Methanol → HCID 69673570, compound

HRID 2283257Notes

Reaction equation

HRID 2283257 reaction equation
[C:1]1([C:7]2[N:8]=[N:9][CH:10]=[C:11]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:12]=2[C:13]2[O:14][CH:15]=[C:16]([CH:18]=[CH2:19])[N:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:26]O>[Pd]>[C:1]1([C:7]2[N:8]=[N:9][CH:10]=[C:11]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:12]=2[C:13]2[O:14][CH:15]=[C:16]([CH:18]([CH3:26])[CH3:19])[N:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 69673612HCID 69673612, compound

Product 1

HCID 69673570HCID 69673570, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a solution of 2-(3,5-diphenylpyridazin-4-yl)-4-vinyloxazole (70 mg, 0.20 mmol) in methanol (5 mL), 10% Pd/C (35 mg, wt/wt) was added and the resulting reaction mixture was stirred at rt under hydrogen atmosphere for 2 h. The reaction mixture was filtered through celite bed, washed with methanol and evaporation of solvent under reduced pressure gave the crude product which was purified by column chromatography to furnish 2-(3,5-diphenylpyridazin-4-yl)-4-isopropyloxazole (compound 23) (25 mg, 95%) as pale yellow gummy liquid.

Workup

  1. customthe resulting reaction mixture
  2. filtrationThe reaction mixture was filtered through celite bed
  3. washwashed with methanol and evaporation of solvent under reduced pressure
  4. customgave the crude product which
  5. customwas purified by column chromatography

Sources & evidence

ORD record
ord-04630f1e4f4b471c9ab66ca5a9929835
Source dataset
uspto-grants-2015_09
Patent number
US09145372B2

Reaction notes

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