Methanol → HCID 86720916, compound

HRID 524859Notes

Reaction equation

HRID 524859 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][CH:11]([C:14]([O:16]C)=[O:15])[CH2:10][CH2:9]1.CO.[Li+].[OH-]>O>[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=[O:15])[CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 86720917HCID 86720917, compound

Product 1

HCID 86720916HCID 86720916, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

A microwave vial was charged with methyl 1-(3-amino-4-pyridyl)piperidine-4-carboxylate (prepared according to methods similar to the one depicted in Preparation N-1) (176 mg, 0.7106 mmol), MeOH (3 mL) and H2O (0.1 mL). LiOH (51.06 mg, 2.132 mmol) was added and the mixture was stirred overnight at 50° C. The reaction was quenched by addition of an aqueous solution of HCl until pH=3-4 is reached. The reaction mixture was then concentrated under reduced pressure to yield 1-(3-amino-4-pyridyl)piperidine-4-carboxylic acid that was used without further purification. MS (ES+) 222.1.

Workup

  1. customprepared
  2. customThe reaction was quenched by addition of an aqueous solution of HCl until pH=3-4
  3. concentrationThe reaction mixture was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-7a087d4efbae44689fd6b93f77af07b8
Source dataset
uspto-grants-2016_05
Patent number
US09340546B2

Reaction notes

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