Sodium Hydroxide → HCID 90411397, compound

HRID 1521976Notes

Reaction equation

HRID 1521976 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:27][CH3:28])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]3[N:14](S(C4C=CC=CC=4)(=O)=O)[C:15]([I:17])=[CH:16][C:9]=23)[CH:7]=1.[OH-].[Na+]>O1CCOCC1.C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:27][CH3:28])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]3[NH:14][C:15]([I:17])=[CH:16][C:9]=23)[CH:7]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 90412233HCID 90412233, compound

Product 1

HCID 90411397HCID 90411397, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of Example 87B (4 g, 7.87 mmol) in 75 mL dioxane was added 6M aqueous sodium hydroxide (13.12 mL, 79 mmol). The mixture was heated at 100° C. for 1 hour, cooled, and reduced to half volume in vacuo. The residue was diluted with 50 mL ethyl acetate, washed with saturated sodium bicarbonate and brine, dried over magnesium sulfate, filtered, and concentrated to give the title compound. LCMS: 369.53 (M+H)+.

Workup

  1. temperaturecooled
  2. washwashed with saturated sodium bicarbonate and brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a51e0e672468426eafeb5883d4805034
Source dataset
uspto-grants-2015_07
Patent number
US09073922B2

Reaction notes

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