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Chemical Structure| 193284-86-5 Chemical Structure| 193284-86-5

Structure of 193284-86-5

Chemical Structure| 193284-86-5

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Product Details of [ 193284-86-5 ]

CAS No. :193284-86-5
Formula : C8H7NO2
M.W : 149.15
SMILES Code : OCC1=COC2=NC=CC=C21

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Application In Synthesis of [ 193284-86-5 ]

* 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 [ 193284-86-5 ]

[ 193284-86-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 193284-86-5 ]
  • [ 51304-61-1 ]
  • [ 193284-82-1 ]
YieldReaction ConditionsOperation in experiment
54% With thionyl chloride; potassium carbonate; In N-methyl-acetamide; toluene; Step 3: 3-(4-(4-Chlorophenyl)-1,2,3,6-tetrahydropyridin-1-yl)methylfuro[2,3-b]pyridine 3-Hydroxymethylfuro[2,3-b]pyridine (101.5 mg, 0.681 mmol) was treated with thionyl chloride (2 ml) and the solution stirred at room temperature for an hour. The mixture was concentrated in vacuo, toluene added (5 ml) and evaporated to dryness. The residue was dissolved in anhydrous dimethylformamide (5 ml), potassium carbonate (0.47 g, 3.40 mmol) and <strong>[51304-61-1]4-(4-chlorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride</strong> (173.3 mg, 0.753 mmol) were added and the mixture stirred at room temperature, under nitrogen, overnight (19 hours). The reaction mixture was poured into water (50 ml) and extracted with ethyl acetate (2*25 ml). The extracts were washed with brine (25 ml), combined, dried (MgSO4) and the residue after evaporation purified by flash chromatography, eluding with 1:1 then 2:1 ethyl acetate/hexane, to afford the title compound (118.3 mg, 54%) as a pale yellow solid. Recrystallisation from ethyl acetate/hexane gave yellow plates, m.p. 115.5-116.5 C.; (Found: C, 70.06; H, 5.19; N, 8.52. C19 H17 ClN2 O requires C, 70.26; H, 5.28; N, 8.62%); δH (CDCl3) 2.54 (2H, br s, tetrahydropyridinyl CH2), 2.78 (2H, t, J 5.6 Hz, tetrahydropyridinyl CH2), 3.23 (2H, m, tetrahydropyridinyl CH2), 3.78 (2H, s, ArCH2 N), 6.06 (1H, t, J 3.5 Hz, tetrahydropyridinyl CH), 7.21-7.32 (5H, m, ArH), 7.68 (1H, s, 2-H), 8.12 (1H, dd, J 7.6, 1.7 Hz, 4-H), 8.34 (1H, dd, J 4.8, 1.7 Hz, 6-H); m/z (ES+) 325/327 (M+1)+.
 

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