HCID 21834413, compound → 2-Pyridinamine, 5-ethynyl-4-methyl-

HRID 1740939Notes

Reaction equation

HRID 1740939 reaction equation
[C:1]([C:3]1[C:4]([CH3:16])=[CH:5][C:6]([NH:9]C(=O)C(C)(C)C)=[N:7][CH:8]=1)#[CH:2]>[OH-].[Na+]>[NH2:9][C:6]1[CH:5]=[C:4]([CH3:16])[C:3]([C:1]#[CH:2])=[CH:8][N:7]=1

Participants

3

Reactant 1

HCID 21834413HCID 21834413, compound

Product 1

HCID 99641002-Pyridinamine, 5-ethynyl-4-methyl-

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
90 °C

Procedure

A suspension of 5-ethynyl-4-methyl-2-(trimethylacetylamino)-pyridine (50 mg, 0.23 mmol) in 2N sodium hydroxide (1.0 mL) was heated at 90° C. for 18 h. The reaction mixture was cooled to room temperature, extracted with chloroform, dried (Na2SO4), and evaporated to give a tan solid. The title compound was purified by silica gel chromatography using 1% methanol/methylene chloride as eluant.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionextracted with chloroform
  3. dry with materialdried (Na2SO4)
  4. customevaporated
  5. customto give a tan solid
  6. customThe title compound was purified by silica gel chromatography

Sources & evidence

ORD record
ord-52b80cb3e4d8401994e8b72681e81721
Source dataset
uspto-grants-1999_10
Patent number
US05972975

Reaction notes

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