Ethanol → (1-(2-(Isopropoxy)ethyl)-1H-benzimidazol-2-yl)(piperidin-4-yl)amine hydriodic acid salt

HRID 323475Notes

Reaction equation

HRID 323475 reaction equation
[CH:1]([O:4][CH2:5][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[NH:16][CH:17]1[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]1)([CH3:3])[CH3:2].[IH:30].C(O)C>C(OCC)C>[IH:30].[CH:1]([O:4][CH2:5][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[NH:16][CH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 702EthanolHCID 24841Hydrogen iodideHCID 22009477(1-(2-(isopropoxy)ethyl)-1H-benzimidazol-2-yl)(1-(t-butoxycarbonyl)piperidin-4-yl)amine

Product 1

HCID 86756598(1-(2-(Isopropoxy)ethyl)-1H-benzimidazol-2-yl)(piperidin-4-yl)amine hydriodic acid salt

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Combine (1-(2-(isopropoxy)ethyl)-1H-benzimidazol-2-yl)(1-(t-butoxycarbonyl)piperidin-4-yl)amine (2.97 g, 7.38 mmol), aqueous hydriodic acid (5 mL, 57%), and ethanol (10 mL). Heat to reflux. After 1 hour, cool to ambient temperature and pour the reaction mixture into diethyl ether (350 mL) and stir to give a solid. After 1 hour, collect the solid by filtration, rinse with diethyl ether, and dry in vacuo to give the title compound.

Workup

  1. temperatureHeat to reflux
  2. customto give a solid
  3. waitAfter 1 hour
  4. customcollect the solid
  5. filtrationby filtration
  6. washrinse with diethyl ether
  7. customdry in vacuo

Sources & evidence

ORD record
ord-c16bb64e4b394e2dbdae2879664b6a5e
Source dataset
uspto-grants-2001_04
Patent number
US06211199B1

Reaction notes

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