Alternatived Products of [ 952059-71-1 ]
Product Details of [ 952059-71-1 ]
CAS No. : | 952059-71-1 |
MDL No. : | MFCD19687166 |
Formula : |
C9H8N2O2
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
176.17
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 952059-71-1 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 952059-71-1 ]
* 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.
- Upstream synthesis route of [ 952059-71-1 ]
- Downstream synthetic route of [ 952059-71-1 ]
- 1
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[ 952059-71-1 ]
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[ 952059-69-7 ]
Yield | Reaction Conditions | Operation in experiment |
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With trichlorophosphate; at 120℃; for 12h; |
Step 5: 8-chloro-3-methoxy-1,5-naphthyridine A two-necked RBF equipped with an air condenser (protected with CaCl2 guard tube) was charged with 7-Methoxy-1H-[1,5]naphthyridin-4-one (13 g) and POCl3 (65 mL). The reaction mixture was allowed to reflux at 120 C. for 12 h. The POCl3 was removed in vacuo and azeotroped twice with toluene. EtOAc (75 mL) was added and the reaction mixture was stirred at 50-60 C. for 15-20 min. EtOAc removed separated by decantation. The organic layers were combined and concentrated. The obtained crude was dissolved in EtOAc (50 ml) and a washed with satd. aqueous sodium bicarbonate. The organic layer was dried over Na2SO4 and concentrated. The resulting solids were suspended in hexane, stirred for 15 min, filtered and dried under vacuum. |
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Step 5: S-chloro-S-methoxy-LS-naphthyridine; A two-necked RBF equipped with an air condenser (protected with CaCl2 guard tube) was charged with 7-Methoxy-lH-[l,5]naphthyridin-4-one (13 g) and POCl3 (65 mL). The reaction mixture was allowed to reflux at 120 0C for 12 h. The POCl3 was removed in <n="51"/>vacuo and azeotroped twice with toluene. EtOAc (75 mL) was added and the reaction mixture was stirred at 50-600C for 15-20 min. EtOAc removed separated by decantation. The organic layers were combined and concentrated. The obtained crude was dissolved in EtOAc (50ml) and a washed with satd. aqueous sodium bicarbonate. The organic layer was dried over Na2SO4 and concentrated. The resulting solids were suspended in hexane, stirred for 15 min, filtered and dried under vacuum. |
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With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In acetonitrile; at 0℃; for 1h; |
Phosphorus oxychloride (0.607 ml) was added dropwise to a stirred mixture of 7-methoxy-4-oxo-l,4-dihydro-l,5-naphthyridine (0.83 g), diisopropylethylamine (1.98 ml) and acetonitrile (8.5 ml) that had been cooled to 0C. The resultant mixture was heated to reflux for 1 hour. The mixture was cooled to ambient temperature and concentrated by evaporation. The residue was partitioned between ethyl acetate and a saturated aqueous sodium bicarbonate solution. The organic solution was dried over magnesium sulphate and evaporated. The residue was purified by column chromatography on silica using increasingly polar mixtures of methylene chloride and ethyl acetate as eluent. There was thus obtained 4-chloro-7-methoxy- 1,5-naphthyridine (0.68 g); 1HNMR SPeCtTOm: (CDCl3) 4.01 (s, 3H), 7.61 (d, IH), 7.66 (d, IH), 8.76 (d, IH), 8.82 (d, IH); Mass Spectrum: M+t 195 and 197. |
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[ 64436-92-6 ]
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[ 952059-71-1 ]