38041-19-9

Usage

Uses

Used in Pharmaceutical Industry:
4-Aminotetrahydropyran is used as a reactant/reagent for the synthesis of aminothiazole compounds, which are crucial in the development of cancer treatments. Its tetrahydropyran ring structure contributes to the effectiveness of these compounds, making it an essential component in the fight against cancer.
Used in Drug Discovery:
The scaffold of 4-Aminotetrahydropyran is highly useful in drug discovery, particularly for cancer treatment. Its presence in many marketed drugs highlights the importance of 4-Aminotetrahydropyran in the ongoing research and development of novel therapeutics to combat various types of cancer.

InChI:InChI=1/C5H11NO/c6-5-1-3-7-4-2-5/h5H,1-4,6H2/p+1

Upstream product

• 5337-03-1 tetrahydro-2H-pyran-4-carboxylic acid 
• 344329-76-6 tetrahydro-pyran-4-carboxylic acid amide 
• 61128-73-2 tetrahydropyran-4-one oxime 
• 60-29-7 diethyl ether 
• 29943-42-8 Tetrahydro-4H-pyran-4-one 
• 116312-69-7 tetrahydro-2H-pyran-4-yl-hydrazine 
• 1080028-76-7 C₁₀H₁₉NO₂ 
• 2081-44-9 Tetrahydro-pyran-4-ol 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 625126-73-0 N-(Diphenylmethyl)tetrahydro-2H-pyran-4-amine 

Downstream Products

• 38035-10-8 N,N-dimethyl-N-tetrahydro-2H-pyran-4-ylamine 
• 91640-86-7 N-(tetrahydro-2H-pyran-4-yl)benzamide 
• 1001128-48-8 [7-(2,6-Difluorophenyl)-2-(tetrahydro-pyran-4-ylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-(4-fluorophenyl)-methanone 
• 1018978-57-8 4-(2,4-Dimethoxybenzylamino)-3-(5-nitro-4-(tetrahydro-2H-pyran-4-ylamino)pyrimidin-2-ylamino)benzonitrile 
• 1018978-62-5 tert-Butyl 2-(5-nitro-4-(tetrahydro-2H-pyran-4-ylamino)pyrimidin-2-ylamino)-4-(trifluoromethoxy)phenylcarbamate 
• 874888-83-2 (3-nitro-benzyl)-(tetrahydro-pyran-4-yl)-amine 
• 444607-49-2 2-(Tetrahydropyran-4-ylamino)-4-(4-fluoro-2-methylphenyl)-8-(2,6-difluorophenyl)-8H-pyrido[2,3-d]pyrimidin-7-one 
• 444607-46-9 2-(Tetrahydropyran-4-ylamino)-4-(4-fluoro-2-methylphenyl)-8-(2-fluorophenyl)-8H-pyrido[2,3-d]pyrimidin-7-one 
• 656239-37-1 4-(4,4,5,5-tetramethyl-[1,2,3]-dioxaborolan-2-yl)-N-(tetrahydropyran-4-yl)-benzamide 
• 691863-98-6 2-methyl-4-(2-chlorophenyl)-6-(tetrahydropyranyl-4-amino)-4H-1,3,4-pyrimido[4,5-e]oxadiazine 

Relevant academic research and scientific papers

Preparation method of important intermediate 4-aminotetrahydropyran

The invention discloses a preparation method of an important intermediate 4-aminotetrahydropyran. The method comprises the following steps that tetrahydro-4-pyranol is dissolved in polyethylene glycol-200, a prepared Cu-Mo/TS-1 composite is added, a mixture is heated to 60-80 DEG C, under a stirring condition, ammonium hydroxide is added into the mixture dropwise, after dropping is completed, heat-preservation stirring reaction is carried out for 5-6 h, and filtering, extraction and recrystallization are conducted to prepare the 4-aminotetrahydropyran. The preparation method is simple to operate, conditions are mild, by-products are few, the product purity is high, and the product yield is high.

Synthesis method for 4-Aaminotetrahydropyran synthesis

The invention discloses a synthesis method for 4-aminotetrahydropyran. The method comprises the steps that tetrahydro-2H-pyran-4-carboxylic acid is dissolved in water, the temperature is increased to60-70 DEC G by heating, ammonia water is added dropwisely under the condition of stirring, stirring reaction is conducted for 1-2 hours after dropwise adding is completed, the temperature is decreasedto the room temperature after the reaction is completed to obtain tetrahydro-2H-pyran-4-carboxamide mixed solution; cooling is conducted on the prepared tetrahydro-2H-pyran-4-carboxamide mixed solution to reduce the temperature to 5-10 DEC G, NaOH solution is added, NaBrO solution is added dropwisely in the mixed solution after the mixed solution is stirred uniformly, after the dropwise adding iscompleted, the reaction is performed constantly for 1-2 hours under the temperature of 5-10 DEC G, the temperature is decreased to the room temperature after the temperature is increased to 50-60 DECG to perform the reaction constantly for 1 hour, extraction is conducted by using dichloromethane, an organic phase is combined, and after the dichloromethane is removed by distillation through reducing pressure, recrystallization is conducted to obtain the 4-aminotetrahydropyran. The method has the advantages of being simple to operate, mild in condition, less in byproducts, high in product purity, and higher in product yield.

Heterogeneous Catalytic Reductive Amination of Carbonyl Compounds with Ni-Al Alloy in Water as Solvent and Hydrogen Source

The heterogeneous catalytic reductive amination of carbonyl compounds has been achieved by reactions of ammonium hydroxide and various amines with ketones and aldehydes. The process is based on the application of Raney type Ni-Al alloy in an aqueous medium. The reaction of the carbonyl compounds with the amine provided the corresponding Schiff bases that immediately underwent a reduction to provide primary and secondary amines as products. The controlled reaction of the Al content of the alloy with the solvent water generates hydrogen, and the in situ formed Raney Ni serves as a hydrogenation catalyst. The method is a simple and efficient way of preparing a broad variety of primary and secondary amines.

4-Aminotetrahydropyrans process for one-pot synthesis

The invention discloses a one-kettle method synthesis process of 4-aminotetrahydropyran. The synthesis process comprises the following steps: synthesizing 4-carboxamide tetrahydropyran by taking 4-cyano-tetrahydropyran and a sodium hydroxide solution (or a potassium hydroxide solution) as raw materials, further slowly adding a sodium hypochlorite solution (or a sodium hypobromite solution) into 4-carboxamide tetrahydropyran, then heating till reflux, and performing decarboxylation to generate a product, namely 4-aminotetrahydropyran. All the reaction raw materials are placed into one kettle for reaction, the appropriate reaction conditions are selected for synthesizing 4-aminotetrahydropyran, and the synthesis process has the advantages of high selectivity, few impurities, no need of separating intermediate products, high yield and high practical value.

IMIDAZO [1, 2 - B] PYRIDAZINE - BASED COMPOUNDS, COMPOSITIONS COMPRISING THEM, AND USES THEREOF

Imidazo[1,2-b]pyridazine-based compounds of the formula (I): are disclosed, wherein R1, R2 and R3 are defined herein. Compositions comprising the compounds and methods of their use to treat, manage and/or prevent diseases and disorders mediated by mediated by adaptor associated kinase 1 activity are also disclosed.

Synthesis of primary amines from secondary and tertiary amines: Ruthenium-catalyzed amination using ammonia

Splitting of secondary and tertiary amines! The first selective catalytic synthesis of primary amines from secondary and tertiary amines with ammonia is reported. The products are obtained in yields up to 84 %. Copyright

An efficient and general synthesis of primary amines by ruthenium-catalyzed amination of secondary alcohols with ammonia

Atom efficiency and selectivity are the key features of the first homogeneously catalyzed amination of secondary alcohols with ammonia to give the corresponding primary amines (see scheme). This novel amination method relies on the commercially available catalyst [Ru3(CO)12]/ cataCXium PCy and does not require any additional source of hydrogen.

SOLUBLE EPOXIDE HYDROLASE INHIBITORS

Disclosed are amide, thioamide, urea and thiourea compounds and compositions that inhibit soluble epoxide hydrolase (sEH), methods for preparing the compounds and compositions, and methods for treating patients with such compounds and compositions. The compounds, compositions, and methods are useful for treating a variety of sEH mediated diseases, including hypertensive, cardiovascular, inflammatory, and diabetic-related diseases.

PROCESS FOR PRODUCTION OF 4-AMINOTETRAHYDROPYRANS AND SALTS THEREOF WITH ACIDS, INTERMEDIATES FOR THE PROCESS, AND PROCESS FOR PRODUCTION THEREOF

The present invention relates to a process for preparing 4-aminotetrahydropyran compound and an acid salt thereof represented by the formula (2): wherein R represents a hydrogen atom or a hydrocarbon group, which comprises subjecting a 4-hydrazinotetrahydropyran compound or an acid salt thereof represented by the formula (1) : wherein R has the same meaning as defined above, to decomposition reaction in the presence of at least one compound selected from Raney nickel, noble metal catalyst and metal oxide, and a synthetic intermediate thereof and a process for preparing the same.

Discovery of 4-{4-[3-(pyridin-2-yl)-1H-pyrazol-4-yl]pyridin-2-yl}-N- (tetrahydro-2H-pyran-4-yl)benzamide (GW788388): A potent, selective, and orally active transforming growth factor-β type I receptor inhibitor

Inhibitors of transforming growth factor β (TGF-β) type I receptor (ALK5) offer a novel approach for the treatment of fibrotic diseases such as renal, hepatic, and pulmonary fibrosis. The optimization of a novel phenylpyridine pyrazole series (1a) led to the identification of potent, selective, and orally active ALK5 inhibitors. The cellular potency and pharmacokinetics profiles of these derivatives were improved and several compounds presented antifibrotic activity when orally administered to rats in an acute liver model of dimethylnitrosamine- (DMN-) induced expression of collagen IA1 mRNA, a major gene contributing to excessive extra cellular matrix deposit. One of the most potent ALK5 inhibitors identified in this chemical series, compound 13d (GW788388), reduced the expression of collagen IA1 by 80% at a dose of 1 mg/kg twice a day (b.i.d.). This compound significantly reduced the expression of collagen IA1 mRNA when administered orally at 10 mg/kg once a day (u.i.d.) in a model of puromycin aminonucleoside-induced renal fibrosis.