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Chemical Structure| 2948-92-7 Chemical Structure| 2948-92-7

Structure of 2948-92-7

Chemical Structure| 2948-92-7

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Product Details of [ 2948-92-7 ]

CAS No. :2948-92-7
Formula : C12H15N3
M.W : 201.27
SMILES Code : C1(CN2CCCC2)=NC3=CC=CC=C3N1

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Application In Synthesis of [ 2948-92-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 2948-92-7 ]

[ 2948-92-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 85482-13-9 ]
  • [ 2948-92-7 ]
  • 1-(2,5-dichlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole dihydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
82% General procedure: 1-(4-Chlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole dihydrochloride (1). Under an atmosphere of nitrogen, compound 36 (250 mg, 1.24 mmol, 1 equiv) was dissolved in freshly distilled warm tetrahydrofuran (THF) (2.5 mL), then cooled to 0 C. To this solution was added 60% NaH in oil (100 mg, 60 mg pure, 2.48 mmol, 2 equiv) and the mixture stirred at 0 C for 5 min. 4-Chlorobenzyl bromide (255 mg, 1.24 mmol, 1 equiv) was added followed by the addition of tetra-n-butylammonium bromide (23 mg, 0.07 mmol, 6 mol %). The mixture was stirred at rt overnight, then diluted with a solution of water (2 drops) in THF (5 mL). The solution was filtered through Celite, and the Celite was washed with THF (50 mL) and then EtOAc (50 mL). The filtrate was concentrated and the remaining residue purified by flash column chromatography on silica gel (EtOAc) to give the free base (195 mg) as an oil (Rf = 0.46, EtOAc). To a solution of the free base in MeOH (2 mL) was added a solution of 37% aqueous HCl (158 mg, 1.60 mmol, 2.7 equiv) in MeOH (2 mL). The mixture was concentrated, Et2O (5 mL) was added, and the mixture concentrated again. High-vacuum drying gave the product (242 mg, 0.61 mmol, 49%) as a white solid
  • 2
  • [ 3290-06-0 ]
  • [ 2948-92-7 ]
  • 1-(3,5-dichlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole dihydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% General procedure: 1-(4-Chlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole dihydrochloride (1). Under an atmosphere of nitrogen, compound 36 (250 mg, 1.24 mmol, 1 equiv) was dissolved in freshly distilled warm tetrahydrofuran (THF) (2.5 mL), then cooled to 0 °C. To this solution was added 60percent NaH in oil (100 mg, 60 mg pure, 2.48 mmol, 2 equiv) and the mixture stirred at 0 °C for 5 min. 4-Chlorobenzyl bromide (255 mg, 1.24 mmol, 1 equiv) was added followed by the addition of tetra-n-butylammonium bromide (23 mg, 0.07 mmol, 6 mol percent). The mixture was stirred at rt overnight, then diluted with a solution of water (2 drops) in THF (5 mL). The solution was filtered through Celite, and the Celite was washed with THF (50 mL) and then EtOAc (50 mL). The filtrate was concentrated and the remaining residue purified by flash column chromatography on silica gel (EtOAc) to give the free base (195 mg) as an oil (Rf = 0.46, EtOAc). To a solution of the free base in MeOH (2 mL) was added a solution of 37percent aqueous HCl (158 mg, 1.60 mmol, 2.7 equiv) in MeOH (2 mL). The mixture was concentrated, Et2O (5 mL) was added, and the mixture concentrated again. High-vacuum drying gave the product (242 mg, 0.61 mmol, 49percent) as a white solid
 

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