2-Chloropyridine → 6-[[1-(4-Methylphenyl)-2-(2-pyridinyl)mercapto-1H-benzimidazol-6-yl]oxy]Hexanoic Acid Methyl Ester

HRID 1070854Notes

Reaction equation

HRID 1070854 reaction equation
[CH3:1][O:2][C:3](=[O:27])[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]([SH:18])[N:15]([C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=3)[C:14]=2[CH:26]=1.Cl[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=1>>[CH3:1][O:2][C:3](=[O:27])[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]([S:18][C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=3)[N:15]([C:19]3[CH:20]=[CH:21][C:22]([CH3:25])=[CH:23][CH:24]=3)[C:14]=2[CH:26]=1

Participants

3

Reactant 2

HCID 79772-Chloropyridine2×HCID 178500330HCID 178500330, compound

Product 1

HCID 696888456-[[1-(4-Methylphenyl)-2-(2-pyridinyl)mercapto-1H-benzimidazol-6-yl]oxy]Hexanoic Acid Methyl Ester

Procedure

200 mg of 6-[[1-(4-methylphenyl)-2-mercapto-1H-benzimidazol-6-yl]oxy]hexanoic acid methyl ester was heated to 150° C. with 80 μl of 2-chloropyridine for 14 hours. After another 200 μl of 2-chloropyridine was added, it was heated for 3 hours to 170° C. After cooling, it was purified by column chromatography on silica gel. 40 mg was obtained.

Workup

  1. temperatureit was heated for 3 hours to 170° C
  2. temperatureAfter cooling
  3. customit was purified by column chromatography on silica gel
  4. custom40 mg was obtained

Sources & evidence

ORD record
ord-c5993bdccf064c6c90999c17c564a970
Source dataset
uspto-grants-2005_06
Patent number
US06903126B2

Reaction notes

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