Water → HCID 66879429, compound

HRID 1294507Notes

Reaction equation

HRID 1294507 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([N:8]2[CH:12]=[C:11]([C:13]#[C:14][C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[CH:16]=3)[N:10]=[C:9]2[CH3:22])=[CH:6][CH:7]=1.[CH3:23][O-:24].[Na+].O>CO>[Cl:21][C:17]1[CH:16]=[C:15]([C:14]#[C:13][C:11]2[N:10]=[C:9]([CH3:22])[N:8]([C:5]3[N:4]=[N:3][C:2]([O:24][CH3:23])=[CH:7][CH:6]=3)[CH:12]=2)[CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 86595394HCID 86595394, compound

Product 1

HCID 66879429HCID 66879429, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-Chloro-6-[4-(3-chloro-phenylethynyl)-2-methyl-imidazol-1-yl]-pyridazine (100 mg, 0.30 mmol) was dissolved in 2 mL methanol and 1.5 mL sodium methanolate solution were added. The reaction mixture was refluxed for 3 h. After cooling to room temperature the reaction mixture was treated with 30 mL water and extracted three times with ethyl acetate (50 mL each). The combined organic extracts were dried with magnesium sulfate, filtered and evaporated and the desired product was obtained as a white solid (53 mg, 53%), MS: m/e=325.3 (M+H+).

Workup

  1. temperatureThe reaction mixture was refluxed for 3 h
  2. extractionextracted three times with ethyl acetate (50 mL each)
  3. dry with materialThe combined organic extracts were dried with magnesium sulfate
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-ce3b226d7eec40a99fdbd0b446279e00
Source dataset
uspto-grants-2007_07
Patent number
US07241760B2

Reaction notes

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