Methanol → HCID 57742526, compound

HRID 2266487Notes

Reaction equation

HRID 2266487 reaction equation
C[O:2][C:3](=[O:34])[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]2[C:7]=1[C:8]([O:30][CH:31]([F:33])[F:32])=[C:9]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:22][CH:21]=1)[C:10]([CH2:17][CH3:18])=[N:11]2.CO.O.[OH-].[Li+]>C(O)(=O)C>[Cl:16][C:13]1[CH:14]=[CH:15][C:6]([O:5][CH2:4][C:3]([OH:34])=[O:2])=[C:7]2[C:12]=1[N:11]=[C:10]([CH2:17][CH3:18])[C:9]([CH2:19][C:20]1[CH:21]=[CH:22][C:23]([S:26]([CH3:29])(=[O:27])=[O:28])=[CH:24][CH:25]=1)=[C:8]2[O:30][CH:31]([F:32])[F:33]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 68784880HCID 68784880, compound

Product 1

HCID 57742526HCID 57742526, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of [8-chloro-4-difluoromethoxy-2-ethyl-3-(4-methanesulfonylbenzyl)quinolin-5-yloxy]acetic acid methyl ester (0.10 g), methanol (5.0 mL), water (1.0 mL) and saturated aqueous lithium hydroxide solution (0.5 mL) was stirred at room temperature for 45 minutes. The pH of the solution was adjusted to 5 by the addition of glacial acetic acid and the methanol removed under reduced pressured. The residue was diluted with water (2.0 mL) and the resulting precipitate collected by filtration, washed with water and dried to afford title compound as a white solid, 0.075 g.

Workup

  1. customthe methanol removed
  2. additionThe residue was diluted with water (2.0 mL)
  3. filtrationthe resulting precipitate collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-0f36b0f3f24947b28985f5e7f6248457
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

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