Hydrochloric Acid → HCID 59394182, compound

HRID 450297Notes

Reaction equation

HRID 450297 reaction equation
[CH3:1][C:2]1([C:5](=O)[CH2:6][C:7]#[N:8])[CH2:4][CH2:3]1.Cl.[CH3:11][NH:12][NH2:13]>CCO.O1CCOCC1>[CH3:11][N:12]1[C:5]([C:2]2([CH3:1])[CH2:4][CH2:3]2)=[CH:6][C:7]([NH2:8])=[N:13]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 6061MethylhydrazineHCID 133930463-(1-Methylcyclopropyl)-3-oxopropanenitrile

Product 1

HCID 59394182HCID 59394182, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 3-(1-methyl-cyclopropyl)-3-oxo-propionitrile (1.0 g, 8.1 mmol) in EtOH (10 mL) is added 4N HCl in Dioxane (10 mL). The mixture is stirred at room temperature for 16 hour. Concentrated under reduced pressure, the residue is dissolved in MeOH (40 mL) and treated with methylhydrazine (0.56 g, 12.2 mmol). The mixture is heated at 80° C. for 16 h. The solution is then concentrated in vacuo and the residue is purified by HPLC give product. MS (ESI) m/z 152.3 (M+1).

Workup

  1. concentrationConcentrated under reduced pressure
  2. dissolutionthe residue is dissolved in MeOH (40 mL)
  3. temperatureThe mixture is heated at 80° C. for 16 h
  4. concentrationThe solution is then concentrated in vacuo
  5. customthe residue is purified by HPLC
  6. customgive product

Sources & evidence

ORD record
ord-cfb05ddc756640878fe2ff1c45642f30
Source dataset
uspto-grants-2013_07
Patent number
US08486954B2

Reaction notes

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