Lithium Hydroxide → HCID 70663716, compound

HRID 1963083Notes

Reaction equation

HRID 1963083 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[N:10][N:9]2[C:12]([C:30]([N:32]3[CH2:37][CH2:36][N:35]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:34][CH2:33]3)=[O:31])=[C:13]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[C:23]=3[CH3:29])[C:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:8]2[CH:7]=1)=[O:5])C.[OH-].[Li+]>O1CCOCC1>[C:41]([O:40][C:38]([N:35]1[CH2:34][CH2:33][N:32]([C:30]([C:12]2[N:9]3[N:10]=[CH:11][C:6]([C:4]([OH:5])=[O:3])=[CH:7][C:8]3=[C:14]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:13]=2[CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[C:23]=2[CH3:29])=[O:31])[CH2:37][CH2:36]1)=[O:39])([CH3:44])([CH3:43])[CH3:42]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 70664099HCID 70664099, compound

Product 1

HCID 70663716HCID 70663716, compoundYield 102.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The compound of step 10 (1.680 g, 2.80 mmol) was dissolved in 20 ml of dioxane and a 1 M aqueous solution of lithium hydroxide (4.30 ml, 4.30 mmol) was added. After stirring for 45 min at room temperature, the dioxane was evaporated under reduced pressure and 50 ml of water were added. The mixture was acidified to pH 2 with 5 N hydrochloric acid. The solid was filtered off, rinsed with water and dissolved in EA (100 ml). The solution was washed with water (50 ml) and brine (50 ml), dried over magnesium sulfate, filtered and evaporated to dryness under reduced pressure to give 1.64 g of the title compound which was directly used in the subsequent step.

Workup

  1. customthe dioxane was evaporated under reduced pressure and 50 ml of water
  2. additionwere added
  3. filtrationThe solid was filtered off
  4. washrinsed with water
  5. dissolutiondissolved in EA (100 ml)
  6. washThe solution was washed with water (50 ml) and brine (50 ml)
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered
  9. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-e505290effdd4758853bcf3e33d49a70
Source dataset
uspto-grants-2013_04
Patent number
US08415336B2

Reaction notes

Loading…