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Chemical Structure| 157943-16-3 Chemical Structure| 157943-16-3

Structure of 157943-16-3

Chemical Structure| 157943-16-3

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Product Details of [ 157943-16-3 ]

CAS No. :157943-16-3
Formula : C8H18ClN
M.W : 163.69
SMILES Code : CC1(CCNCCC1)C.Cl
English Name :4,4-Dimethylazepane hydrochloride
MDL No. :MFCD20621109

Safety of [ 157943-16-3 ]

Application In Synthesis of [ 157943-16-3 ]

* 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 [ 157943-16-3 ]

[ 157943-16-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 100523-84-0 ]
  • [ 157943-16-3 ]
  • [ 1187467-86-2 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; HATU In acetonitrile 26 Synthesis 26; (5-Bromo-thiophen-3-yl)-(4,4-dimethyl-azepan-1 -yl)-methanone (EE-16); δ-Bromo-thiophene-S-carboxylic acid (0.5 g, 2.42 mmol), 4,4-dimethyl-azepane hydrochloride (0.475 g, 2.91 mmol), triethylamine (1.01 mL, 7.25 mmol) and HATU (1.20 g, 3.16 mmol) were dissolved in acetonitrile (10 mL) and the resulting mixture stirred overnight. The mixture was diluted with water and extracted with DCM (* 2). The organics were dried over sodium sulfate, filtered and evaporated. The crude material was purified by chromatography on a silica Il cartridge, eluting with 10-25% ethyl acetate in cyclohexane. The fractions containing the desired product were concentrated under vacuum to give (5-bromo-thiophen-3-yl)-(4,4-dimethyl-azepan-1-yl)-methanone (0.55 g).This material (0.27 g, 0.85 mmol) was added to a solution of caesium carbonate (0.414g, 1.27 mmol), 4-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-pyrazole-1-carboxylic acid tert-butyl ester (0.275g, 0.94 mmol) and palladium tetrakis(triphenylphosphine) (0.098 g, 0.085 mmol) in DME (6 mL), IMS (2 mL) and water (1 mL). The reaction mixture was heated by microwave irradiation to 1400C for 20 minutes and then diluted with water and extracted with DCM (* 2). The organic solution was dried over sodium sulfate, filtered and the solvent evaporated. The residue was purified by chromatography on a 5 g silica Il cartridge, eluting with 10, 20, 33, 50, 75 and 100% ethyl acetate in cyclohexane. The fractions containing the desired product were concentrated under vacuum to give the title compound as a colourless oil (0.15 g). LCMS m/z 304.29 [M+H]+ R. T. = 9.05 min (Analytical Method 2).
 

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