Hydroxyamine hydrochloride → 6-Propylpyridin-2-amine

HRID 2197697Notes

Reaction equation

HRID 2197697 reaction equation
CC1[N:3]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][CH2:15][CH3:16])[N:9]=2)C(C)=CC=1.NO.Cl>CCO>[CH2:14]([C:10]1[N:9]=[C:8]([NH2:3])[CH:13]=[CH:12][CH:11]=1)[CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 542277792-(2,5-Dimethyl-pyrrol-1-yl)-6-propyl-pyridine

Product 1

HCID 30163096-Propylpyridin-2-amineYield 107.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

A solution of the product from Example 2b (348 mg, 1.52 mmol) and NH2OH HCl (530 mg, 7.62 mmol) in 4 mL of EtOH/1.5 mL water. Heated at 100° C. for 16 h, cooled to room temperature and extracted with CH2Cl2. Dried over MgSO4 filtered and concentrated under vacuum giving the title compound as an amber oil (223 mg, 100%).

Workup

  1. temperaturecooled to room temperature
  2. extractionextracted with CH2Cl2
  3. dry with materialDried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-8f0428fe38ad4c60abf9cc90cf0df5f4
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Reaction notes

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