Lithium Hydroxide → HCID 66667776, compound

HRID 512059Notes

Reaction equation

HRID 512059 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([O:13][CH2:14][C:15]2[CH:23]=[CH:22][C:18]([C:19]([O-:21])=[O:20])=[CH:17][C:16]=2[O:24][CH3:25])[CH:5]=[N:6][C:7]=1[O:8][CH2:9][CH:10]([CH3:12])[CH3:11].[OH-].[Li+]>CO>[Cl:1][C:2]1[CH:3]=[C:4]([O:13][CH2:14][C:15]2[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][C:16]=2[O:24][CH3:25])[CH:5]=[N:6][C:7]=1[O:8][CH2:9][CH:10]([CH3:12])[CH3:11]

Participants

4

Reactant 2

HCID 3939Lithium Hydroxide2×HCID 86682570HCID 86682570, compound

Product 1

HCID 66667776HCID 66667776, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a suspension of in 4-((5-chloro-6-isobutoxypyridin-3-yloxy)methyl)-3-methoxybenzoate (Preparation 34, 405 mg, 1.07 mmol) in methanol (30.0 mL) was added aqueous lithium hydroxide (1 M, 1.17 mmol, 1.17 mL) and heated at 60° C. for 16 hours. Aqueous lithium hydroxide (1 M, 0.212 mmol, 0.212 mL) was then added and the reaction mixture was heated at 60° C. for 5.5 hours. The reaction mixture was allowed to cool to room temperature and the solvent was removed under reduced pressure to yield the title compound as pale yellow solid:

Workup

  1. temperaturethe reaction mixture was heated at 60° C. for 5.5 hours
  2. temperatureto cool to room temperature
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-e1e18fe9d31c43a286b8723905821d20
Source dataset
uspto-grants-2015_08
Patent number
US09102621B2

Reaction notes

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