Hydrogen iodide → HCID 18465039, compound

HRID 2230704Notes

Reaction equation

HRID 2230704 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[N:19]([CH2:20][C:21]3[N:22]=[C:23]([CH3:26])[S:24][CH:25]=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].[IH:31].[N:11]1([C:15]2[N:19]([CH2:20][C:21]3[N:22]=[C:23]([CH3:26])[S:24][CH:25]=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

4

Reactant 2

HCID 24841Hydrogen iodideHCID 701494834-[1-(2-methyl-thiazol-4-ylmethyl)-1H-benzoimidazol-2-yl]-[1,4]diazepane-1-carboxylic acid tert-butyl ester

Product 1

HCID 18465039HCID 18465039, compoundYield 96.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrolyze 4-[1-(2-methyl-thiazol-4-ylmethyl)-1H-benzoimidazol-2-yl]-[1,4]diazepane-1-carboxylic acid tert-butyl ester (0.59 g, 1.38 mmol) by refluxing with hydriodic acid (57%, 3.04 mmol) in methanol (10 mL) for 10 hours. Concentrate to remove the methanol, add ether (70 mL) and allow the resultant slurry to stand for 1 hour. Decant the supernatant and dry the solid residue in vacuo at 60° C. to provide 0.78 g of 2-[1,4]diazepan-1-yl-1-(2-methyl-thiazol-4-ylmethyl)-1H-benzoimidazole dihydroiodide.

Workup

  1. concentrationConcentrate
  2. customto remove the methanol
  3. additionadd ether (70 mL)
  4. customDecant the supernatant and
  5. customdry the solid residue in vacuo at 60° C.

Sources & evidence

ORD record
ord-0ab471eafb64495794b6b374bc72f784
Source dataset
uspto-grants-2002_07
Patent number
US06423704B1

Reaction notes

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