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Chemical Structure| 156072-91-2 Chemical Structure| 156072-91-2

Structure of 156072-91-2

Chemical Structure| 156072-91-2

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Product Details of [ 156072-91-2 ]

CAS No. :156072-91-2
Formula : C11H15BrN2O
M.W : 271.15
SMILES Code : O=C(NC(C)(C)C)C1=NC=C(Br)C=C1C

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Application In Synthesis of [ 156072-91-2 ]

* 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 [ 156072-91-2 ]

[ 156072-91-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 3290-06-0 ]
  • [ 156072-91-2 ]
  • (+/-)-1-(3-bromo-8,10-dichloro-5-ethyl-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)-4-(4-pyridinylacetyl)-piperazine N4-oxide [ No CAS ]
YieldReaction ConditionsOperation in experiment
3% With n-butyllithium; diisopropylamine; In tetrahydrofuran; EXAMPLE 3 (+,-)-1-(3-bromo-8,10-dichloro-5-ethyl-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)-4-(4-pyridinylacetyl)piperazine N4-oxide STR12 Step A. STR13 Add n-butyl lithium (2.5M in hexanes, 7.3 ml, 18,25 mmol) to a solution of diisopropylamine (2.8 ml, 20.13 mmol) in tetrahydrofuran (THF) (distilled; 20 ml) at -78 C. over a dry ice-acetone bath. Stir at 0 C. for 30 minutes then cool to -78 C. A solution of N-(1,1-dimethylethyl)-3-methyl-5-bromo-2-pyridinecarboxamide (2.0 g; 7.38 mmol) in THF (10 ml) is added at -78 C. and the resultant purple solution is stirred at -78 C. for a further half hour. A solution of 3,5 dichlorobenzyl chloride (2.8 g; 14.32 mmol) in tetrahydrofuran (10 ml) is added dropwise at -78 C. Dry ice/acetone bath is replaced with ice/water bath, and the reaction mixture is stirred for 11/2 hours at 0 C. Thin layer chromatography (3% V/V Ethyl acetate: hexanes) determined completion of the reaction. The reaction mixture is quenched with water (100 ml) and extracted with ethyl acetate (2*200 ml portions). The organic layer is separated, washed with water (100 ml), dried over magnesium sulfate, filtered and the solvent evaporated to yield an oil which chromatographs on silica gel (3% V/V ethylacetate:hexanes) as a colorless oil which when pumped under high vacuum (0.2 mm), solidifies to a white solid (2.7 g, 96.7% yield).
 

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