Piperidine → 6-[[2-(Piperidin-1-yl)-1-phenyl-1H-benzimidazol-6-yl]oxy]Hexanoic Acid Methyl Ester

HRID 1070861Notes

Reaction equation

HRID 1070861 reaction equation
[CH3:1][O:2][C:3](=[O:26])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[CH:12][C:13]2[N:17]=[C:16](Cl)[N:15]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:14]=2[CH:25]=1.[NH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1>>[CH3:1][O:2][C:3](=[O:26])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[CH:12][C:13]2[N:17]=[C:16]([N:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)[N:15]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:14]=2[CH:25]=1

Participants

3

Reactant 2

HCID 8082PiperidineHCID 694308016-[[2-chloro-1-phenyl-1H-benzimidazol-6-yl]oxy]hexanoic acid methyl ester

Product 1

HCID 101805226-[[2-(Piperidin-1-yl)-1-phenyl-1H-benzimidazol-6-yl]oxy]Hexanoic Acid Methyl Ester

Conditions

Temperature
100 °C

Procedure

100 mg of 6-[[2-chloro-1-phenyl-1H-benzimidazol-6-yl]oxy]hexanoic acid methyl ester was dissolved in 2.5 ml of piperidine, and the mixture was stirred for 5 hours at 100° C. It was concentrated by evaporation to a very large extent in a vacuum, mixed with water, extracted with ethyl acetate, the organic phase was dried on sodium sulfate and concentrated by evaporation in a vacuum. The residue was purified by column chromatography on silica gel. 30 mg was obtained.

Workup

  1. concentrationIt was concentrated by evaporation to a very large extent in a vacuum
  2. additionmixed with water
  3. extractionextracted with ethyl acetate
  4. customthe organic phase was dried on sodium sulfate
  5. concentrationconcentrated by evaporation in a vacuum
  6. customThe residue was purified by column chromatography on silica gel
  7. custom30 mg was obtained

Sources & evidence

ORD record
ord-ab0bdb766b984c688693a0f6c5218194
Source dataset
uspto-grants-2005_06
Patent number
US06903126B2

Reaction notes

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