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Chemical Structure| 183742-32-7 Chemical Structure| 183742-32-7

Structure of 183742-32-7

Chemical Structure| 183742-32-7

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Product Details of [ 183742-32-7 ]

CAS No. :183742-32-7
Formula : C21H26N2O2
M.W : 338.44
SMILES Code : O=C(OC)CC1N(CC2=CC=CC=C2)CCN(CC3=CC=CC=C3)C1
MDL No. :MFCD00674203
InChI Key :JCQKPXHKGNJTQQ-UHFFFAOYSA-N
Pubchem ID :22710010

Safety of [ 183742-32-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 183742-32-7 ]

* 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 [ 183742-32-7 ]

[ 183742-32-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 183742-32-7 ]
  • [ 102153-63-9 ]
  • [ 222987-81-7 ]
YieldReaction ConditionsOperation in experiment
33% With sodium hydrogencarbonate; triethylamine;palladium-carbon; In dichloromethane; acetic acid; Referential Example 159 1-[(6-Chloronaphthalen-2-yl)sulfonyl]-3-methoxycarbonylmethylpiperazine In acetic acid (40 ml), 1,4-dibenzyl-2-methoxycarbonylmethylpiperazine (2.04 g) was dissolved, followed by the addition of 10% palladium carbon (water content: about 50%, 2.00 g). The resulting mixture was subjected to catalytic reduction at room temperature for 4 hours under 4 atmospheric pressure. After removal of the catalyst by filtration, the residue obtained by distilling the filtrate under reduced pressure was added with dichloromethane and a saturated aqueous solution of sodium bicarbonate. The insoluble matter so precipitated was filtered off. The organic layer so separated was washed with saturated saline and dried over anhydrous sodium sulfate. The solvent was then distilled off under reduced pressure. The residue was dissolved in dichloromethane (30 ml), followed by the addition of 6-chloro-2-naphthylsulfonyl chloride (782 mg). The resulting mixture was stirred at 0 C. for 2 hours. To the reaction mixture, triethylamine (410 μl) was added, followed by stirring at 0 C. for further three hours. The residue obtained by distilling off the solvent under reduced pressure was purified by chromatography on a silica gel column (dichloromethane~3% methanol-dichloromethane), whereby the title compound (759 mg, 33%) was obtained. 1H-NMR (CDCl3) δ: 1.71(1H,br s), 2.15-2.55(4H,m), 2.90-3.05(2H,m), 3.15-3.25(1H,m), 3.60-3.70(5H,m), 7.55-7.60(1H,m), 7.75-7.80(1H,m), 7.85-7.95(3H,m), 8.30(1H,s). MS (FAB) m/z: 383 [(M+H)+, Cl35], 385 [(M+H)+, Cl37].
33% With potassium hydrogencarbonate; triethylamine;palladium-carbon; In dichloromethane; acetic acid; [Referential Example 110] 1-[(6-Chloronaphthalen-2-yl)sulfonyl]-3-methoxycarbonylmethylpiperazine In acetic acid (40 ml), 1,4-dibenzyl-2-methoxycarbonylmethylpiperazine (2.04 g) was dissolved, followed by the addition of 10% palladium carbon (water content: about 50%, 2.00 g). The resulting mixture was subjected to catalytic reduction at room temperature for 4 hours under 4 atmospheric pressure. After removal of the catalyst by filtration, the residue obtained by distilling the filtrate under reduced pressure was added withdichloromethane and a saturated aqueous solution of potassium bicarbonate. The insoluble matter so precipitated was filtered off. The organic layer so separated was washed with saturated aqueous NaCl solution and dried over anhydrous sodium sulfate. The solvent was then distilled off under reduced pressure. The residue was dissolved in dichloromethane (30 ml), followed by the addition of 6-chloro-2-naphthylsulfonyl chloride (782 mg). The resulting mixture was stirred at 0C for 2 hours. To the reaction mixture, triethylamine (410 μl) was added, followed by stirring at 0C for further three hours. The residue obtained by distilling off the solvent under reduced pressure was purified by chromatography on a silica gel column (dichloromethane ~ 3% methanol-dichloromethane), whereby the title compound (759 mg, 33%) was obtained. 1H-NMR (CDCl3) δ: 1.71(1H,br s), 2.15-2.55(4H,m), 2.90-3.05(2H,m), 3.15-3.25(1H,m), 3.60-3.70(5H,m), 7.55-7.60(1H,m), 7.75-7.80(1H,m), 7.85-7.95(3H,m), 8.30(1H,s). MS (FAB) m/z: 383 [(M+H)+, Cl35], 385 [(M+H)+, Cl37].
 

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