Hydrochloric Acid → HCID 68430987, compound

HRID 2092103Notes

Reaction equation

HRID 2092103 reaction equation
[Br:1][C:2]1[C:7](=[O:8])[N:6]([CH:9]([CH2:15][C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)[C:10]([O:12]CC)=[O:11])[N:5]=[CH:4][C:3]=1[NH:22][C@@H:23]1[CH2:28][C@@H:27]2[CH2:29][C@@H:25]([C:26]2([CH3:31])[CH3:30])[C@H:24]1[CH3:32].[OH-].[Na+].Cl>O1CCOCC1>[Br:1][C:2]1[C:7](=[O:8])[N:6]([CH:9]([CH2:15][C:16]2[CH:17]=[CH:18][N:19]=[CH:20][CH:21]=2)[C:10]([OH:12])=[O:11])[N:5]=[CH:4][C:3]=1[NH:22][C@@H:23]1[CH2:28][C@@H:27]2[CH2:29][C@@H:25]([C:26]2([CH3:31])[CH3:30])[C@H:24]1[CH3:32]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68431921HCID 68431921, compound

Product 1

HCID 68430987HCID 68430987, compoundYield 111.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Ethyl 2-[5-bromo-6-oxo-4-{[(1R,2R,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]amino}pyridazin-1(6H)-yl]-3-(pyridin-4-yl)propanoate (165 mg, 0.294 mmol) in 1,4-dioxane (4 mL) was stirred with 1 M aqueous sodium hydroxide (1 mL) at room temperature for 4 hours. After completion of the reaction, the reaction solution was neutralized with 1 M hydrochloric acid and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and evaporated under reduced pressure to give the desired product (156 mg, quant).

Workup

  1. customAfter completion of the reaction
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-339ef95baca54f4098f3896ddc4ddbe2
Source dataset
uspto-grants-2013_05
Patent number
US08440666B2

Reaction notes

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