Hydrochloric Acid → 5,6-Dimethyl-2-pyridinemethanamine

HRID 530807Notes

Reaction equation

HRID 530807 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:9]#[N:10])=[N:6][C:7]=1[CH3:8].Cl.[H][H]>CO.[Pd]>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:9][NH2:10])=[N:6][C:7]=1[CH3:8]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 224176635,6-Dimethylpyridine-2-carbonitrileHCID 178418361HCID 178418361, compound

Product 1

HCID 450795455,6-Dimethyl-2-pyridinemethanamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of compound 3 in Scheme 4-3 (58 mg, 0.44 mmol) in MeOH (5 mL) and 6N HCl (1 mL) was added Pd/C (10 mg) at room temperature, the mixture was filled with hydrogen for three times and stirred overnight. The reaction mixture was filtered through celite and washed with MeOH and the filtrate was concentrated. The residue was concentrated to give compound 4 as a dark brown solid.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. washwashed with MeOH
  3. concentrationthe filtrate was concentrated
  4. concentrationThe residue was concentrated

Sources & evidence

ORD record
ord-00fbc19929f245a6a70e99e326c1c017
Source dataset
uspto-grants-2016_05
Patent number
US09353104B2

Reaction notes

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