Hydrochloric Acid → 6-(Aminomethyl)picolinic acid hydrochloride

HRID 1360358Notes

Reaction equation

HRID 1360358 reaction equation
[C:1]([C:3]1[N:8]=[C:7]([C:9]([OH:11])=[O:10])[CH:6]=[CH:5][CH:4]=1)#[N:2].[ClH:12].[H][H]>C(O)C.[Pd]>[ClH:12].[NH2:2][CH2:1][C:3]1[N:8]=[C:7]([C:9]([OH:11])=[O:10])[CH:6]=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 212530396-Cyanopyridine-2-carboxylic acid2×HCID 178418361HCID 178418361, compound

Product 1

HCID 669624196-(Aminomethyl)picolinic acid hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

6-Cyano-pyridine-2-carboxylic acid (compound F2) (250 mg, 1.6 mmol) is dissolved in ethanol (100 mL), concentrated hydrochloric acid (1 mL) and Pd/C (150 mg) are added and the mixture is hydrogenated at 3 bar hydrogen pressure for 6 h. The catalyst is filtered of and the crude product is transferred to the next step without any purification.

Workup

  1. filtrationThe catalyst is filtered of and the crude product
  2. customis transferred to the next step without any purification

Sources & evidence

ORD record
ord-14864f76feee44109c49919adfc17e23
Source dataset
uspto-grants-2011_02
Patent number
US07879853B2

Reaction notes

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