Ammonia → HCID 22729515, compound

HRID 1009467Notes

Reaction equation

HRID 1009467 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]([O:11]C)=O)[CH:4]=1)#[N:2].[NH3:13]>C(O)C.[Ni]>[NH2:2][CH2:1][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]([NH2:13])=[O:11])[CH:4]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 247868242-Pyridinecarboxylicacid,4-cyano-,methylester(9CI)

Product 1

HCID 22729515HCID 22729515, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

830 mg of methyl 4-cyanopyridine-2-carboxylate was dissolved in 20.0 mL of ethanol and 20.0 mL of aqueous ammonia, and 160 mg of Raney nickel was added thereto, followed by stirring at room temperature for 4 hours under a hydrogen atmosphere. The reaction liquid was filtered through Celite, the filtrate was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (chloroform:methanol=10:1) to obtain 410 mg of 4-(aminomethyl)pyridine-2-carboxamide.

Workup

  1. customThe reaction liquid
  2. filtrationwas filtered through Celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customthe obtained residue was purified by silica gel column chromatography (chloroform:methanol=10:1)

Sources & evidence

ORD record
ord-e8c562d8957d48d09946ce7fdacf8b74
Source dataset
uspto-grants-2011_07
Patent number
US07973078B2

Reaction notes

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