Hydrochloric Acid → HCID 58081211, compound

HRID 928398Notes

Reaction equation

HRID 928398 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([C:9]#[N:10])=[C:4]([O:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH:3]=1.CO.Cl>CCO.[Pd]>[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH2:9][NH2:10])=[C:4]([O:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])[CH:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 58081256Methyl 2-(6-amino-3-cyano-2-methylpyridin-4-yloxy)acetate

Product 1

HCID 58081211HCID 58081211, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Methyl 2-(6-amino-3-cyano-2-methylpyridin-4-yloxy)acetate (215 mg, 0.972 mmol) was dissolved in EtOH (16 ml), MeOH (8 ml) and HCl 1M (5 ml), then Palladium on carbon (310 mg, 0.292 mmol) was added and the reaction mixture was stirred at it under H2 pressure during 48 h. After filtration over celite, washing with MeOH and evaporation of the solvent, the title compound was obtained. MS (Method D): [M+H]+226.0/451.2.

Workup

  1. filtrationAfter filtration over celite
  2. washwashing with MeOH and evaporation of the solvent

Sources & evidence

ORD record
ord-ae5f287364514ac2b8121bd01add0b1f
Source dataset
uspto-grants-2016_03
Patent number
US09290485B2

Reaction notes

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