Hydrochloric Acid → HCID 69038672, compound

HRID 1930368Notes

Reaction equation

HRID 1930368 reaction equation
[CH3:1][C:2]([CH3:10])([C:5](=O)[CH2:6][C:7]#[N:8])[C:3]#[N:4].[CH3:11][NH:12][NH2:13].Cl>CCO>[NH2:8][C:7]1[N:12]([CH3:11])[N:13]=[C:5]([C:2]([CH3:10])([CH3:1])[C:3]#[N:4])[CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6061MethylhydrazineHCID 866201652,2-Dimethyl-3-oxopentanedinitrile

Product 1

HCID 69038672HCID 69038672, compoundYield 25%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2,2-dimethyl-3-oxo-pentanedinitrile (9 g, 66 mmol) and methyl-hydrazine (3 g, 66 mmol) in EtOH (100 mL) was treated with cone HCl (16.5 mL, 198 mmol) and the resulting mixture was refluxed overnight. The solvent was removed under reduced pressure and the residue was purified by chromatography to give 2-(5-amino-1-methyl-1 H-pyrazol-3-yl)-2-methylpropanenitrile (2.7 g, 25% yield), 1H NMR (300 MHz, CDCl3): δ 5.56 (s, 1 H), 3.63 (s, 3 H), 1.67 (s, 6 H); MS (ESI) m/z: 165.2 [M+H]+.

Workup

  1. temperaturethe resulting mixture was refluxed overnight
  2. customThe solvent was removed under reduced pressure
  3. customthe residue was purified by chromatography

Sources & evidence

ORD record
ord-b53150ac7e8245f5a921d993023094d8
Source dataset
uspto-grants-2012_05
Patent number
US08188113B2

Reaction notes

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