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Chemical Structure| 162220-96-4 Chemical Structure| 162220-96-4

Structure of 162220-96-4

Chemical Structure| 162220-96-4

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Product Details of [ 162220-96-4 ]

CAS No. :162220-96-4
Formula : C12H11ClN2O3
M.W : 266.68
SMILES Code : O=C(C1=C(Cl)C2=NC(OC)=CC=C2N=C1)OCC

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Application In Synthesis of [ 162220-96-4 ]

* 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 [ 162220-96-4 ]

[ 162220-96-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 53241-92-2 ]
  • [ 162220-96-4 ]
YieldReaction ConditionsOperation in experiment
62% Preparation of 4-chloro-6-methoxy-ri,51naphthyridine-3-carboxyric acid ethyl ester: A solution of 6-methoxy-4-oxo-l,4-dihydro-[l,5]naphthyridine-3-carboxylic acid ethyl ester (110.0 g, 407.67 mmol, 1.0 eq) in phosphorus oxychloride (650 mL) is refluxed for 4 hours. Then the reaction mixture is cooled to room temperature and the solvent is evaporated. The residue is poured into ice water and the resulting mixture is basified with 25% ammonium hydroxide to pH = 8~9 and extracted with ethyl acetate (3 x 500 mL). The combined organic layers are dried over sodium sulfate, filtered and evaporated to give a brown solid as crude product, which is then purified by column chromatography (silica gel, eluent: ethyl acetate:petroleum ether, 1 :4, v/v) to afford 4-chloro-6-methoxy- [l,5]naphthyridine-3-carboxylic acid ethyl ester as a light yellow solid (78 g, 62% yield).1H-NMR (400 MHz, CDCl3) δ ppm: 9.05 (s, IH), 8.27 (d, J = 9.2 Hz,lH), 7.25 (d, J = 9.2 Hz, IH), 4.52 (q, J = 6.8 Hz, 2H), 4.17 (s, 3H), 1.47 (t, J = 6.8 Hz, 3H). MS m/z (+ESI): 267.1 [M+H]+.
 

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