Sodium Hydroxide → HCID 68194189, compound

HRID 1520151Notes

Reaction equation

HRID 1520151 reaction equation
[OH-].[Na+].[Br:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]([C:14]1[CH:23]=[C:22]3[C:17]([CH:18]=[CH:19][C:20]([C:24]([O:26]C)=[O:25])=[CH:21]3)=[CH:16][C:15]=1[C:28]1[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=1)[CH2:9][CH2:8][CH2:7]2>CO.O>[Br:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]([C:14]1[CH:23]=[C:22]3[C:17]([CH:18]=[CH:19][C:20]([C:24]([OH:26])=[O:25])=[CH:21]3)=[CH:16][C:15]=1[C:28]1[CH:29]=[CH:30][C:31]([F:34])=[CH:32][CH:33]=1)[CH2:9][CH2:8][CH2:7]2

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 68194047HCID 68194047, compound

Product 1

HCID 68194189HCID 68194189, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Sodium hydroxide (39 mg, 0.97 mmol) was added to a solution of methyl 7-(6-bromo-1,2,3,4-tetrahydroquinolin-1-yl)-6-(4-fluorophenyl)naphthalene-2-carboxylate (120 mg, 0.24 mmol) in methanol (30 ml) and water (2 ml). The resulting solution was stirred overnight at room temperature and concentrated in vacuo. The residue was dissolved in water (20 ml) and adjusted to pH 4 with hydrochloric acid (3 N) to give the precipitation, which was collected by filtration to afford 7-(6-bromo-1,2,3,4-tetrahydroquinolin-1-yl)-6-(4-fluorophenyl)naphthalene-2-carboxylic acid as a yellow solid (80 mg, 69%).

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in water (20 ml)
  3. customto give
  4. customthe precipitation, which
  5. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-ffc581b494934edf93b46dfd81d3596d
Source dataset
uspto-grants-2015_07
Patent number
US09073902B2

Reaction notes

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