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Chemical Structure| 890092-19-0 Chemical Structure| 890092-19-0

Structure of 890092-19-0

Chemical Structure| 890092-19-0

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Product Details of [ 890092-19-0 ]

CAS No. :890092-19-0
Formula : C13H16N2O2
M.W : 232.28
SMILES Code : O=CC1=CC=C(N2CCN(C(C)=O)CC2)C=C1
MDL No. :MFCD05862988
InChI Key :DYRIBKWUSUQUNN-UHFFFAOYSA-N
Pubchem ID :2052146

Safety of [ 890092-19-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H332
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

Application In Synthesis of [ 890092-19-0 ]

* 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 [ 890092-19-0 ]

[ 890092-19-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 890092-19-0 ]
  • [ 31930-18-4 ]
  • 1-(4-(4-(4-hydroxy-7-nitroquinazolin-2-yl)phenyl)piperazin-1-yl)ethan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
18% General procedure: Anthranilic amide 6 (1 eq), NaHSO3 (1.2 eq) and a corresponding aldehyde building block (1eq) were dissolved in DMAc and the solution stirred for 30 min. pTSA (0.1 eq) was added andthe mixture was stirred at 155°C for 18 h. After concentration of the reaction mixture in vacuoand separation between saturated NaHCO3 and DCM, the crude product was purified by flashcolumn chromatography to isolate the desired 2-arylquinazoline. Preparation of 1-(4-(4-(4-hydroxy-7-nitroquinazolin-2-yl)phenyl)piperazin-1-yl)ethan-1-one (7c). According to the common procedure, amide 6 (1 g, 5.5 mmol), NaHSO3 (690mg, 6.6 mmol), aldehyde (1.3 g, 5.6 mmol) and pTSA (100 mg, 0.5 mmol) in DMAc (50 mL)were converted to a crude reaction mixture that was purified by flash column chromatography(0percent?2percent MeOH/DCM) to give 390 mg (18percent) of the described target compound. 1H NMR(500 MHz, DMSO-d6) delta 12.58 (s, 1H), 8.34 (d, J = 2.1 Hz, 1H), 8.30 (d, J = 8.7 Hz, 1H), 8.16 (d,J = 9.0 Hz, 2H), 8.12 (dd, J = 8.7, 2.2 Hz, 1H), 7.06 (d, J = 9.0 Hz, 2H), 3.67-3.54 (m, 4H), 3.43-3.38 (m, 2H), 3.34-3.29 (m, 2H), 2.05 (s, 3H); 13C NMR (126 MHz, DMSO-d6) delta 168.4, 154.1,152.8, 151.3, 129.3, 128.1, 120.5, 119.0, 113.7, 46.8, 46.5, 45.0, 40.4, 21.2; HRMS (ESI-MS): Calculatedfor C20H20O4N5 [M+H]+: 393.15098; found: 393.15035.
 

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