Ethyl Acetate → HCID 68431968, compound

HRID 2092062Notes

Reaction equation

HRID 2092062 reaction equation
[Br:1][C:2]1[C:7](=[O:8])[N:6]([CH2:9][CH2:10][CH2:11][C:12]([O:14]CC)=[O:13])[N:5]=[CH:4][C:3]=1[NH:17][C@@H:18]1[CH2:23][C@@H:22]2[CH2:24][C@@H:20]([C:21]2([CH3:26])[CH3:25])[C@H:19]1[CH3:27].[OH-].[Na+].C(OCC)(=O)C>O1CCOCC1>[Br:1][C:2]1[C:7](=[O:8])[N:6]([CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])[N:5]=[CH:4][C:3]=1[NH:17][C@@H:18]1[CH2:23][C@@H:22]2[CH2:24][C@@H:20]([C:21]2([CH3:26])[CH3:25])[C@H:19]1[CH3:27]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 68432192HCID 68432192, compound

Product 1

HCID 68431968HCID 68431968, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Ethyl 4-{5-bromo-6-oxo-4-[(1R,2R,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-ylamino]pyridazin-1(6H)-yl}butanoate (454 mg, 0.981 mmol) in 1,4-dioxane (4.5 mL) was stirred with 1 M aqueous sodium hydroxide (2.06 mL, 2.06 mmol) at room temperature for 6.5 hours. After completion of the reaction, ethyl acetate was added, and the organic layer was washed with 1 M hydrochloric acid and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and evaporated under reduced pressure to give the desired product (182 mg, 64% yield).

Workup

  1. additionwas added
  2. washthe organic layer was washed with 1 M hydrochloric acid and saturated aqueous sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-7cccd3ad067849ca902b6360059a679e
Source dataset
uspto-grants-2013_05
Patent number
US08440666B2

Reaction notes

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