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

HRID 323213

Reaction equation

HRID 323213 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][CH:11]1[CH2:16][CH2:15][N:14](C(OCC)=O)[CH2:13][CH2:12]1.Br.[IH:23]>>[IH:23].[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][CH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 24841Hydrogen iodideHCID 30184551-Piperidinecarboxylic acid, 4-(1H-benzimidazol-2-ylamino)-, ethyl ester

Product 1

HCID 86754231(1H-benzimidazol-2-yl)(piperidin-4-yl)amine hydriodic acid

Conditions

Temperature
90 °C

Procedure

Combine (1H-benzimidazol-2-yl)-(1-ethoxycarbonyl-piperidin-4-yl)amine (4.63 g, 16 mmol) and 48% hydrobromic acid (75 mL). Heat to reflux. After 1.5 hours, cool and evaporate in vacuo to give a solid. Add 47% hydriodic acid (30 mL) and heat at about 90° C. After 30 minutes cool to obtain a solid. Collect the solid by filtration, rinse with ethanol and diethyl ether, and dry to give the title compound: mp; >290° C.

Workup

  1. temperatureHeat to reflux
  2. temperaturecool
  3. customevaporate in vacuo
  4. customto give a solid
  5. temperatureAfter 30 minutes cool
  6. customto obtain a solid
  7. customCollect the solid
  8. filtrationby filtration
  9. washrinse with ethanol and diethyl ether
  10. customdry

Sources & evidence

ORD record
ord-97691acebaf24ddab33abb9408c6041d
Source dataset
uspto-grants-2001_04
Patent number
US06211199B1

Linked notes

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