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Chemical Structure| 720689-55-4 Chemical Structure| 720689-55-4

Structure of 720689-55-4

Chemical Structure| 720689-55-4

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Product Details of [ 720689-55-4 ]

CAS No. :720689-55-4
Formula : C14H19NO
M.W : 217.31
SMILES Code : OC1=CC=C2CCN(C3CCC3)CCC2=C1
MDL No. :MFCD16987636

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Application In Synthesis of [ 720689-55-4 ]

* 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 [ 720689-55-4 ]

[ 720689-55-4 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 13195-50-1 ]
  • [ 720689-55-4 ]
  • 3-cyclobutyl-7-[(5-nitro-2-thienyl)oxy]-2,3,4,5-tetrahydro-1H-3-benzazepine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In DMF (N,N-dimethyl-formamide); at 80℃; for 16h; A mixture of <strong>[13195-50-1]2-bromo-5-nitrothiophene</strong> (478 mg, 2.3 MMOL), 3-cyclobutyl-2, 3,4, 5-tetrahydro- 1 H-BENZO [d] azepin-7-ol (E3) (500 mg, 2.3 MMOL) and potassium carbonate (765 mg, 5.5 mmol) in dimethylformamide (10 ml) was stirred at 80 °C for 16 hours. The reaction mixture was cooled, diluted with ethyl acetate and washed with water, brine and dried (sodium sulfate). CONCENTRATION IN VACUO and purification of the resulting residue by column chromatography. 880 ammonia: methanol : DICHLOROMETHANE (1: 8: 300) afforded the title compound (E211) ; MS (ES+) m/e 345 [M+H] +.
  • 2
  • [ 19745-07-4 ]
  • [ 720689-55-4 ]
  • 7-[(5-chloro-2-pyrazinyl)oxy]-3-cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepine [ No CAS ]
YieldReaction ConditionsOperation in experiment
3-CYCLOBUTYL-2, 3,4, 5-TETRAHYDRO-1H-BENZO [d] azepin-7-ol (E3) (184 mg, 0.85 MMOL) was dissolved in dry dimethylformamide (3 ml), cooled to 0 °C and treated with sodium hydride (60 percent in mineral oil, 36 mg, 0.89 MMOL). The mixture was allowed to warm to room temperature over 30 minutes. A solution of 2, 5-dichloropyrazine (D47) (139 mg, 0.94 MMOL) in dry dimethylformamide (1 ml) was added and the mixture stirred at room temperature for 5 hours. The mixture was applied to a SCX column and washed with methanol then a mixture of. 880 ammonia/methanol (1: 9). The basic fractions were combined and concentrated in vacuo to afford the title compound (268 mg); MS (ES+) m/e 330 [M+H] +.
  • 3
  • [ 720689-55-4 ]
  • [ 3034-48-8 ]
  • 3-cyclobutyl-7-[(5-nitro-1,3-thiazol-2-yl)oxy]-2,3,4,5-tetrahydro-1H-3-benzazepine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Sodium hydride (60percent disp. in mineral oil, 150 mg, 3.66 MMOL) was added to a stirred solution of 3-cyclobutyl-2, 3,4, 5-TETRAHYDRO-1H-BENZO [d] azepin-7-ol (E3) (530 mg, 2.43 MMOL) in dimethylformamide (10 ML) at 5 °C. After 0.5 hours a solution of 2-bromo-5-nitro- 1, 3-thiazole (1.0 g, 4.78 MMOL) in dimethylformamide (5 ML) was added and the reaction mixture was allowed to warm to room temperature and stir for 2 hours. The reaction mixture was diluted with ethyl acetate and the organic layer was washed with water, brine, dried (sodium sulfate) and concentrated in vacuo. Purification by column chromatography eluting with a mixture of 0.880 ammonia: methanol : DICHLOROMETHANE (0.25 : 2.25 : 97.5) afforded the title compound (E210A) ; MS (ES+) m/e 346 [M+H] +.
 

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