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Chemical Structure| 1186513-02-9 Chemical Structure| 1186513-02-9

Structure of 1186513-02-9

Chemical Structure| 1186513-02-9

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Product Details of [ 1186513-02-9 ]

CAS No. :1186513-02-9
Formula : C11H13NO2
M.W : 191.23
SMILES Code : O=C(OCC)C1=CC(C=C)=NC(C)=C1
MDL No. :MFCD26388274

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Application In Synthesis of [ 1186513-02-9 ]

* 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 [ 1186513-02-9 ]

[ 1186513-02-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 3998-88-7 ]
  • 2,4,6-trivinylcyclotriboroxane*pyridine complex [ No CAS ]
  • [ 1186513-02-9 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; triphenylphosphine;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; water; at 100℃; for 15h; To a solution of <strong>[3998-88-7]2-chloro-6-methyl-isonicotinic acid ethyl ester</strong> (15 g, 75.1 mmol) in DME (100 mL), vinylboroxine (18.1 g, 75.1 mmol) is added, followed by 2M aq. K2CO3 (15 mL), Pd(PPh3)4 (750 mg, 0.65 mmol), and PPh3 (1.0 g, 6.17 mmol). The mixture is stirred at 1000C for 15 h before it is cooled to rt, diluted with diethyl ether (300 mL) and washed with 1 N aq. NaOH and brine. The org. extract is dried over MgSO4, filtered and evaporated. The crude product is purified by CC on silica gel eluting with heptane:EA 4:1 to give 6-methyl-2- vinylisonicotinic acid ethyl ester (10.1 g) as a yellow oil; LC-MS: tR =0.67 min, [M+1]+ = 192.07.
  • 2
  • [ 92988-08-4 ]
  • [ 3998-88-7 ]
  • [ 1186513-02-9 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate;tetrakis(triphenylphosphine) palladium(0); triphenylphosphine; In 1,2-dimethoxyethane; water; at 100℃; for 15h; b) To a solution of <strong>[3998-88-7]2-chloro-6-methyl-isonicotinic acid ethyl ester</strong> (15 g, 75.1 mmol) in DME (100 mL), vinylboroxine (18.1 g, 75.1 mmol) is added, followed by 2M aq. K2CO3 (15 mL), Pd(PPh3)4 (750 mg, 0.65 mmol), and PPh3 (1.0 g, 6.17 mmol). The mixture is stirred at 100 C. for 15 h before it is cooled to rt, diluted with diethyl ether (300 mL) and washed with 1N aq. NaOH and brine. The org. extract is dried over MgSO4, filtered and evaporated. The crude product is purified by CC on silica gel eluding with heptane:EA 4:1 to give 6-methyl-2-vinylisonicotinic acid ethyl ester (10.1 g) as a yellow oil; LC-MS: tR=0.67 min, [M+1]+=192.07.
 

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