Pyrazolopyrimidine ureas compound and application thereof
A pyrazolopyridine urea compound technology, applied in the field of pyrazolopyridine urea compounds, can solve the problems of unreported plant growth regulation activity in physical properties, three-waste pollution in the production process, and high production costs
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example 1
[0031] Example 1, compound I a , I b , I c preparation of
[0032] (1) Synthesis of 3-aminopyrazolopyridine
[0033]
[0034] Add 13.8g (0.1mol) of 2-chloro-3-cyanopyridine and 100mL of absolute ethanol to a 250mL three-necked flask, add 10.6g (0.2mol) of 80% hydrazine hydrate dropwise under stirring, and stir for 2 hours at room temperature to precipitate a large amount of The reddish-brown precipitate was suction-filtered, the filter cake was washed with an appropriate amount of ethanol, and dried to obtain 13.0 g of light brown powder with a yield of 98.0% and a melting point of 184-185°C.
[0035] (2)I a Compound Synthesis:
[0036]
[0037] Add 6.7g (0.05mol) of 3-aminopyrazolopyridine and 80mL of ethyl acetate to a 250mL three-necked flask, and add dropwise a mixture of 6.0g of phenyl isocyanate and 20mL of ethyl acetate under stirring at room temperature, and dropwise, Continue to stir and react at room temperature for 2 h, filter with suction, wash the filt...
example 2
[0044] Example 2, compound I d , I e , I f Compound preparation
[0045] (1) Synthesis of 1-N-methyl-3-aminopyrazolopyridine
[0046]
[0047] Add 13.8g (0.1mol) of 2-chloro-3-cyanopyridine and 100mL of absolute ethanol to a 250mL three-necked flask respectively, add 9.2g (0.2mol) of methylhydrazine under stirring, and stir at room temperature for 2 hours, and a large amount of red The brown precipitate was filtered with suction, the filter cake was washed with an appropriate amount of ethanol, and dried to obtain 13.9 g of light brown powder, with a yield of 93.9% and a melting point of 104-106°C.
[0048] (2)I d Compound preparation
[0049]
[0050] Add 7.4g (0.05mol) of 1-N-methyl-3-aminopyrazolopyridine and 80mL of ethyl acetate to a 250mL three-necked flask, and add 6.0g of phenylisocyanate and 20mL of ethyl acetate dropwise at room temperature while stirring After dropping the mixture, continue to stir and react at room temperature for 2 h, filter with sucti...
example 3
[0065] Example 3, cucumber cotyledon expansion test
[0066] The cucumber variety to be tested was Jinyan No. 4. After soaking the seeds, they were sown in an enamel dish with a cover filled with 0.7% agar, and cultured in a dark environment at 26°C for 72 hours. The cotyledons with uniform size were selected for use. The filter paper method in the determination of hormone active substances, the sample test concentration is 10, 1 and 0.1 μg·mL -1 , the solvent is DMF (N,N-dimethylformamide).
[0067] The specific method is: prepare the sample as 100, 10, 1 μg·mL -1 DMF (N,N-dimethylformamide) mother liquor, and then take 0.3mL of each mother liquor and drop evenly on a Φ6cm filter paper sheet. After the solvent is air-dried, put each filter paper sheet containing the sample in a Φ6cm petri dish. Zhang, add 3 mL of distilled water, 10 cotyledons, namely 10, 1 and 0.1 μg·mL -1 deal with. Using distilled water as a control, culture at 26°C and 3000 Lux light intensity, and me...
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