Potassium Hydroxide → HCID 59389290, compound

HRID 2357954Notes

Reaction equation

HRID 2357954 reaction equation
[OH-].[K+].C(OC([C:8]1[C:9]([C:21]([F:27])([F:26])[C:22]([F:25])([F:24])[F:23])=[N:10][N:11]2[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[C:13]([CH2:19][OH:20])[C:12]=12)=O)C>CO>[OH:20][CH2:19][C:13]1[C:12]2[N:11]([N:10]=[C:9]([C:21]([F:27])([F:26])[C:22]([F:23])([F:24])[F:25])[CH:8]=2)[C:16]([O:17][CH3:18])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 59389380HCID 59389380, compound

Product 1

HCID 59389290HCID 59389290, compoundYield 47.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
150 °C

Procedure

A 4 mol/L aqueous potassium hydroxide solution (7.0 mL) was added to a solution of the compound of Example 352 (3.33 g) in methanol (50 mL). The mixture was refluxed for 2 hours. Subsequently, the mixture was concentrated and made acidic. The resultant crystals were collected by filtration. To this product, 1,2-dichlorobenzene (50 mL) was added and the mixture was stirred at 150° C. overnight. Evaporation of the solvent and subsequent purification by silica gel column chromatography (hexane:ethylacetate=3:1→1:1) afforded the title compound as a colorless powder (1.28 g).

Workup

  1. temperatureThe mixture was refluxed for 2 hours
  2. concentrationSubsequently, the mixture was concentrated
  3. filtrationThe resultant crystals were collected by filtration
  4. additionTo this product, 1,2-dichlorobenzene (50 mL) was added
  5. customEvaporation of the solvent and subsequent purification by silica gel column chromatography (hexane:ethylacetate=3:1→1:1)

Sources & evidence

ORD record
ord-7ee874af49fc4aa5b7e3042dc634ac30
Source dataset
uspto-grants-2010_07
Patent number
US07763617B2

Reaction notes

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