Hydrogen Bromide → (1-methyl-1H-benzimidazol-2-yl)(piperidin-4-yl)amine

HRID 582063Notes

Reaction equation

HRID 582063 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[NH:11][CH:12]1[CH2:17][CH2:16][N:15](C(OCC)=O)[CH2:14][CH2:13]1.Br.[OH-].[K+]>O>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[NH:11][CH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 14797Potassium HydroxideHCID 12891475(1-methyl-1H-benzimidazol-2-yl)(1-ethoxycarbonylpiperidin-4-yl)amine

Product 1

HCID 22009124(1-methyl-1H-benzimidazol-2-yl)(piperidin-4-yl)amine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Combine (1-methyl-1H-benzimidazol-2-yl)(1-ethoxycarbonylpiperidin-4-yl)amine (0.42 g, 1.4 mmol) and 48% hydrobromic acid (25 mL). Heat to reflux. After 3 hours, cool, add water and a solution of potassium hydroxide (5 g) in water (50 mL). Extract twice with dichloromethane. Dry the organic layer over Na2SO4, filter, and evaporate in vacuo to give the title compound.

Workup

  1. temperatureHeat to reflux
  2. temperaturecool
  3. extractionExtract twice with dichloromethane
  4. dry with materialDry the organic layer over Na2SO4
  5. filtrationfilter
  6. customevaporate in vacuo

Sources & evidence

ORD record
ord-89bd0536dfff42728dd7a988a94d5a99
Source dataset
uspto-grants-1999_07
Patent number
US05922737

Reaction notes

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