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Hydrochloric Acid → Ethyl 6-(aminomethyl)nicotinate hydrochloride

HRID 1473881
Notes
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Reaction equation

HRID 1473881 reaction equation
[C:1]([C:3]1[N:8]=[CH:7][C:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:5][CH:4]=1)#[N:2].[ClH:14].[H][H]>C(O)C.[Pd]>[ClH:14].[NH2:2][CH2:1][C:3]1[N:8]=[CH:7][C:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:5][CH:4]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 13415155Ethyl 6-cyanonicotinateHCID 178418361HCID 178418361, compound

Product 1

HCID 57360953Ethyl 6-(aminomethyl)nicotinate hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of ethyl 6-cyano-3-pyridinecarboxylate (3.75 g) and cone. HCl (7.5 mL) in 225 mL ethanol was added 10% Pd/C (wet, 375 mg) and the reaction mixture was hydrogenated using hydrogen balloon and stirred for 12 h. Solution was filtered through celite and ethanol was evaporated to give ethyl 6-(aminomethyl)-3-pyridinecarboxylate HCl as a white solid, which was used in the next step without further purification.

Workup

  1. filtrationSolution was filtered through celite and ethanol
  2. customwas evaporated

Sources & evidence

ORD record
ord-db1079a09e274a34a9631812e5652aab
Source dataset
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09018210B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes