Lithium Hydroxide → HCID 22641887, compound

HRID 2415444Notes

Reaction equation

HRID 2415444 reaction equation
C([O:3][C:4](=[O:28])[C:5]([N:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:18][CH2:19][C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)[CH:14]=2)[C:9]1=[O:27])([CH3:7])[CH3:6])C.[OH-].[Li+]>O.O1CCOCC1>[F:26][C:23]1[CH:22]=[CH:21][C:20]([CH2:19][O:18][C:13]2[CH:14]=[C:15]3[C:10](=[CH:11][CH:12]=2)[C:9](=[O:27])[N:8]([C:5]([CH3:6])([CH3:7])[C:4]([OH:28])=[O:3])[CH2:17][CH2:16]3)=[CH:25][CH:24]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 69036273HCID 69036273, compound

Product 1

HCID 22641887HCID 22641887, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of the 2-[6-(4-fluoro-benzyloxy)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-2-methyl-propionic acid ethyl ester (220 mg, 0.571 mmol) and lithium hydroxide (274 mg, 11.41 mmol) in water and dioxane (1:1 v:v, 5 mL) was stirred at 50° C. overnight. The dioxane was evaporated and the mixture acidified to pH 3-4 with 0.1 N HCl. After extraction with ethyl acetate, drying of the organic layer with magnesium sulfate, filtration and evaporation a white solid was obtained (196 g, 96%). MS: m/e 356.1 (M−H+).

Workup

  1. customThe dioxane was evaporated
  2. extractionAfter extraction with ethyl acetate
  3. dry with materialdrying of the organic layer with magnesium sulfate, filtration and evaporation a white solid
  4. customwas obtained (196 g, 96%)

Sources & evidence

ORD record
ord-e930e9e36542434da3670aa8a734af99
Source dataset
uspto-grants-2004_11
Patent number
US06818774B2

Reaction notes

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