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Chemical Structure| 196194-62-4 Chemical Structure| 196194-62-4

Structure of 196194-62-4

Chemical Structure| 196194-62-4

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Product Details of [ 196194-62-4 ]

CAS No. :196194-62-4
Formula : C16H21N3O4
M.W : 319.36
SMILES Code : O=C1NC=NC2=C1C=C(OC)C(OCCCN3CCOCC3)=C2

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Application In Synthesis of [ 196194-62-4 ]

* 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 [ 196194-62-4 ]

[ 196194-62-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 84478-72-8 ]
  • [ 196194-62-4 ]
  • 4-(4-chloro-2-fluoro-5-hydroxyanilino)-6-methoxy-7-(3-morpholinopropoxy)quinazoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
30% With thionyl chloride; In sodium hydrogencarbonate; N,N-dimethyl-formamide; isopropyl alcohol; EXAMPLE 17 A mixture of 6-methoxy-7-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one (370 mg, 1.16 mmol), (prepared as described for the starting material in Example 16), thionyl chloride (5 ml) and DMF (3 drops) was heated at reflux for 2 hours and allowed to cool. The excess thionyl chloride was removed by evaporation and the residue was azeotroped with toluene. A solution of <strong>[84478-72-8]4-chloro-2-fluoro-5-hydroxyaniline</strong> (210 mg, 1.30 mmol), (as described in EP 61741 A2), in isopropanol (10 ml) was added to the solid residue and the mixture was heated at reflux for 2 hours and then allowed to cool. The mixture was diluted with acetone and the precipitate collected by filtration. The crude solid product was suspended in aqueous sodium hydrogen carbonate, collected again by filtration and purified by column chromatography eluding with methylene chloride/methanol/ammonia (100/10/1) to give 4-(<strong>[84478-72-8]4-chloro-2-fluoro-5-hydroxyaniline</strong>)-6-methoxy-7-(3-morpholinopropoxy)quinazoline (160 mg, 30%). 1H NMR Spectrum: (DMSOd6) 2.0(m, 2H); 2.35-2.55(m, 6H); 3.6(t, 4H); 3.95(s, 3H); 4.15(t, 2H); 7.15(m, 2H); 7.35(d, 1H); 7.75(s, 1H); 8.35(s, 1H); 9.35(s, 1H); 10.15(s, 1H), MS-ESI: 463 [MH]+
 

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