Hydrogen iodide → 1-cyclopropylmethyl-2-[1,4]diazepan-1-yl-1H-benzoimidazole dihydroiodide

HRID 2230709Notes

Reaction equation

HRID 2230709 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[N:19]([CH2:20][CH:21]3[CH2:23][CH2:22]3)[C:18]3[CH:24]=[CH:25][CH:26]=[CH:27][C:17]=3[N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[IH:28]>C(O)C>[IH:28].[IH:28].[CH:21]1([CH2:20][N:19]2[C:18]3[CH:24]=[CH:25][CH:26]=[CH:27][C:17]=3[N:16]=[C:15]2[N:11]2[CH2:12][CH2:13][CH2:14][NH:8][CH2:9][CH2:10]2)[CH2:22][CH2:23]1

Participants

4

Reactant 2

HCID 24841Hydrogen iodideHCID 701476134-(1-cyclopropylmethyl-1H-benzoimidazol-2-yl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester

Product 1

HCID 184646651-cyclopropylmethyl-2-[1,4]diazepan-1-yl-1H-benzoimidazole dihydroiodide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrolyze 4-(1-cyclopropylmethyl-1H-benzoimidazol-2-yl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester (0.70 g, 1.81 mmol) by refluxing an ethanol (10 mL) solution of the compound with hydroiodic acid (57%, 5 mL) for 1 hour as described in Example 111 to provide 1-cyclopropylmethyl-2-[1,4]diazepan-1-yl-1H-benzoimidazole dihydroiodide (0.85 g)

Sources & evidence

ORD record
ord-5c6765b33d6f4c38a8c95749c95c422a
Source dataset
uspto-grants-2002_07
Patent number
US06423704B1

Reaction notes

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