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Chemical Structure| 21402-85-7 Chemical Structure| 21402-85-7

Structure of 21402-85-7

Chemical Structure| 21402-85-7

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Product Details of [ 21402-85-7 ]

CAS No. :21402-85-7
Formula : C6H7NO2
M.W : 125.13
SMILES Code : CNC(C1=CC=CO1)=O

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Application In Synthesis of [ 21402-85-7 ]

* 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 [ 21402-85-7 ]

[ 21402-85-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 21402-85-7 ]
  • [ 4876-10-2 ]
  • [ 950383-83-2 ]
YieldReaction ConditionsOperation in experiment
29% With sodium hydride; In N,N-dimethyl-formamide; at 20℃; for 2h; Step 2: N-Methyl-N-[(2-oxo-1,2-dihydroquinolin-4-yl)methyl]-2-furamide Sodium hydride (180 mg, 4.50 mmol) and <strong>[4876-10-2]4-(bromomethyl)quinolin-2(1H)-one</strong> (500 mg, 2.10 mmol) were added to a solution of N-methylfuran-2-carboxamide (260 mg, 2.08 mmol) in DMF (20 mL). The reaction mixture was then stirred for 2 h at RT before being concentrated and the residue purified by silica gel flash column chromatography (5percent MeOH in DCM) to afford 170 mg (29percent) of N-methyl-N-((2-oxo-1,2-dihydroquinolin-4-yl)methyl)-2-furaxamide as a white solid. 1H NMR (400 MHz, DMSO-d6) delta 11.74 (s, 1H), 7.75 (m, 3H), 7.53 (m, 1H), 7.34 (m, 1H), 7.23 (m, 1H), 7.20 (m, 1H), 6.20 (s, 1H), 3.24 (s, 2H), 2.47 (s, 3H). LCMS: 283.0 (M+H)+.
  • 2
  • [ 95091-92-2 ]
  • [ 21402-85-7 ]
YieldReaction ConditionsOperation in experiment
78% With sodium metal trapped in the nanoscale pores of silica gel; In tetrahydrofuran; for 4h;Glovebox; Sealed tube; Inert atmosphere; Reflux; General procedure: In a helium-filled glove box, the desired number ofequivalents of Na-AG or Na-SG were added to a round bottom flask, along with aglass-coated stir bar, and the flask sealed with a septum. This closed systemwas then taken out of the glove box, continuously purged with nitrogen, followedby injection of the pure synthesized Weinreb amide dissolved in THF. The resulting mixture was stirred for thetime specified. After completion of the reaction, the mixture was then partitioned using ethyl acetate and brine. The organic layer was concentrated under reducedpressure using a rotary evaporator. 1H NMR of the crude product wastaken to check for reaction extent/completion and to identify the productsobtained. Crude product was fractionated and purified by columnchromatography on silica gel to afford the desired product and byproducts.
43% With 3C12H16O8S2(2-)*6Na(1+)*C58H42N2; triethylamine; In water; at 20℃; for 5h;Irradiation; General procedure: A 4 mL sample bottle was charged with 4 (0.13 mmol), triethylamine (26.3 mg, 0.26 mmol, 2.0 equiv.),and a H2O solution of 3c (ca. 1.3 mM, 2 mL, 2 mol%), and then it was placed at a distance of 1 cmaway from blue LED lamps (λ= 425 nm). The mixture was irradiated with stirring and cooling by afan for 3-48 h. Then, 5 mL H2O was added, and the resulting mixture was extracted with 15 mL ofCH2Cl2 ×3. The organic layer was dried over Na2SO4 and evaporated. Crude product was purified byGPC.
 

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