Diethyl Ether → HCID 86754355, compound

HRID 1584475Notes

Reaction equation

HRID 1584475 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[N:19]([CH2:20][CH2:21][O:22][CH2:23][C:24]([F:27])([F:26])[F:25])[C:18]3[CH:28]=[CH:29][CH:30]=[CH:31][C:17]=3[N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[IH:32].C(OCC)C>CO>[IH:32].[F:27][C:24]([F:25])([F:26])[CH2:23][O:22][CH2:21][CH2:20][N:19]1[C:18]2[CH:28]=[CH:29][CH:30]=[CH:31][C:17]=2[N:16]=[C:15]1[N:11]1[CH2:12][CH2:13][CH2:14][NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 24841Hydrogen iodideHCID 212234871-t-butoxycarbonyl-4-(1-(2-(2,2,2-trifluoroethoxy)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane

Product 1

HCID 86754355HCID 86754355, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Combine 1-t-butoxycarbonyl-4-(1-(2-(2,2,2-trifluoroethoxy)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane (0.47 g, 1.1 mmol) and aqueous hydriodic acid (0.70 mL, 9,42 mmol) in methanol (10 mL). After 4 hours, evaporate to remove most of the methanol to give a residue. Combine the residue and diethyl ether (50 mL) and stir to give a solid. Collect the solid by filtration to give, after drying, the title compound: Rf =0.39 (silica gel, 10% methanol/dichloromethane/5% acetic acid).

Workup

  1. customevaporate
  2. customto remove most of the methanol
  3. customto give a residue
  4. customto give a solid
  5. customCollect the solid
  6. filtrationby filtration
  7. customto give
  8. customafter drying

Sources & evidence

ORD record
ord-4e89a74f3dbe42199b4db82cb2a1caf6
Source dataset
uspto-grants-1999_08
Patent number
US05932571

Reaction notes

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