Hydrogen iodide → 4-(1-(2-(1H-Imidazol-1-yl)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane hydriodic Acid Salt

HRID 637150Notes

Reaction equation

HRID 637150 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[N:19]([CH2:20][CH2:21][N:22]3[CH:26]=[CH:25][N:24]=[CH:23]3)[C:18]3[CH:27]=[CH:28][CH:29]=[CH:30][C:17]=3[N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[IH:31]>CO>[IH:31].[N:22]1([CH2:21][CH2:20][N:19]2[C:18]3[CH:27]=[CH:28][CH:29]=[CH:30][C:17]=3[N:16]=[C:15]2[N:11]2[CH2:12][CH2:13][CH2:14][NH:8][CH2:9][CH2:10]2)[CH:26]=[CH:25][N:24]=[CH:23]1

Participants

4

Reactant 2

HCID 24841Hydrogen iodideHCID 184648321-(t-butoxycarbonyl)-4-(1-(2-(1H-imidazol-1-yl)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane

Product 1

HCID 865838944-(1-(2-(1H-Imidazol-1-yl)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane hydriodic Acid Salt

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Combine 1-(t-butoxycarbonyl)-4-(1-(2-(1H-imidazol-1-yl)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane (0.22 g, 0.54 mmol), 57% hydriodic acid (0.25 mL, 1.13 mmol), methanol (10 mL) and heat to reflux. After 20 hours, cool the reaction mixture and evaporate in vacuo to give a residue. Triturate the residue with diethyl ether to give a solid. Repeatedly, decant and add diethyl ether before collecting the solid by filtration, rinse with diethyl ether, and dry in vacuo to give the title compound.

Workup

  1. temperaturecool the reaction mixture
  2. customevaporate in vacuo
  3. customto give a residue
  4. customTriturate the residue with diethyl ether
  5. customto give a solid
  6. customRepeatedly, decant
  7. additionadd diethyl ether
  8. custombefore collecting the solid
  9. filtrationby filtration
  10. washrinse with diethyl ether
  11. customdry in vacuo

Sources & evidence

ORD record
ord-106323d3964d4483a9a6d5aa567a7e4b
Source dataset
uspto-grants-2001_02
Patent number
US06194406B1

Reaction notes

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