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Chemical Structure| 1424869-70-4 Chemical Structure| 1424869-70-4

Structure of 1424869-70-4

Chemical Structure| 1424869-70-4

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Product Details of [ 1424869-70-4 ]

CAS No. :1424869-70-4
Formula : C17H13NO2
M.W : 263.29
SMILES Code : O=CC1=CC(OC)=CC(C2=CC=CC3=C2C=CN=C3)=C1

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Application In Synthesis of [ 1424869-70-4 ]

* 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 [ 1424869-70-4 ]

[ 1424869-70-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 262450-65-7 ]
  • [ 371766-08-4 ]
  • [ 1424869-70-4 ]
YieldReaction ConditionsOperation in experiment
81% With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; In 1,4-dioxane; at 80℃; for 12h;Inert atmosphere; To a 15 mL screw cap pressure vessel was added aldehyde 6 (0.450 g, 2.09 mmol), isoquinoline boronic acid (0.725 g, 4.18 mmol), Cs2CO3 (2.06g, 6.28 mmol), Pd(PPh3)2Cl2 (0.147 g, 0.20 mmol, 10% Pd), and anhydrous dioxane (5 mL). The mixture was stirred, degassed by purging with argon, sealed and placed in an 80 C oil bath for 12hrs (overnight). The dark colored mixture was cooled, diluted with ether (10 mL) and filtered through a pad of celite, rinsing with ether. The filtrate was concentrated and the residue purified by flash chromatography (SiO2 20g, 3:1 Hexanes / EtOAc) to afford the aldehyde 8 as a solid (0.445 mg, 81%). 1H NMR (500 MHz, CDCl3) delta 10.04 (s, 1H), 9.31 (s, 1H), 8.50 (d, J = 5.99 Hz, 1H), 8.02 (q, J = 3.87, 4.75 Hz, 1H), 7.68 - 7.64 (m, 3H), 7.56 (s, 1H), 7.48 (s, 1H), 7.28 (s, 1H), 3.93 (s, 3H); 13C NMR (125 MHz, CDCl3) delta 191.76, 160.32, 152.99, 143.75, 141.28, 138.03, 137.45, 133.80, 130.94, 128.86, 127.90, 126.78, 124.82, 122.72, 117.95, 111.55, 55.73; HRMS (DART, MH+) m/z 264.1024 (calculated for C17H14NO2, 264.1025).
 

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