A kind of synthetic method of aza 5,6-acyclic compound
A technology of cyclic compounds and synthetic methods, applied in the field of organic synthesis, can solve the problems of large substrate restrictions and low reference significance
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Embodiment 1
[0038] The reaction equation is
[0039]
[0040] A synthetic method of aza 5,6-cyclo compound, comprising the following steps:
[0041] 1) Compound 1 (13.8mg, 0.027mmol) was mixed with dry methyltriphenylphosphine bromide (48mg, 0.135mmol, 5 equivalents), nitrogen was replaced three times, anhydrous toluene (0.5ml) was added, and the temperature was raised to 80 After ℃, potassium tert-amylate (69 μl, 0.12 mmol, 4.5 equivalents) was quickly added, and the reaction was stirred at 80 °C for 10 hours, then returned to room temperature, quenched with saturated ammonium chloride solution, extracted three times by adding ethyl acetate, and combined the organic After phase, backwash with saturated sodium chloride solution, dry over anhydrous sodium sulfate, filter, and concentrate, and the crude product is separated by flash preparative silica gel column (petroleum ether:ethyl acetate=3:1) to obtain white solid compound 2 (10.4 mg, 75%);
[0042] 2) Dissolve compound 2 (25.5mg,...
Embodiment 2
[0044] The reaction equation is
[0045]
[0046] A synthetic method of aza 5,6-cyclo compound, comprising the following steps:
[0047]1) Compound 1 (43mg, 0.084mmol) was mixed with dry methyltriphenylphosphine bromide (105mg, 0.294mmol, 3.5 equivalents), nitrogen was replaced three times, anhydrous toluene (1.6ml) was added, and the temperature was raised to 80°C Afterwards, potassium tert-amyloxide (0.12ml, 0.21mmol, 2.5 equivalents) was added quickly, and the reaction was stirred at 80°C for 1 hour, then returned to room temperature, quenched with saturated ammonium chloride solution, extracted three times by adding ethyl acetate, and combined organic The phase was backwashed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, concentrated, and the crude product was separated by flash preparative silica gel column (petroleum ether:ethyl acetate=3:1) to obtain white solid compound 2 (36.3 mg, 85%);
[0048] 2) Dissolve compound 2 (40...
Embodiment 3
[0050] The reaction equation is
[0051]
[0052] A synthetic method of aza 5,6-cyclo compound, comprising the following steps:
[0053] 1) Mix compound 1 (394mg, 0.77mmol) with dry methyltriphenylphosphine bromide (962mg, 2.70mmol, 3.5eq), replace nitrogen three times, add anhydrous toluene (15ml), heat up to 80°C , potassium tert-amyloxide (1.1ml, 1.93mmol, 2.5 equivalents) was added rapidly, the reaction was stirred at 80°C for 1.5 hours, then returned to room temperature, quenched with saturated ammonium chloride solution, extracted three times with ethyl acetate, and the organic phases were combined After that, it was backwashed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, concentrated, and the crude product was separated by flash preparative silica gel chromatography (petroleum ether: ethyl acetate = 3:1) to obtain white solid compound 2 (347mg, 88%).
[0054] 2) Dissolve compound 2 (400mg, 0.78mmol) in dichloromethane (7.8...
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