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Chemical Structure| 947688-90-6 Chemical Structure| 947688-90-6

Structure of 947688-90-6

Chemical Structure| 947688-90-6

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Product Details of [ 947688-90-6 ]

CAS No. :947688-90-6
Formula : C9H11NO4
M.W : 197.19
SMILES Code : O=C(OC)CC1=NC=C(O)C=C1OC
MDL No. :MFCD26395041

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Application In Synthesis of [ 947688-90-6 ]

* 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 [ 947688-90-6 ]

[ 947688-90-6 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 249889-68-7 ]
  • [ 947688-90-6 ]
  • [ 952059-87-9 ]
YieldReaction ConditionsOperation in experiment
With caesium carbonate; In N,N-dimethyl-formamide; at 130℃; for 7.0h; Under an atmosphere of argon, a mixture of 4-chloro-6-methoxy-l,5-naphthyridine (0.485 g), methyl 2-(5-hydroxy-3-methoxypyridin-2-yl)acetate (0.493 g), caesium carbonate (1.63 g) and DMF (10 ml) was stirred and heated to 13O0C for 7 hours. The resultant mixture was cooled to ambient temperature and partitioned between ethyl acetate and water. The organic phase was dried over magnesium sulphate and evaporated. The residue was purified by column chromatography on silica using increasingly polar mixtures of ethyl acetate and methanol as eluent. There was thus obtained methyl 2-[3-methoxy-5-(6-methoxy- l,5-naphthyridin-4-yloxy)pyridin-2-yl]acetate as a solid (0.51 g); 1H NMR Spectrum: <n="172"/>T/GB2007/001221- 171 -(DMSOd6) 3.63 (s, 3H), 3.79 (s, 2H), 3.8 (s, 3H)5 3.83 (s, 3H), 7.13 (d, IH), 7.29 (d, IH)5 7.44 (d, IH)5 7.98 (d, IH)5 8.3 (d, IH)5 8.68 (d, IH); Mass Spectrum: M+H+ 356.
  • 2
  • [ 68500-37-8 ]
  • [ 947688-90-6 ]
  • [ 947763-36-2 ]
YieldReaction ConditionsOperation in experiment
With dmap; In chlorobenzene; for 5h;Heating / reflux; Under an atmosphere of argon, a mixture of methyl 2-(5-hydroxy-3-methoxypyridin-2-yl)acetate (0.749 g), <strong>[68500-37-8]4-chloro-7-methoxyquinoline</strong> (J. Med. Chem., 1998, 41, 4918-4926; 0.772 g), 4-dimethylaminopyridine (1.49 g) and chlorobenzene (10 ml) was stirred and heated to reflux for 5 hours. The resultant mixture was cooled to ambient temperature and partitioned between water and ethyl acetate. The organic phase was washed with dilute aqueous hydrochloric acid, dried over magnesium sulphate and evaporated. The residue was stirred under diethyl ether. The resultant solid was isolated. There was thus obtained methyl 2-[3-methoxy-5-(7-methoxyquinolin-4-yloxy)pyridin-2-yl]acetate (0.99 g); 1H NMR: (DMSOd6) 3.64 (s, 3H), 3.82 (s, 3H), 3.83 (s, 2H), 3.95 (s, 3H), 6.57 (d, 1H), 7.31 (m, 1H), 7.43 (d, 1H), 7.54 (d, 1H), 8.09 (s, 1H), 8.21 (d, 1H), 8.65 (d, 1H); Mass Spectrum: M+H+ 355.
  • 3
  • [ 68500-37-8 ]
  • [ 947688-90-6 ]
  • [ 947763-35-1 ]
  • 4
  • [ 249889-68-7 ]
  • [ 947688-90-6 ]
  • [ 952059-86-8 ]
 

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