Isopropanol → 4-(1-(2-(fur-2-ylmethoxy)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane

HRID 1584454Notes

Reaction equation

HRID 1584454 reaction equation
C(OC([N:6]1[CH2:12][CH2:11][CH2:10][N:9]([C:13]2[N:17]([CH2:18][CH2:19][O:20][CH2:21][C:22]3[O:23][CH:24]=[CH:25][CH:26]=3)[C:16]3[CH:27]=[CH:28][CH:29]=[CH:30][C:15]=3[N:14]=2)[CH2:8][CH2:7]1)=O)C.[OH-].[K+].C(O)(C)C>O>[O:23]1[CH:24]=[CH:25][CH:26]=[C:22]1[CH2:21][O:20][CH2:19][CH2:18][N:17]1[C:16]2[CH:27]=[CH:28][CH:29]=[CH:30][C:15]=2[N:14]=[C:13]1[N:9]1[CH2:10][CH2:11][CH2:12][NH:6][CH2:7][CH2:8]1

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 14797Potassium HydroxideHCID 212236281-ethoxycarbonyl-4-(1-(2-(fur-2-ylmethoxy)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane

Product 1

HCID 212235564-(1-(2-(fur-2-ylmethoxy)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Combine 1-ethoxycarbonyl-4-(1-(2-(fur-2-ylmethoxy)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane (1 mmol), potassium hydroxide (1.2 mmol), and isopropanol (20 mL). Heat to reflux. After 18 hours, evaporate in vacuo to give a residue. Combine the residue and water. Extract with dichloromethane. Dry the organic layer over MgSO4, filter, and evaporate in vacuo to give the title compound.

Workup

  1. temperatureHeat to reflux
  2. customevaporate in vacuo
  3. customto give a residue
  4. extractionExtract with dichloromethane
  5. dry with materialDry the organic layer over MgSO4
  6. filtrationfilter
  7. customevaporate in vacuo

Sources & evidence

ORD record
ord-d9847c63aa724956a7f5554a0e347ac1
Source dataset
uspto-grants-1999_08
Patent number
US05932571

Reaction notes

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