879126-98-4

Upstream product

• 24666-56-6 rac-α-aminoglutarimide hydrochloride 
• 98475-07-1 2-bromomethyl-3-nitro-benzoic acid methyl ester 
• 19171-18-7 4-NT 
• 202271-82-7 t-butyl N-(1-oxo-4-nitroisoindolin-2-yl)-L-glutamine 
• 874760-70-0 t-butyl-N-(1-oxo-4-nitroisoindolin-2-yl)-L-glutamine 
• 874760-71-1 N-(1-oxo-4-nitroisoindolin-2-yl)-L-glutamine 
• 847871-99-2 3-(4-amino-1-oxo-1,3-dihydro-1H-isoindol-2-yl)piperidine-2,6-dione hemihydrate 
• 4976-88-9 (S)-methyl 5-amino-2-(tert-butoxycarbonylamino)-5-oxopentanoate 
• 31140-42-8 (RS)-(2,6-dioxopiperidin-3-yl)carbamic acid tert-butyl ester 
• 56-86-0 L-glutamic acid 
• 1155-62-0 N-benzyloxycarbonyl-L-glutamic acid 
• 2650-64-8 Cbz-L-Gln 
• 59382-59-1 2-methyl-3-nitro-benzoic acid methyl ester 
• 827026-45-9 3-(4-nitro-1-oxoisoindolin-2-yl)piperidine-2,6-dione 

Downstream Products

• 444288-89-5 3-[4-(3-Chloro-benzylamino)-1-oxo-1,3-dihydro-isoindol-2-yl]-piperidine-2,6-dione 
• 1061604-41-8 3-(4-hydroxy-1-oxo-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione 
• 847871-99-2 3-(4-amino-1-oxo-1,3-dihydro-1H-isoindol-2-yl)piperidine-2,6-dione hemihydrate 
• 1421593-80-7 N-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)acetamide 
• 444289-22-9 N-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)benzamide 

Relevant academic research and scientific papers

Compound for targeted degradation of BTK protein

The invention provides a compound with the capability of degrading Bruton's tyrosine protein kinase (Btk) protein in a targeted manner, and particularly provides a compound as shown in the following formula I0, wherein the definition of each group is described in the specification. The compound provided by the invention can well degrade Btk protein in a targeted manner, so that the compound can be used for treating diseases related to Btk activity or expression quantity, such as tumors.

Influence of Linker Attachment Points on the Stability and Neosubstrate Degradation of Cereblon Ligands

Proteolysis targeting chimeras (PROTACs) hijacking the cereblon (CRBN) E3 ubiquitin ligase have emerged as a novel paradigm in drug development. Herein we found that linker attachment points of CRBN ligands highly affect their aqueous stability and neosubstrate degradation features. This work provides a blueprint for the assembly of future heterodimeric CRBN-based degraders with tailored properties.

Method for synthesizing lenalidomide

The invention belongs to the field of chemical synthesis, and particularly relates to a method for synthesizing lenalidomide. The method adopts three-step polymerization, and specifically comprises: (1) carrying out a bromination reaction on 2-methyl-3-nitromethyl benzoate as a starting raw material and a bromination reagent to generate a compound 1 2-bromomethyl-3-nitromethyl benzoate; (2) performing cyclization on the compound 1 and 3-aminopiperidine-2,6-dione hydrochloride under a solvent-free condition to generate a compound 2 3-(4-nitro-1-oxo-1,3-dihydroisoindole-2-yl)piperidine-2,6-dione; and (3) reducing the compound 2 with a reducing agent to obtain lenalidomide. According to the invention, the method is a novel preparation process method of lenalidomide, and has advantages of easily available process raw materials, short steps, simple and convenient operation, environmental friendliness, implementation value of industrial production, and social and economic benefits.

Method for preparing lenalidomide

The invention provides a method for preparing lenalidomide. Specifically, the invention provides a method for preparing lenalidomide, which comprises a nitro-reduction step. The nitro-reduction step comprises the following steps: in a first solvent, under acidic conditions, in the presence of a reducing agent and a catalyst, a nitro-reduction reaction is carried out on a compound shown as a formula II to obtain a compound shown as a formula I; wherein the catalyst is palladium on carbon; the reducing agent is hypophosphorous acid or hypophosphite. The process is high in reaction yield, low inproduction cost and environment-friendly, and has great implementation value and social and economic benefits.

Anhydrous preparation method of lenalidomide

The invention relates to an anhydrous preparation method of lenalidomide. The invention discloses a novel method for preparing a 3-(4-amino-1-oxo-1,3-dihydro-2H-isoindole-2-yl) piperidine-2,6-diketoneanhydrous compound, and belongs to the technical field of chemical synthesis. The process route is short in steps, simple and convenient to operate and mild in reaction conditions, and the finally obtained product is excellent in quality and easy for industrial production.

Preparation method of lenalidomide B crystal form

The invention provides a preparation method of a lenalidomide B crystal form. Specifically the method comprises the following steps: (1) dissolving a raw material lenalidomide in alcohol to obtain a solution containing lenalidomide; and (2) adding water into the lenalidomide-containing solution obtained in the step (1), and crystallizing to obtain a lenalidomide B crystal form, wherein the alcoholis selected from 1,3-propylene glycol, 1,2-propylene glycol, and a combination of 1,3-propylene glycol and 1,2-propylene glycol. The method has high stability and high reliability.

PYRIDAZINE DERIVATIVES AS SMARCA2/4 DEGRADERS

The present invention provides pyridazine derivatives of formula (I), which are therapeutically useful as SMARCA2/4 degraders. These compounds are useful in the treatment and/or prevention of diseases or disorders dependent upon SMARCA2/4 in a mammal. The present invention also provides preparation of the compounds and pharmaceutical compositions comprising at least one of the pyridazine derivatives of formula (I) or a pharmaceutically acceptable salt, or a stereoisomer thereof.

Preparation method of lenalidomide

The invention provides a preparation method of lenalidomide. The preparation method of the lenalidomide comprises the steps of preparing an intermediate 2-halogen methyl-3 methyl nitrobenzoate and anintermediate 3-amino piperidine-2,6-diketone, and preparing the lenalidomide by using the two intermediates. The preparation method of the lenalidomide is simple in steps, high in yield, low in cost,and beneficial to industrial production.

Preparation method of lenalidomide

The invention discloses a synthesizing method of lenalidomide. The method comprises the steps that the compound shown in the formula 1 is reacted with thionyl chloride and an alcohol solvent to obtainthe compound shown in the formula 2; the compound shown in the formula 2 is reacted with chloroformate to obtain anhydride, the anhydride is reduced to obtain the compound shown in the formula 3; thecompound shown in the formula 3 is reacted with a chloride agent to obtain the compound shown in the formula 4; the compound shown in the formula 4 and the compound shown in the formula 5 are subjected to a condensation reaction, and the compound shown in the formula 6 is obtained; the compound shown in the formula 6 is reduced in the presence of hydrogen to obtain the lenalidomide shown in the formula 7. The initial raw materials used in the method are low in cost and easy to obtain, the synthesizing steps are simple, the operation is simple, the yield is high, the production cost is low, and industrial production is facilitated.

Green production method of low-cost lenalidomide

The invention relates to a green production method of low-cost lenalidomide. According to the method, in presence of a solvent and an alkali, 3-aminopiperidine-2,6-dione and 1-halo-acetoacetate are subjected to dehydrogenation halogen acid condensation, dealcoholizing amidation, 2-halo-4-nitrobutanal dehydration and dehydrochlorination or dehydrobromination, 3-(7-nitro-3-oxo-1H-isoindol-2-yl)piperidine-2,6-dione is obtained, the process is completed with a one-pot method, nitro is reduced into amino by catalytic hydrogenation of 3-(7-nitro-3-oxo-1H-isoindol-2-yl)piperidine-2,6-dione, and lenalidomide is prepared. The method has the advantages of cheap and easily available raw materials, short technological process, simple operation and environmental protection and is a production method beneficial to industrialization.