Sodium Hydroxide → HCID 68194182, compound

HRID 1520172Notes

Reaction equation

HRID 1520172 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][N:11]2[C:14]2[C:15]([C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=3)=[N:16][C:17]3[C:22]([N:23]=2)=[CH:21][C:20]([C:24]([O:26]C)=[O:25])=[CH:19][CH:18]=3)=[CH:6][CH:5]=1>CO.O>[F:3][C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][N:11]2[C:14]2[C:15]([C:28]3[CH:29]=[CH:30][C:31]([F:34])=[CH:32][CH:33]=3)=[N:16][C:17]3[C:22]([N:23]=2)=[CH:21][C:20]([C:24]([OH:26])=[O:25])=[CH:19][CH:18]=3)=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 68194240HCID 68194240, compound

Product 1

HCID 68194182HCID 68194182, compoundYield 74.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Sodium hydroxide (52.0 mg, 1.30 mmol) was added to a solution of methyl 3-(7-fluoro-1,2,3,4-tetrahydroquinolin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylate (140 mg, 0.32 mmol) in methanol (30 mL) and water (1.0 mL). The reaction was stirred overnight at room temperature and then concentrated in vacuo, dissolved in water (30 mL), and adjusted to pH 5 with aqueous hydrochloric acid (3 N) to give a precipitate, which was collected by filtration to afford 3-(7-fluoro-1,2,3,4-tetrahydroquinolin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid as a light yellow solid (100 mg, 74%).

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutiondissolved in water (30 mL)
  3. customto give a precipitate, which
  4. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-27858e413571485a8512d4154e7c0ebd
Source dataset
uspto-grants-2015_07
Patent number
US09073902B2

Reaction notes

Loading…