Lithium Hydroxide → HCID 16660086, compound

HRID 2266582Notes

Reaction equation

HRID 2266582 reaction equation
C[O:2][C:3](=[O:31])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]([F:16])=[C:12]2[C:7]=1[C:8]([CH3:30])=[C:9]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=1[Cl:29])[C:10]([O:17][CH:18]([F:20])[F:19])=[N:11]2.[OH-].[Li+]>O1CCCC1>[Cl:29][C:23]1[CH:24]=[C:25]([F:28])[CH:26]=[CH:27][C:22]=1[CH2:21][C:9]1[C:10]([O:17][CH:18]([F:19])[F:20])=[N:11][C:12]2[C:7]([C:8]=1[CH3:30])=[C:6]([O:5][CH2:4][C:3]([OH:31])=[O:2])[CH:15]=[CH:14][C:13]=2[F:16]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 68780231HCID 68780231, compound

Product 1

HCID 16660086HCID 16660086, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of [3-(2-chloro-4-fluorobenzyl)-2-difluoromethoxy-8-fluoro-4-methylquinolin-5-yloxy]acetic acid methyl ester (0.20 g), tetrahydrofuran (3.0 mL) and 1.0 M aqueous lithium hydroxide solution (0.45 mL) was stirred at room temperature for 1 hour. The solvent was removed under reduced pressure and the residue diluted with water. The pH of mixture was adjusted to 4 by the addition of sodium dihydrogenphosphate and the resulting precipitate collected by filtration and dried to afford title compound as a white solid, 0.18 g.

Workup

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue diluted with water
  3. additionThe pH of mixture was adjusted to 4 by the addition of sodium dihydrogenphosphate
  4. filtrationthe resulting precipitate collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-62c18dc8123742378ca35f62252b9c67
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

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