Triethylamine → HCID 178472473, compound

HRID 1255463Notes

Reaction equation

HRID 1255463 reaction equation
[CH2:1]([O:3][C:4]([C@H:6]1[CH2:11][CH2:10][C@H:9]([O:12][C:13]2[N:14]=[N:15][C:16](Cl)=[CH:17][CH:18]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].C(N(CC)CC)C>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4]([C@H:6]1[CH2:11][CH2:10][C@H:9]([O:12][C:13]2[N:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 178472462HCID 178472462, compound

Product 1

HCID 178472473HCID 178472473, compoundYield 95.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To an argon purged solution of cis/trans-4-(6-chloro-pyridazin-3-yloxy)-cyclohexanecarboxylic acid ethyl ester (1:1) (1.30 g, 4.57 mmol) and triethylamine (0.64 ml, 4.57 mmol) in ethyl acetate (46 ml) was added palladium on charcoal 10% (0.097 g). The reaction mixture was purged with hydrogen gas and stirred under an atmosphere of hydrogen gas for 4 h at room temperature. The catalyst and the ammonium salts were removed by filtration over Decalite. The filtrate was concentrated in vacuo to give the title compound (1.09 g, 95%) as light yellow oil.

Workup

  1. customThe reaction mixture was purged with hydrogen gas
  2. customThe catalyst and the ammonium salts were removed by filtration over Decalite
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-0cfa2e15528541b089cf895d54b129f1
Source dataset
uspto-grants-2013_06
Patent number
US08461152B2

Reaction notes

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