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[ CAS No. 1243245-68-2 ] {[proInfo.proName]}

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Chemical Structure| 1243245-68-2
Chemical Structure| 1243245-68-2
Structure of 1243245-68-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1243245-68-2 ]

CAS No. :1243245-68-2 MDL No. :MFCD29921904
Formula : C16H17NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 255.31 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 1243245-68-2 ]

* 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 [ 1243245-68-2 ]

[ 1243245-68-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 660867-80-1 ]
  • [ 15250-46-1 ]
  • [ 1243245-68-2 ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In ethanol; toluene; at 90℃; for 10h;Inert atmosphere; Sealed tube; To a sealed tube were added 2-methyl-4-(4,4,5,5-tetramethyl- 1,3,2- dioxaborolan-2-yl)pyridine (2.2g, 10 mmol), ethyl 2- (4-iodophenyl) acetate 26-1 (2.9 g, 10 mmol), Pd(PPh3)4 (0.231g, 0.2 mmol), toluene (30 mL), ethanol (10 mL) and 2M Na2CO3 (10 mL). The reaction mixture was flushed with nitrogen and stirred at 90C for 10 hours. After cooled down to room temperature, the reaction mixture was diluted into 200 mL ethyl acetate and washed with saturated sodium bicarbonate solution and then brine. The organic phase was dried over Na2SO4 and then taken to dryness by rotary evaporation. The crude product was purified by silica gel flash chromatography, eluted with 50% ethyl acetate in hexane to give ethyl 2-(4-(2- methylpyridin-4-yl)phenyl)acetate 26-2 as an oil. MS m/z 256.1 (M + 1).
  • 2
  • [ 660867-80-1 ]
  • [ 14062-25-0 ]
  • [ 1243245-68-2 ]
YieldReaction ConditionsOperation in experiment
75% With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; In tetrahydrofuran; at 75℃; for 12h;Inert atmosphere; A mixture of A1-1 (640 mg, 2.63 mmol) and <strong>[660867-80-1]2-methyl-4-pyridine boronic acid pinacol ester</strong> (1.1 g, 55%, 2.90 mmol) was dissolved in tetrahydrofuran (10 mL), Pd (PPh3) 4 (243 mg, 0.21 mmol) And cesium carbonate (1.7 g, 5.26 mmol). Under nitrogen protection, replaced with nitrogen five times, heated to 75C , The reaction was carried out for 12 hours. After cooling to room temperature and filtering, the filtrate was concentrated under reduced pressure. Column chromatography (petroleum ether: ethyl acetate = 5: 1) gave a colorless oil (500 mg, 75%).
500 mg With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; In tetrahydrofuran; at 75℃; for 12h;Inert atmosphere; To a suspension of 4-bromo-2-methylpyridine (500 mg, 2.90 mmol), bis(pinacolato)diboron (795 mg, 3.13 mmol) and Pd(dppf)Cl2 (42 mg, 0.058 mmol) in THF (10 mL) was added KOAc (568 mg, 5.80 mmol). The reaction mixture was stirred at 80 C under N2 overnight. After cooling to room temperature, the mixture was diluted with dichloromethane (200 mL) and then filtered. The filtration was concentrated to give the desired product (1.27 g, crude) as a black oil, which was used directly in the next step without further purification. To a suspension of the above crude oil (1.27 g), ethyl 2-(4-bromophenyl)acetate (640 mg, 2.63 mmol) and Pd(PPh3)4 (243 mg, 0.21 mmol) in THF (10 mL) was added Cs2CO3 (1.7 g, 5.26 mmol). The mixture was stirred at 75 C under N2 for 12 h. After cooling to room temperature, the mixture was evaporated and the residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate = 5/1) to give the desired product (500 mg, 75%) as a colorless oil. 1H NMR (400 MHz, CDCl3) delta 8.51 (d, J = 5.2 Hz, 1H), 7.57 (d, J = 8.0 Hz, 2H), 7.38 (d, J = 8.0 Hz, 2H), 7.34 (s, 1H), 7.29 (d, J = 5.2 Hz, 1H), 4.16 (q, J = 7.2 Hz, 2H), 3.66 (s, 2H), 2.60 (s, 3H), 1.26 (t, J = 7.2 Hz, 3H).
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