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Chemical Structure| 473927-63-8 Chemical Structure| 473927-63-8

Structure of 473927-63-8

Chemical Structure| 473927-63-8

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Product Details of [ 473927-63-8 ]

CAS No. :473927-63-8
Formula : C11H13ClN2O3
M.W : 256.69
SMILES Code : O=C(OCC)/C(Cl)=N/NC1=CC=C(OC)C=C1
MDL No. :MFCD02852962

Safety of [ 473927-63-8 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H311-H331-H341
Precautionary Statements:P201-P202-P261-P264-P270-P271-P280-P302+P352-P304+P340-P308+P313-P310-P330-P361-P403+P233-P405-P501
Class:6.1
UN#:2811
Packing Group:

Application In Synthesis of [ 473927-63-8 ]

* 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 [ 473927-63-8 ]

[ 473927-63-8 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 545445-44-1 ]
  • [ 473927-63-8 ]
  • [ 503614-91-3 ]
YieldReaction ConditionsOperation in experiment
85% With triethylamine; potassium iodide; In dichloromethane; at 42 - 45℃; Product of example-VA (14.2 g, 0.04 mol), TEA (17 mL, 0.12 mol), and KI (0.64 g, 0.004 mol) were added to a solution of the product of example-VI (11.3 g, 0.044 mol) in MDC (80 mL) at room temperature. The mixture was stirred at 42-45 C. for 12-15 hrs and then cooled to 0 C. To the resulting mixture was added 4.0N hydrochloric acid (50 mL, 0.02 mol) drop wise and stirred at room temperature for 2-4 hrs. Thereafter water (100 mL) was added to the mixture to separate the organic layer. The aqueous layer was extracted with MDC, 50 mL and then the combined organic extracts were washed with brine (2*100 mL), and concentrated to dryness. Recrystallization of the residue from EtOAc and drying in vacuum afforded product as cream colored solid. Yield: 16.58 g, 85%. Purity: 99.5+%
35 g Example-10 Preparation of ethyl 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate (Formula-11) A mixture of 3-morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one compound of formula-8 (30 g), sodium carbonate (26.83 g) and acetone (150 ml) was heated to 45-50 C. (Z)-ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate compound of formula-9 (32.5 g) was added to the reaction mixture at 45-50 C. and stirred for 3 hours at the same temperature. Cooled the reaction mixture to 25-30 C. and aqueous hydrochloric acid (50 ml) in 50 ml of water was added to it at 25-30 C. Stirred the reaction mixture for 2 hours at 25-30 C. Water was slowly added to the reaction mixture and stirred for 45 minutes at 25-30 C. Filtered the obtained solid and washed with water. The obtained solid was recrystallized from toluene (150 ml) to get the title compound. Yield: 35 gm; MR: 155-160 C.; HPLC purity: 97%.
  • 2
  • [ 545445-44-1 ]
  • [ 473927-63-8 ]
  • apixaban [ No CAS ]
  • 3
  • [ 545445-44-1 ]
  • [ 473927-63-8 ]
  • 1-(4-methoxy-phenyl)-7a-morpholin-4-yl-7-oxo-6-[4-(2-oxo-piperidin-1-yl)phenyl]-3a,4,5,6,7,7a-hexahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
80.5% With potassium carbonate; In ethyl acetate; at 0℃;Reflux; Method-B: (0066) To a solution of ethyl (2Z)-chloro[2-(4-methoxyphenyl)hydrazinylidene]ethanoate (200 g 0.78 moles) in ethyl acetate (1000 ml) was added 278 g (0.78 moles) of 3-morpholin-4-yl-1-[4-(2-oxopiperidin-1-yl)phenyl]-5,6-di-hydro-1H-pyridin-2-one under stirring at ambient temperature. The resulting reaction mass was cooled to 0-5 C. and 215 g (1.56 moles) of potassium carbonate were added. The reaction mass was heated to reflux and maintained for 10-12 hrs at this temperature. After completion, the reaction mass was cooled to ambient temperature, purified water (500 ml) was added and the layers were separated. The organic layer was distilled off completely under reduced pressure and the material was mixed with cyclohexane and isolated to obtain 390 g of the title compound (80.5%).
80% With triethylamine; In ethyl acetate; at 0 - 5℃;Reflux; To a solution of ethyl acetate (2000 ml) and ethyl (2Z)-chloro[2-(4-methoxyphenyl) hydrazinylidene]ethanoate (250 g, 0.97 moles) was added to 340 g (0.97 moles) of 3-morpho- lin-4-yl- l-[4-(2-oxopiperidin- l-yl)pheyl]-5,6-di-hydro- lH-pyridin-2-one under stirring at ambient temperature. The resulting reaction mass was cooled to 0-5C and 197 g (1.95 moles) of triethylamine were added. The reaction mass was heated to reflux and maintained at this temperature for 8- 10 hrs. After completion, the reaction mass was cooled to ambient temperature, purified water (100 ml) was added and the layers were separated. The organic layer was distilled off completely under reduced pressure and the material was mixed with cyclohexane and isolated to obtain 450 g of the title compound (80%).
 

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