Lithium Hydroxide → HCID 57742493, compound

HRID 2266532Notes

Reaction equation

HRID 2266532 reaction equation
C[O:2][C:3](=[O:35])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]2[C:7]=1[C:8]([O:31][CH:32]([F:34])[F:33])=[C:9]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:23][CH:22]=1)[C:10]([CH:17]([CH3:19])[CH3:18])=[N:11]2.[OH-].[Li+]>O1CCCC1>[Cl:16][C:13]1[CH:14]=[CH:15][C:6]([O:5][CH2:4][C:3]([OH:35])=[O:2])=[C:7]2[C:12]=1[N:11]=[C:10]([CH:17]([CH3:19])[CH3:18])[C:9]([CH2:20][C:21]1[CH:22]=[CH:23][C:24]([S:27]([CH3:30])(=[O:28])=[O:29])=[CH:25][CH:26]=1)=[C:8]2[O:31][CH:32]([F:33])[F:34]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 68786021HCID 68786021, compound

Product 1

HCID 57742493HCID 57742493, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of [8-chloro-4-difluoromethoxy-2-isopropyl-3-(4-methanesulfonylbenzyl)quinolin-5-yloxy]acetic acid methyl ester (0.040 g), tetrahydrofuran (3.0 mL) and 1.0 M aqueous lithium hydroxide solution (0.10 mL) was stirred at room temperature for 1 hour. The solvent was removed under reduced pressure and the residue diluted with water and then the pH adjusted to 5 by the addition of sodium dihydrogenphosphate. The mixture was extracted with ethyl acetate and the combined extracts dried over magnesium sulfate and then the solvent removed under reduced pressure to afford title compound, 0.025 g.

Workup

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue diluted with water
  3. additionthe pH adjusted to 5 by the addition of sodium dihydrogenphosphate
  4. extractionThe mixture was extracted with ethyl acetate
  5. dry with materialthe combined extracts dried over magnesium sulfate
  6. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-a5fdda27429c44aca55421759e0e82f5
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

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