Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 110651-92-8, 7-Chloro-6-nitrothieno[3,2-b]pyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Formula: C7H3ClN2O2S, blongs to pyridine-derivatives compound. Formula: C7H3ClN2O2S

A mixture of 7-chloro-6-nitrothieno[3,2-b]pyridine (0.055 g, 0.26 mmol) (Example 1, Step 2), cyclohexanamine (59 muL, 0.51 mmol) and N,N-diisopropylethylamine (0.13 mL, 0.77 mmol) in isopropyl alcohol (0.87 mL) was heated at 90 C. for 2 h. The resulting mixture was concentrated to give the desired product, which was used directly in the next step. LCMS calculated for C13H16N3O2S (M+H)+: m/z=278.1. Found: 278.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,110651-92-8, 7-Chloro-6-nitrothieno[3,2-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Incyte Corporation; Li, Yun-Long; Zhu, Wenyu; Mei, Song; Glenn, Joseph; US2014/121198; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.189005-44-5, name is 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetic acid, molecular formula is C17H16N2O2, molecular weight is 280.3211, as common compound, the synthetic route is as follows.COA of Formula: C17H16N2O2

One proceeds as described in Example 2 except that methanolic hydrogen chloride is replaced by 5.0 g of p -toluene-sulfonic acid catalyst and the reaction mixture is heated to boiling for 6 hours. The crystalline product is recrystallized from acetonitrile. Thus 22.2 g of methyl-[6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine-3-yl]-acetate are obtained, yield 75.6 %. The product is identical in all respects with the compound prepared according to Example 1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,189005-44-5, 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetic acid, and friends who are interested can also refer to it.

Reference:
Patent; EGIS GYOGYSZERGYAR RT.; EP1259509; (2005); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 58584-86-4, name is Ethyl 2,6-dichloronicotinate, molecular formula is C8H7Cl2NO2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. SDS of cas: 58584-86-4

Production Example 7 1.00 g of ethyl 2,6-dichloronicotinate was dissolved in 10 mL of methylene chloride, and 1.05 g of sodium methoxide (28 wt% of methanol solution) was added thereto at room temperature. After stirring at room temperature for 2 days, the reaction mixture was concentrated, and the residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain 511 mg of methyl 6-chloro-2-methoxynicotinate as a white solid.

With the rapid development of chemical substances, we look forward to future research findings about 58584-86-4.

Reference:
Patent; Astellas Pharma Inc.; EP2085383; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 147269-67-8 , The common heterocyclic compound, 147269-67-8, name is Benzyl (2-oxo-1,2-dihydropyridin-3-yl)carbamate, molecular formula is C13H12N2O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a stirred solution of benzyl (2-oxo-1,2-dihydropyridin-3-yl)carbamate (3.17 g, 12.96 mmol) in 1,4-dioxane (150 mL) under nitrogen atmosphere, NaH (0.5 19 g, 12.96 mmol) was added and kept stir at rt for 10 mi 2-chloro-5-fluoro-4-methylpyrimidine (1.9 g, 12.96 mmol) was added and heated in a pressure tube at 110 C for 24h. Thereaction mixture was concentrated under vacuum to remove the solvent. To the crude resiude was extracted with EtOAc (50 mL) and water (50 mL). The aq. layer was further extracted with EtOAc (3 x 5OmL) and the combined organic layer was washed with brine (50 mL), dried over sodium sulfate. The desired product benzyl (1-(5-fluoro-4- methylpyrimidin-2-yl)-2-oxo- 1 ,2-dihydropyridin-3 -yl)carbamate (300 mg, 0.820 mmol,6.32 % yield) was isolated as a brown solid by ISCO (24g silica gel, solid loading, 40-100% ethyl acetate/pet ether).

The synthetic route of 147269-67-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LIU, Chunjian; LIN, James; MOSLIN, Ryan M.; WEINSTEIN, David S.; TOKARSKI, John S.; WO2015/89143; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 98273-19-9 ,Some common heterocyclic compound, 98273-19-9, molecular formula is C7H5Cl2NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A screw-cap vial was charged with methyl 4,6-dichloropicolinate (0.300 g, 1.46 mmol), potassium carbonate (0.302 g, 2.18 mmol), palladium (II) acetate (0.016 g, 0.073 mmol), XPhos (0.104 g, 0.22 mmol), morpholine (0.127 mL, 1.46 mmol), and toluene (5 mL). The yellow solution was stirred at 100 C for 18 h, filtered through Celite and coned. The crude material was purified by columnchromatography (silica, 0-50% EtOAc in hexanes) to afford (in order of elution) methyl 4-chloro-6-morpholinopicolinate and methyl 6-chloro-4-morpholino- picolinate as white amorphous solids. Isomers assigned by NOESY. Mass Spectrum (ESI) m/e = 257.0 (M + 1); 257.0 (M + 1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98273-19-9, its application will become more common.

Reference:
Patent; AMGEN INC.; DRANSFIELD, Paul, John; GONZALEZ LOPEZ DE TURISO, Felix; KOHN, Todd, J.; PATTAROPONG, Vatee; SIMARD, Jillian, L.; WO2012/3283; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 118650-08-1, Adding some certain compound to certain chemical reactions, such as: 118650-08-1, name is Methyl 2-(5-bromopyridin-3-yl)acetate,molecular formula is C8H8BrNO2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 118650-08-1.

Step 2: methyl 2-(5-bromopyridin-3-yl)acetate Ex.12a (303 mg, 1 .32 mmol), 1-(piperazin-1-yl)ethan-1-one (247 muIota_, 1 .98 mmol) and Cs2C03 (644 mg, 1.98 mmol) were charged to a screw cap tube, dry toluene (4 mL) was added and the mixture was degassed by nitrogen bubbling for 5 min. Then Pd2(dba)3 (60 mg, 0.07 mmol) and XPhos (63 mg, 0.13 mmol) were incorporated and the reaction Ex.12b mixture was stirred at 110 C for 16h. The reaction mixture was cooled to r.t, diluted with EtOAc and water. The two phases were separated. The organic layer was dried over MgS04, filtered and the solution was concentrated to dryness. The crude material was purified by column chromatography eluting with a gradient of Heptane/EtOAc from [100:0] to [0:100]. The product fractions were combined and concentrated to dryness to afford methyl 2-[5-(4-acetylpiperazin-1-yl)pyridin-3-yl]acetate Ex.12b (97 mg, 13%) as yellow oil.

According to the analysis of related databases, 118650-08-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (76 pag.)WO2018/138356; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.113975-22-7, name is 2-Fluoro-3-iodopyridine, molecular formula is C5H3FIN, molecular weight is 222.99, as common compound, the synthetic route is as follows.Recommanded Product: 2-Fluoro-3-iodopyridine

To a solution of 40% METHYLAMINE in water (60 mL) was added 2-fluoro-3-iodo- pyridine (2.0 g, 8.97 MMOL), and the reaction mixture was refluxed under argon for 4 h. The cooled reaction was diluted with ethyl acetate and water. The organic layer was washed with water, brine, and dried. The solvent was evaporated under reduced pressure to give 1.70 g (81.0%) of crude PRODUCT. H-NMR (ACETONE-D6) 8 8.06 (dd, J = 4.8, 1. 5 Hz, 1H), 7.89 (dd, J = 7. 2, 1. 8 Hz, 1H), 6.34 (m, 1 H), 5.60 (broad, s, 1H), 2.94 (d, J = 4.5 Hz, 3H); Rf = 0.68 (30% ethyl acetate-hexane).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113975-22-7, 2-Fluoro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/14566; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 82671-06-5, 2,6-Dichloro-5-fluoropyridine-3-carboxylic acid, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Formula: C6H2Cl2FNO2, blongs to pyridine-derivatives compound. Formula: C6H2Cl2FNO2

CDI (35.6 g, 220 mmol) was added portionwise to a solution of C1 (42 g, 200 mmol) in THF (400 mL).The mixture was stirred for 5 min, protected with Ar, heated to 50 C, and reacted for 1 h.After LC-MS monitoring, the starting material disappeared, and the reaction mixture was diluted with toluene (100 mL) and concentrated to half of the original volume.The resulting mixture was cooled to 0 C and ammonium hydroxide (55 mL, 400 mmol) was slowly added.The reaction was carried out for 10 min at room temperature, diluted with EA (200 mL) and washed with water (100 mL*3).The organic layer was dried over anhydrous Na 2 SO 4 and dried. PE/EA (10/1, 200 mL) beaten, filtered,The remaining mother liquor was concentrated to half of the initial volume, cooled to 0 C, and the solid was again precipitated and filtered.The two crops were combined to give a pale-yellow solid product 74-1 (22.10 g, yield 53%).The primary product was used in the next reaction without purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,82671-06-5, 2,6-Dichloro-5-fluoropyridine-3-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Weijing Biological Pharmaceutical (Shanghai) Co., Ltd.; Fan Houxing; Xie Yuli; (72 pag.)CN110256421; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 524955-09-7, Adding some certain compound to certain chemical reactions, such as: 524955-09-7, name is 3-Chloro-4-(pyridin-2-ylmethoxy)aniline,molecular formula is C12H11ClN2O, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 524955-09-7.

General procedure: A mixture of (E)-N’-(2-cyano-4-nitrophenyl)-N,N-dimethylformimidamide (5) (2.99g, 13.7 mmol) and appropriate aniline (15.1 mmol) in glacial acetic acid (15.0mL) was refluxed for 2 h. The acetic acid was evaporated and the solid waswashed with water and diethyl ether and dried to afford the titled compounds.

According to the analysis of related databases, 524955-09-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Elkamhawy, Ahmed; Farag, Ahmed Karam; Viswanath, Ambily Nath Indu; Bedair, Tarek M.; Leem, Dong Gyu; Lee, Kyung-Tae; Pae, Ae Nim; Roh, Eun Joo; Bioorganic and Medicinal Chemistry Letters; vol. 25; 22; (2015); p. 5147 – 5154;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 67443-38-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 67443-38-3, name is 5-Bromo-2-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 7: Synthesis of 2-{[5-(3-aminopropyl)-2-methylpyridin-3-yl]amino}-9-(trifluoromethyl)-5,7-dihydro-6Eta-pyrimido[5,4-d][l]benzazepin-6-one; Step 1 : Diethyl (5-bromo-3-nitropyridin-2-yl)malonate; To a suspension of NaH (60% in mineral oil, 27.9 g, 0.69 mol) in DMF (300 mL) at 5-10 0C was slowly added ethyl malonate (125 mL, 0.69 mol) over 30 min. The mixture was allowed to stir for 20 min at rt, during which time the suspension became a solution. A solution of 5-bromo-2-chloro-3- nitropyridine (75 g, 0.32 mol) in DMF (75 mL) was added slowly at 5-10 0C. The resulting dark red mixture was allowed to stir at 40 0C for 2 h. The reaction mixture was then poured into IM AcOH (0.75 L) and extracted with DCM (3 x 250 mL). The organic solutions were combined, washed with water and brine, dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography to give diethyl (5-bromo-3-nitropyridin-2-yl)malonate (260 g, 99%) as a yellow oil.

According to the analysis of related databases, 67443-38-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BHARATHAN, Indu, T.; DUFFEY, Matthew, O.; ELDER, Amy, M.; GUO, Jianping; LI, Gang; REYNOLDS, Dominic; SOUCY, Francois; VOS, Tricia, J.; WO2010/65134; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem