Diethyl Ether → 2-[1,4]diazepan-1-yl-1-(2-pyrazol-1-yl-ethyl)-1H-benzoimidazole dihydroiodide

HRID 2230718Notes

Reaction equation

HRID 2230718 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][CH:24]=[N: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].CCOCC>CO>[IH:31].[IH:31].[N:11]1([C:15]2[N:19]([CH2:20][CH2:21][N:22]3[CH:26]=[CH:25][CH:24]=[N:23]3)[C:18]3[CH:27]=[CH:28][CH:29]=[CH:30][C:17]=3[N:16]=2)[CH2:12][CH2:13][CH2:14][NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 24841Hydrogen iodideHCID 70147913HCID 70147913, compound

Product 1

HCID 184648602-[1,4]diazepan-1-yl-1-(2-pyrazol-1-yl-ethyl)-1H-benzoimidazole dihydroiodide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Reflux 4-[1-(2-pyrazol-1-yl-ethyl)-1H-benzoimidazol-2-yl]-[1,4]diazepane-1-carboxylic acid tert-butyl ester (0.71 g, 1.73 mmol) in methanol (15 mL) with hydroiodic acid (57%, 0.5 mL) for 12 hours. Cool, add ether (80 mL) to afford a suspension and stir the suspension for one hour. Collect the solid by filtration and dry to provide 2-[1,4]diazepan-1-yl-1-(2-pyrazol-1-yl-ethyl)-1H-benzoimidazole dihydroiodide (0.81 g).

Workup

  1. temperatureCool
  2. customto afford a suspension
  3. customCollect the solid
  4. filtrationby filtration
  5. customdry

Sources & evidence

ORD record
ord-4cc6b786abdd40169caef98239a73915
Source dataset
uspto-grants-2002_07
Patent number
US06423704B1

Reaction notes

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