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

HRID 323215Notes

Reaction equation

HRID 323215 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-90ae38f86f214873ba5d0be0c4ba5a07
Source dataset
uspto-grants-2001_04
Patent number
US06211199B1

Reaction notes

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