Lithium Hydroxide → HCID 67326429, compound

HRID 82477

Reaction equation

HRID 82477 reaction equation
C[O:2][C:3](=[O:17])[C:4]([NH2:16])([C:8]([C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)=[O:9])[CH:5]([CH3:7])[CH3:6].C1COCC1.[Li+].[OH-]>CO.O>[CH3:6][CH:5]([CH3:7])[C:4]([NH2:16])([C:8]([C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)=[O:9])[C:3]([OH:17])=[O:2]

Participants

6

Reactant 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 673255273-Methyl-2-[pyridine-3-carbonyl]-amino-butyric acid methyl ester

Product 1

HCID 67326429HCID 67326429, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 3-methyl-2-[pyridine-3-carbonyl]-amino-butyric acid methyl ester (1.5 g, 6.3 mmol), in methanol (15 mL), THF (9 mL) was added LiOH (1.3 g, 31.7 mmol) dissolved in water (3 mL). The mixture was allowed to stir at room temperature (25° C.) over 2 h. Solvent was evaporated from reaction mixture, dissolved in water (15 mL), acidified with 1.5N HCl extracted with ethyl acetate (150 mL), dried over sodium sulphate and concentrated to obtain product as yellow colour solid (1.38 g, 99%).

Workup

  1. customSolvent was evaporated from reaction mixture
  2. dissolutiondissolved in water (15 mL)
  3. extractionextracted with ethyl acetate (150 mL)
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-15fe4b8c7f4a47eca4088ce693a8f5da
Source dataset
uspto-grants-2014_09
Patent number
US08846721B2

Linked notes

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