HCID 59484893, compound → 6-(5-methyloxazol-2-yl)-2H-pyridazin-3-one

HRID 925476Notes

Reaction equation

HRID 925476 reaction equation
[CH2:1]([NH:4][C:5]([C:7]1[CH:12]=[CH:11][C:10](=[O:13])[NH:9][N:8]=1)=[O:6])[C:2]#[CH:3]>C(#N)C.[Au](Cl)(Cl)Cl>[CH3:3][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][C:10](=[O:13])[NH:9][N:8]=2)=[N:4][CH:1]=1

Participants

4

Reactant 1

HCID 59484893HCID 59484893, compound

Product 1

HCID 594849556-(5-methyloxazol-2-yl)-2H-pyridazin-3-one

Reagents, catalysts & solvents 2

HCID 26030Gold trichlorideCatalyst2×HCID 6342AcetonitrileSolvent

Procedure

622 mg (2.05 mmol) of gold(III) chloride are added to a solution of 3.69 g (20.5 mmol) of N-prop-2-ynyl-6-oxo-1,6-dihydropyridazine-3-carboxamide in 41 ml of acetonitrile, and the mixture is stirred at room temperature for 3 days. A further 622 mg (2.05 mmol) of gold(III) chloride are added, and the mixture is stirred at room temperature for 7 days. The reaction mixture is evaporated and chromatographed on a silica gel column with dichloromethane/methanol as eluent: 6-(5-methyloxazol-2-yl)-2H-pyridazin-3-one as yellowish crystals; ESI 178.

Workup

  1. stirringthe mixture is stirred at room temperature for 7 days
  2. customThe reaction mixture is evaporated
  3. customchromatographed on a silica gel column with dichloromethane/methanol as eluent

Sources & evidence

ORD record
ord-4204fdd97dd0496fb8244425c4a9950d
Source dataset
uspto-grants-2016_03
Patent number
US09284300B2

Reaction notes

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