Stannous Chloride → 4-Piperidinecarboxylic acid, 1-(3-amino-2-pyridinyl)-

HRID 1783752Notes

Reaction equation

HRID 1783752 reaction equation
[N+:1]([C:4]1[C:5]([N:10]2[CH2:15][CH2:14][CH:13]([C:16]([OH:18])=[O:17])[CH2:12][CH2:11]2)=[N:6][CH:7]=[CH:8][CH:9]=1)([O-])=O.[Sn](Cl)Cl>C(OCC)(=O)C>[NH2:1][C:4]1[C:5]([N:10]2[CH2:15][CH2:14][CH:13]([C:16]([OH:18])=[O:17])[CH2:12][CH2:11]2)=[N:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 24479Stannous ChlorideHCID 16788087HCID 16788087, compound

Product 1

HCID 690784654-Piperidinecarboxylic acid, 1-(3-amino-2-pyridinyl)-

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The solution of 850 mg of 3′-nitro-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-carboxylic acid in 40 ml of ethyl acetate was admixed with 2.3 g of tin(II) chloride and stirred at room temperature for 3 hours. The mixture was then extracted with 50 ml of water, the aqueous phase was adjusted to pH=6 using sodium dihydrogenphosphate and the product was extracted with ethyl acetate. After drying the organic phase over sodium sulfate, it was concentrated under reduced pressure.

Workup

  1. extractionThe mixture was then extracted with 50 ml of water
  2. extractionthe product was extracted with ethyl acetate
  3. dry with materialAfter drying the organic phase over sodium sulfate, it
  4. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-ad0cb22618c14d2a9255bd81c545f040
Source dataset
uspto-grants-2009_03
Patent number
US07501440B2

Reaction notes

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