Piperazine → 5-fluoro-1-methyl-2-piperazin-1-yl-1H-benzimidazole

HRID 518032Notes

Reaction equation

HRID 518032 reaction equation
Cl[C:2]1[N:6]([CH3:7])[C:5]2[CH:8]=[CH:9][C:10]([F:12])=[CH:11][C:4]=2[N:3]=1.[NH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1>C(O)CCC>[F:12][C:10]1[CH:9]=[CH:8][C:5]2[N:6]([CH3:7])[C:2]([N:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)=[N:3][C:4]=2[CH:11]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 219858282-Chloro-5-fluoro-1-methyl-1H-benzimidazole

Product 1

HCID 220282485-fluoro-1-methyl-2-piperazin-1-yl-1H-benzimidazole

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

0.7 g 2-chloro-5-fluoro-1-methyl-1H-benzimidazole and 1.3 g piperazine are suspended in 10 ml n-butanol and stirred for 48 hours at ambient temperature. The reaction mixture is evaporated to dryness and the product is purified by chromatography (aluminium oxide, methylene chloride/methanol 10/1). 0.73 g (V-8) are obtained as a solid. 1H NMR (400 MHz, DMSO): 6.9 (1H, t); 3.6 (3H, s).

Workup

  1. customThe reaction mixture is evaporated to dryness
  2. customthe product is purified by chromatography (aluminium oxide, methylene chloride/methanol 10/1)
  3. custom0.73 g (V-8) are obtained as a solid

Sources & evidence

ORD record
ord-a61d5d18fe754da687913f09ef2b10cf
Source dataset
uspto-grants-2015_08
Patent number
US09115142B2

Reaction notes

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