Methyl 5-hydroxypyridine-3-carboxylate → HCID 66659960, compound

HRID 383784Notes

Reaction equation

HRID 383784 reaction equation
[OH:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8]>CO>[OH:1][C@H:2]1[CH2:3][NH:4][CH2:5][C@@H:6]([C:7]([O:9][CH3:10])=[O:8])[CH2:11]1

Participants

3

Reactant 1

HCID 354317Methyl 5-hydroxypyridine-3-carboxylate

Product 1

HCID 66659960HCID 66659960, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methyl 5-hydroxynicotinate (1.50 g) in MeOH (30 ml) was hydrogenated (ca. 4 atm) for 3 days in a Parr low-pressure hydrogenation apparatus with a 5 wt. % Rh on Al2O3 catalyst (300 mg) at 70° C. Rh on Al2O3 catalyst was filtered off and the filtrate was concentrated in vacuo to give the crude methyl cis-5-hydroxypiperidine-3-carboxylate as a pale yellow oil.

Workup

  1. customfor 3 days
  2. customat 70° C
  3. filtrationRh on Al2O3 catalyst was filtered off
  4. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-915c74b9531b41b495ae56c3930f8334
Source dataset
uspto-grants-2013_02
Patent number
US08367690B2

Reaction notes

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