Hydrochloric Acid → Methyl 5-methylpiperidine-3-carboxylate

HRID 594937Notes

Reaction equation

HRID 594937 reaction equation
[CH3:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].Cl.[H][H]>CO.O=[Pt]=O>[CH3:1][CH:2]1[CH2:3][NH:4][CH2:5][CH:6]([C:7]([O:9][CH3:10])=[O:8])[CH2:11]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 256308Methyl 5-methylpyridine-3-carboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 18404439Methyl 5-methylpiperidine-3-carboxylate

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

To methyl 5-methylnicotinate (2 g), PtO2 (100 mg) was added. The reaction flask was put under vacuum, and 125 N HCl in methanol (15 mL) was added. The reaction was put under 40 psi hydrogen gas and shaked overnight. The reaction mixture was filtered through celite and concentrated under vacuo. The crude product was progressed to the next step without further purification.

Workup

  1. additionwas added
  2. filtrationThe reaction mixture was filtered through celite
  3. concentrationconcentrated under vacuo
  4. customThe crude product was progressed to the next step without further purification

Sources & evidence

ORD record
ord-4dedf0fa13334a1a89f5db94857f0c6f
Source dataset
uspto-grants-2016_01
Patent number
US09242981B2

Reaction notes

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