34643-89-5

Upstream product

• 68-12-2 N,N-dimethyl-formamide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 705-62-4 N,N-dimethyl-N'-phenylthiourea 
• 97391-36-1 1-benzyl-3-<(N,N-dimethylamino)methylene>-2-pyrrolidinone 
• 75-93-4 methyl bisulfate 
• 17773-58-9 2-benzyl-3-dimethylamino-acrylaldehyde 
• 88905-12-8 2-benzyl-1,3-propanedione 
• 88905-17-3 (E)-2-Benzyl-3-methoxy-propenal 
• 950596-59-5 N′-[2-cyano-4,5-{bis(2-methoxyethoxy)phenyl}]-N,N-dimethylformamidine 
• 903597-10-4 N’-(2-cyano-4-iodophenyl)-N,N-dimethyl formamidine 
• 18856-68-3 diethyl N,N-dimethylaminomethylenemalonate 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 2407-68-3 3-dimethylaminoacrylonitrile 
• 696-68-4 6-(dimethylamino)fulvene 
• 1252634-37-9 N⁽⁶⁾-benzoyl-3-ethyl-4-formylsydnonimine 

Relevant academic research and scientific papers

Tautomerism in the solid state and in solution of a series of 6-aminofulvene-1-aldimines

To study systems able to sustain intramolecular proton-transfer, we have prepared a series of six aminofulvene aldimines including several labeled with 15N and 2H. These compounds show coupling constants through the hydrogen bond, 1hJ(15N-1H) and 2hJ(15N-15N). The position of the tautomeric equilibria, i.e., on what nitrogen atom is the proton, was determined in the solid state and in solution. The crystal structure of N{([5-[(phenylamino)methylene]- 1,3-cyclopentadien-1-yl]methylene})pyrrole-1-amine (3) has been determined by X-ray analysis. In solution, both N-H and C-H tautomers were observed and their structures assigned by NMR spectroscopy. Particularly useful is the value of the 1J(15N-1H) coupling constant.

PROCESSES FOR PREPARING A MDM2 INHIBITOR

The present invention provides commercial processes for preparing 2- ((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-l-((S)-l-(isopropylsulfonyl)-3-methylbutan-2-yl)-3 -m ethyl-2-oxopiperi din-3 -yl)acetic acid as well as intermediates thereof.

Practical Synthetic Method for the Preparation of Pyrone Diesters: An Efficient Synthetic Route for the Synthesis of Dolutegravir Sodium

A highly efficient and practical synthetic method for the preparation of pyrone diesters was established. The pyrone diester 3c can be prepared from readily available starting materials on a multihundred gram scale. The pyrone diester 3c can easily be converted to dolutegravir sodium (1). The synthetic route demonstrated herein provides an efficient and atom-economical synthetic method for preparing this potent anti-HIV agent.

Synthetic method of diethyl dimethylaminomethylenemalonate

The invention belongs to the technical field of chemical synthesis, and concretely relates to a synthetic method of diethyl dimethylaminomethylenemalonate. The synthetic method provided by the invention includes the following steps: (1) reacting a compound I with a compound II at 70-90 DEG C to obtain a compound III; and (2) reacting the compound III and a compound IV with organic solvents at 20-30 DEG C in the presence of a catalyst and organic bases to obtain a compound V. The synthetic method of the invention is high in product yield, low in production cost, simplified in post-treatment operation, energy saving, environmentally friendly, and easy in large-scale production. The concrete synthetic route is shown in the description.

Preparation method of enamine compounds

The invention relates to the field of preparation of enamine compounds, and discloses a preparation method of the enamine compounds shown in a formula (I). The method comprises the step of enabling acompound as shown in a formula (II) to react with a compound as shown in a formula (III) in presence of an alkaline substance; the formula (I), the formula (II) and formula (III) are described in thedescription, wherein R1 is hydrogen or alkyl groups of C1-C4; R2, R3 and R4 are the same or different and are independently the alkyl groups of C1-C4; n is 0 or 1. The preparation method is simpler and more convenient in process, easy in obtaining of raw materials, lower in cost, and high in reaction conversion rate and selectivity.

Preparation method of azoxystrobin intermediate

The invention relates to a preparation method of an azoxystrobin intermediate. According to the method, a compound shown in a formula (II) serves as a raw material and reacts with a methylating agentunder a basic condition to obtain the azoxystrobin intermediate shown in a formula (I), wherein Z1 represents halogen. The method has the advantages that the reaction time is short, the total yield ishigh, the cost of raw materials is low, and the method is suitable for large-scale production and has very important significance for industrial production of final products of azoxystrobin. The formula (II) and the formula (I) are shown in the description.

Increasing global access to the high-volume HIV drug nevirapine through process intensification

Access to affordable medications continues to be one of the most pressing issues for the treatment of disease in developing countries. For many drugs, synthesis of the active pharmaceutical ingredient (API) represents the most financially important and technically demanding element of pharmaceutical operations. Furthermore, the environmental impact of API processing has been well documented and is an area of continuing interest in green chemical operations. To improve drug access and affordability, we have developed a series of core principles that can be applied to a specific API, yielding dramatic improvements in chemical efficiency. We applied these principles to nevirapine, the first non-nucleoside reverse transcriptase inhibitor used in the treatment of HIV. The resulting ultra-efficient (91% isolated yield) and highly-consolidated (4 unit operations) route has been successfully developed and implemented through partnerships with philanthropic entities, increasing access to this essential medication. We anticipate an even broader global health impact when applying this model to other active ingredients.

A Bench-Stable Vilsmeier Reagent for in situ Alcohol Activation: Synthetic Application in the Synthesis of 2-Amino-2-Thiazolines

A robust, chemoselective direct condensation/cyclization of thioureas and amino alcohols is described. Employing a bench-stable Vilsmeier reagent, methoxymethylene- N, N -dimethyliminium methyl sulfate, the selective in situ activation of alcohols is achieved with high efficiency and broad functional-group tolerance. The reversible interaction of the Vilsmeier reagent with substrate was key to the success of this activation strategy.

Synthesis method of 3-amino-5-N,N-dimethyl pyrazole

The invention relates to a synthesis method of 3-amino-5-N,N-dimethyl pyrazole, and belongs to the field of chemical synthesis. Aiming at problems that when amino-containing pyrazole compounds are prepared by a conventional one-pot method, the yield and the activity of the compounds are low, and the synthesized products are liable to decompose when affected by the environment, the synthesis method comprises the steps of preparing N-methoxymethylene-N,N-dimethylmethanesulfonamide from methyl iodide and dimethylformamide, preparing sodium cyanoacetate from cyanoacetic acid and sodium hydroxide, and then preparing N,N-dimethylaminoacrylonitrile by mixing N-methoxymethylene-N,N-dimethylmethanesulfonamide and sodium cyanoacetate, and then by conducting a reaction between N,N-dimethylaminoacrylonitrile and hydrazine hydrate, 3-amino-5-N,N-dimethyl pyrazole is obtained. By adopting a two-step method for preparing 3-amino-5-N,N-dimethylpyrazole, the yield of the N, N-dimethyl pyrazole compound is increased to 75-80%.

LOWCOST, HIGH YIELD SYNTHESIS OF NEVIRAPINE

Improved methods of producing the HIV drug substance, nevirapine are provided. The methods employ a cost effective and high yield synthetic methods for preparing the nevirapine building block 2-chloro-3-amino-4-picoline (CAPIC) and 2-cyclopropyl amino nicotinate (Me-CAN), and improvements in other steps of nevirapine synthesis.