stirred overnight at room temperature, concentrated in vacuo, dissolved in water (30 mL), and adjusted to pH 5 with hydrogen chloride (3 N). The precipitate was collected by filtration to afford 3-(6-fluoro-3,4-dihydroquinolin-1(2H)-yl)-2-(5-fluorobenzofuran-2-yl)quinoxaline-6-carboxylic acid (32.5 mg, 57%).

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutiondissolved in water (30 mL)
  3. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-ded7ec38306448c9bc58320a81491b63
Source dataset
uspto-grants-2015_07
Patent number
US09073902B2

Reaction notes

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