Methanol → HCID 57742504, compound

HRID 2266453Notes

Reaction equation

HRID 2266453 reaction equation
C[O:2][C:3](=[O:26])[CH2:4][C:5]1[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]2[C:6]=1[C:7]([CH3:25])=[C:8]([S:17][C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1)[C:9]([CH3:16])=[N:10]2.CO.[OH-].[Li+]>O>[Cl:15][C:12]1[CH:13]=[CH:14][C:5]([CH2:4][C:3]([OH:26])=[O:2])=[C:6]2[C:11]=1[N:10]=[C:9]([CH3:16])[C:8]([S:17][C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1)=[C:7]2[CH3:25]

Participants

5

Reactant 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 68782696HCID 68782696, compound

Product 1

HCID 57742504HCID 57742504, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of [8-chloro-3-(4-chlorophenylsulfanyl)-2,4-dimethylquinolin-5-yl]acetic acid methyl ester (0.040 g), methanol (2.0 mL), water (0.4 mL) and saturated aqueous lithium hydroxide solution (0.2 mL) was stirred at room temperature for 17 hours. The solvent was removed under reduced pressure and the residue diluted with water (2.0 mL) and then the pH adjusted to 4 by the addition of glacial acetic acid. The resulting precipitate was collected by filtration, washed with water and dried to afford title compound as a grey-brown solid, 0.038 g.

Workup

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue diluted with water (2.0 mL)
  3. additionthe pH adjusted to 4 by the addition of glacial acetic acid
  4. filtrationThe resulting precipitate was collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-f333a40309354fc5be519b7b998d8cd1
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

Loading…