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Method for preparing 3-tertiary butyl-1H-pyrazole-4-formaldehyde

A technology of tert-butyl and pyrazole, which is applied in the field of preparation of 3-tert-butyl-1H-pyrazole-4-carbaldehyde, can solve the problems of harsh reaction conditions and low yield, and achieve easy availability of raw materials and high yield High and mild reaction conditions

Active Publication Date: 2014-05-07
上海毕得医药科技股份有限公司
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Problems solved by technology

Mainly solve the technical problems of harsh reaction conditions and low yield in the existing preparation method of 3-tert-butyl-1H-pyrazole-4-carbaldehyde

Method used

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  • Method for preparing 3-tertiary butyl-1H-pyrazole-4-formaldehyde
  • Method for preparing 3-tertiary butyl-1H-pyrazole-4-formaldehyde
  • Method for preparing 3-tertiary butyl-1H-pyrazole-4-formaldehyde

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Embodiment Construction

[0029] The technical solutions of the present invention are described below through specific examples, but the protection scope of the present invention is not limited thereto. The raw materials and reagents used in the present invention are all commercially available.

[0030] Step 1, Preparation of 1,2-dimethylamino-4,4-dimethyl-3-oxopentanoic acid methyl ester

[0031] Add 100g (0.63mmol, 1.0eq) of methyl 4,4-dimethyl-3-oxopentanoate into the three-necked flask, and then slowly add N,N-dimethylformamide dimethyl acetal 90.4 g (0.76mmol, 1.2eq), stirred at room temperature (20-25°C), TLC (thin layer chromatography) (PE: EA = 10: 1) to detect the reaction progress, after 48 hours the reaction was complete, the reaction product was directly evaporated to Remove N,N-dimethylformamide dimethyl acetal that did not participate in the reaction in the reaction system, and then add 100ml of toluene twice to spin dry to completely remove N,N-dimethylformamide dimethyl acetal aldehyd...

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Abstract

The invention relates to the field of chemical synthesis, and particularly relates to a method for preparing 3-tertiary butyl-1H-pyrazole-4-formaldehyde. The method comprises the following steps: by taking 4,4-dimethyl-3-methyl propionlyacetae as an initial raw material, preparing a target product 3-tertiary butyl-1H-pyrazole-4-formaldehyde by chemical reactions in four steps. The method disclosed by the invention is available in raw materials, mild in reaction condition, and easy for amplified production, and has good maneuverability in the aspect of purification treatment of an intermediate product.

Description

technical field [0001] The invention relates to the field of chemical synthesis, in particular to a preparation method of 3-tert-butyl-1H-pyrazole-4-carbaldehyde, an important intermediate of mental disease-related drugs. Background technique [0002] AMPA (alpha-amino-3-hydroxy-5-methyl-4-isoxazole-propionic acid) receptors are important members of the ionotropic glutamate receptor family and control in the CNS (central nervous system) Most of the fast excitatory amino acid delivery contributes greatly to synaptic plasticity that plays a role in various physiological processes such as learning and memory. For this reason, agonists and positive allosteric modulators of AMPA receptors can be used as drugs to enhance the function of AMPA receptors, and are widely used in the treatment of schizophrenia, depression, Alzheimer's disease, cognitive deficits, and attention deficit disorders. and attention deficit hyperactivity disorder and other clinical indications. [0003] Com...

Claims

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Application Information

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IPC IPC(8): C07D231/12
CPCC07D231/12
Inventor 李进飞李新玲熊诗传
Owner 上海毕得医药科技股份有限公司
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