Hydrochloric Acid → Ethyl 2-(aminomethyl)nicotinate hydrochloride

HRID 1471704Notes

Reaction equation

HRID 1471704 reaction equation
[C:1]([C:3]1[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][CH:6]=[CH:5][N:4]=1)#[N:2].[ClH:14].[H][H]>C(O)C.[Pd]>[ClH:14].[NH2:2][CH2:1][C:3]1[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][CH:6]=[CH:5][N:4]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 12747366Ethyl 2-cyanopyridine-3-carboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 86280247Ethyl 2-(aminomethyl)nicotinate hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of ethyl 2-cyano-3-pyridinecarboxylate (2.5 g) and conc. HCl (5 mL) in 150 mL ethanol was added 10% Pd/C (wet, 250 mg) and the reaction mixture was hydrogenated using a hydrogen balloon and stirred for 12 h. The reaction was filtered through celite and ethanol was evaporated to give ethyl 2-(aminomethyl)-3-pyridinecarboxylate HCl as a white solid which was used in the next step without further purification.

Workup

  1. filtrationThe reaction was filtered through celite and ethanol
  2. customwas evaporated

Sources & evidence

ORD record
ord-88ed052ec9fd42d293b00212db746abb
Source dataset
uspto-grants-2015_04
Patent number
US09012450B2

Reaction notes

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