Potassium Hydroxide → HCID 66626967, compound

HRID 495251Notes

Reaction equation

HRID 495251 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[N:10]=2)[CH:5]=[CH:4][CH:3]=1.[OH-].[K+].I[CH2:19][CH2:20][CH3:21]>CN(C)C=O>[CH3:1][C:2]1[N:7]=[C:6]([N:8]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[N:10]=2)[CH2:19][CH2:20][CH3:21])[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 336431-IodopropaneHCID 30210056-Methyl-N-(6-methyl-2-pyridyl)pyridin-2-amine

Product 1

HCID 66626967HCID 66626967, compoundYield 911.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a flask were added 1.0 g 6-methyl-N-(6-methylpyridin-2-yl)pyridin-2-amine, 0.84 g of pulverized potassium hydroxide and 15 ml of N,N-dimethylformamide. After stirring for 1 hour under nitrogen, the mixture was cooled to 5 C and 0.85 g of 1-iodopropane were added. The mixture was allowed to warm to 22 C and stirred for 16 hours. After quenching with 15 ml water, the product was extracted twice with diethyl ether and washed with water. Following removal of solvent, the product was purified by silica gel chromatography using 10% ethyl acetate in hexane to give 11.0 g of a colorless oil.

Workup

  1. additionwere added
  2. temperatureto warm to 22 C
  3. stirringstirred for 16 hours
  4. customAfter quenching with 15 ml water
  5. extractionthe product was extracted twice with diethyl ether
  6. washwashed with water
  7. customremoval of solvent
  8. customthe product was purified by silica gel chromatography

Sources & evidence

ORD record
ord-20259dbcdf1440efa5404814e784fa20
Source dataset
uspto-grants-2009_05
Patent number
US07538931B2

Reaction notes

Loading…