Ethyl Acetate → HCID 68432023, compound

HRID 2092059Notes

Reaction equation

HRID 2092059 reaction equation
[Br:1][C:2]1[C:7](=[O:8])[N:6]([CH2:9][CH2:10][C:11]([O:13]CC)=[O:12])[N:5]=[CH:4][C:3]=1[NH:16][C@@H:17]1[CH2:22][C@@H:21]2[CH2:23][C@@H:19]([C:20]2([CH3:25])[CH3:24])[C@H:18]1[CH3:26].[OH-].[Na+].C(OCC)(=O)C>O1CCOCC1>[Br:1][C:2]1[C:7](=[O:8])[N:6]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])[N:5]=[CH:4][C:3]=1[NH:16][C@@H:17]1[CH2:22][C@@H:21]2[CH2:23][C@@H:19]([C:20]2([CH3:25])[CH3:24])[C@H:18]1[CH3:26]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 68431879HCID 68431879, compound

Product 1

HCID 68432023HCID 68432023, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Ethyl 3-{5-bromo-6-oxo-4-[(1R,2R,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-ylamino]pyridazin-1(6H)-yl}propanoate (453 mg, 1.06 mmol) in 1,4-dioxane (4 mL) was stirred with 1 M aqueous sodium hydroxide (2.93 mL, 2.93 mmol) at room temperature for 1 hour. 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 (314 mg, 80% 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-b1b3b5c7dc2a490ca3dcdd589702762f
Source dataset
uspto-grants-2013_05
Patent number
US08440666B2

Reaction notes

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