Pyridine-derivatives

Reference of 16063-69-7, Adding some certain compound to certain chemical reactions, such as: 16063-69-7, name is 2,4,6-Trichloropyridine,molecular formula is C5H2Cl3N, 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 16063-69-7.

2,4,6-Trichloropyridine (5 g, 27.4 mmol) in anhydrous THF (100 ml) was cooled to -78 C. A solution of n-butyllithium (22.27 ml, 28.8 mmol) (1.6M in hexane) was added slowly at -78 C. The solution was stirred at -78 C. for 30 mins, then treated with a solution of ethyl formate (10.15 g, 137 mmol) maintaining an internal temperature below -74 C. The resulting solution was stirred at -78 C. until all starting material was consumed (monitored by TLC, 9:1 heptane/EtOAC), then it was quenched at -78 C. with a solution of saturated ammonium chloride and 50 ml 0.5N aq. HCl under vigorous stirring. It was then allowed to warm to r.t. The quenched mixture was extracted with EtOAc, the organic phase was washed with brine, dried over MgSO4, and concentrated. The crude residue (light yellow solid) was purified by flash chromatography on silica gel with 0-20% EtOAc/heptane to provide 5.1 g (88% yield) of the desired 2,4,6-trichloronicotinaldehyde as a white solid. 1H NMR (400 MHz, chloroform-d3) delta ppm=10.42 (s, 1H), 7.45 (s, 1H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 16063-69-7, 2,4,6-Trichloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; BARBE, Guillaume; BEBERNITZ, Gregory Raymond; GENG, Sicong; GULGEZE EFTHYMIOU, Hatice Belgin; LIAO, Lv; MA, Fupeng; MO, Ruowei; PARKER, David Thomas; PENG, Yunshan; PEUKERT, Stefan; YAMADA, Ken; YASOSHIMA, Kayo; (78 pag.)US2018/111932; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 142266-62-4, 2,5,6-Trichloronicotinamide, 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, SDS of cas: 142266-62-4, blongs to pyridine-derivatives compound. SDS of cas: 142266-62-4

Oxalyl chloride (2 M in DCM. 1.73 mL, 3.46 mmol) was added to a mixture of 2,5,6-trichloronicotinamide (0.710 g, 3.15 mmol, Intermediate P) in tetrahydrofuran (16 mL); the mixture was stirred at 65 C. for 30 min. The reaction mixture was poured into a flask containing 6-isopropyl-N4,N4-bis(4-methoxybenzyl)pyrimidine-4,5-diamine (1.236 g, 3.15 mmol), and the reaction mixture was stirred at RT for 15 min. The reaction mixture was diluted with EtOAc (150 mL), added to a separatory funnel, and washed with saturated, aqueous sodium bicarbonate (2*100 mL); the organic layer was separated, dried over anhydrous Na2SO4, and concentrated in vacuo to give N-((4-(bis(4-methoxybenzyl)amino)-6-isopropylpyrimidin-5-yl)carbamoyl)-2,5,6-trichloronicotinamide (2.30 g, 3.57 mmol, >99% yield) as an amber foam. MS (ESI, +ve) m/z: 642.7/644.8 (M+1)+.

The synthetic route of 142266-62-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amgen Inc.; ALLEN, John Gordon; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; Booker, Shon; ALLEN, Jennifer Rebecca; CHU-MOYER, Margaret; AMEGADZIE, Albert; CHEN, Ning; GOODMAN, Clifford; LOW, Jonathan D.; MA, Vu Van; MINATTI, Ana Elena; NISHIMURA, Nobuko; PICKRELL, Alexander J.; WANG, Hui-Ling; SHIN, Youngsook; SIEGMUND, Aaron C.; YANG, Kevin C.; TAMAYO, Nuria A.; WALTON, Mary; XUE, Qiufen; US2019/374542; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 74115-13-2, 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.74115-13-2, name is 5-Bromo-3-pyridinol, molecular formula is C5H4BrNO, molecular weight is 174, as common compound, the synthetic route is as follows.

An aqueous sodium hypochlorite solution (5% chlorine, 43 mL) was added to a solution of 5-bromopyridin-3-ol (5.0 g) and sodium hydroxide (1.3 g) in water (50 mL) at room temperature, and the mixture was stirred overnight. After addition of an additional aqueous sodium hypochlorite solution (5% chlorine, 10 mL), the mixture was stirred at room temperature for 3 hr. The reaction mixture was neutralized with acetic acid, and the resulting precipitate was collected by filteration to give the title compound (4.54 g) as a light brown solid, which included 5-bromo-2,4-dichloropyridin-3-ol as a byproduct. The solid was subjected to the next reaction without further purification. 1H NMR (400 MHz, CHLOROFORM-d) delta 7.49 (1H, s), 8.06 (1H, s).

The chemical industry reduces the impact on the environment during synthesis 74115-13-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Takeda Pharmaceutical Company Limited; KASAI, Shizuo; IGAWA, Hideyuki; TAKAHASHI, Masashi; KINA, Asato; EP2848622; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 929617-35-6, 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. 929617-35-6, name is 5-Bromo-1H-pyrazolo[3,4-c]pyridine, molecular formula is C6H4BrN3, 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.

General procedure: To a stirred solution of 5-bromo-1H-pyrrolo[2,3-c]pyridine (500 mg, 2.53 mmol) in DMF (5 mL), K2C03(875 mg, 6.345 mmol) was added. After 10min, ferf-butyl 3-bromopropylcarbamate (724 mg, 3.045 mmol) was added and the reaction mixture was heated at 60C for 26h. The reaction mixture was cooled to RT, poured into ice water and extracted with EtOAc (2 x100 mL). The organic layer was washed with brine solution (2 x 20 mL), dried over anhydrous Na2SO4, filtered and the filtrate was concentrated to dryness. The crude compound was triturated with n-pentane to afford the title compound (200 mg, 27%) as a yellow solid. LC-MS (method 1): Rt = 2.15 min; m/z = 354.18 (M+H+).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 929617-35-6, 5-Bromo-1H-pyrazolo[3,4-c]pyridine.

Reference:
Patent; ORYZON GENOMICS, S.A.; SALAS SOLANA, Jorge; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; (195 pag.)WO2018/149986; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13535-01-8 ,Some common heterocyclic compound, 13535-01-8, molecular formula is C5H5BrN2, 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 solution of 3-amino-5-bromo pyridine (XX) (1.0 g, 5.78 mmol) in dry pyridine (10 mL) was added pivaloyl chloride (XXI) (769 mg, 6.38 mmol). The reaction mixture was stirred at room temperature for 3 h. The reaction was poured into an ice water/saturated aqueous NaHCO3 mixture and stirred for 30 min. The precipitate was filtered, washed with cold water and dried at room temperature to yield N-(5-bromopyridin-3-yl)pivalamide (XXII) as an off- white solid (1.082 g, 4.22 mmol, 73.1% yield). 1H NMR (DMSO-d6, 500 MHz) delta ppm 1.23 (s, 9H), 8.37 (d, J=2Hz, 1H), 8.39 (t, J=2Hz, 1H), 8.80 (d, J=2Hz, 1H), 9.58 (brs, 1H); ESIMS found C10H13BrN2O m/z 258.9 (Br81M+H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 13535-01-8, 5-Bromopyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAMUMED, LLC; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (322 pag.)WO2016/40193; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 100366-75-4 ,Some common heterocyclic compound, 100366-75-4, molecular formula is C6H3F3IN, 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.

Intermediate 36: 2-{[5-(Trifluoromethyl)pyridin-2-yl]methyl}cyclopentan-1-amine hydrochloride Step (i): [5-(Trifluoromethyl)pyridin-2-yl]methanol To the solution of 2-iodo-5-(trifluoromethyl)pyridine (CAS number 100366-75-4; 10 g, 69.4 mmol) in toluene (250 ml) at -78 C. was added n-BuLi in hexane (2.5 M, 15.0 mL, 37.5 mmol). The reaction was stirred at -78 C. for 15 minutes. To this was then added drop wise DMF (3.5 ml) and then stirred at -78 C. for 1 hour. Sodium borohydride (2.74 g, 72.0 mmol) and methanol (50 ml) were added and the resulting reaction mixture was stirred for 30 minutes and then allowed to warm to room temperature. The reaction was cooled to -10 C. and to this was then added a saturated solution of ammonium chloride. The organics were extracted with ethyl acetate (2×200 ml) and the combined organics were washed with brine, dried over sodium sulfate and concentrated in vacuo to afford the title compound which was used without further purification. 1H NMR (400 MHz, DMSO) delta ppm 4.66-4.65 (m, 2H), 5.69-5.66 (m, 1H), 7.71-7.69 (m, 1H), 8.23-8.21 (m, 1H), 8.87 (s, 1H) MS ES+: 178

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 100366-75-4, 2-Iodo-5-trifluoromethylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Fieldhouse, Charlotte; Glen, Angela; Maine, Stephanie; Fujimoto, Tatsuhiko; Robinson, John Stephen; US2015/232460; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 910543-72-5 , The common heterocyclic compound, 910543-72-5, name is 3-Amino-5-bromo-1-methylpyridin-2(1H)-one, molecular formula is C6H7BrN2O, 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.

vii. The compound 9 (1.0 eq) was dissolved in DCM, then methanol(0.01eq) and glacial acetic acid(0.01eq) were added to facilitate dissolution. After stirring a little while, the HCHO or CH3CHO liquid was added slowly. The reaction mixture was stirred at room temperature for 0.5 hour. After the reaction was completed by TLC detection, Na(CN)BH3 (3.0 eq) was added into the reaction mixture, the reaction lasted for 1 hour. Then the mixture were evaporated under reduced pressure to remove the solvent and the residual methanol, and the obtained crude product was extracted with EA/H2O/brine, dried. Intermediate 10 was gained. The yield was 60%.

The synthetic route of 910543-72-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rong, Juan; Feng, Zhan-Zhan; Shi, Yao-Jie; Ren, Jing; Xu, Ying; Wang, Ning-Yu; Xue, Qiang; Liu, Kun-Lin; Zhou, Shu-Yan; Wei, Wei; Yu, Luo-Ting; Bioorganic and Medicinal Chemistry Letters; vol. 29; 19; (2019);,
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. 6313-54-8, name is 2-Chloroisonicotinic acid, molecular formula is C6H4ClNO2, 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. Recommanded Product: 2-Chloroisonicotinic acid

Step 2 Preparation of Methyl 2-Chloroisonicotinate: To a solution of thionyl chloride (15.0 g, 0.127 mol) in 20 mL of toluene was added 2-chloroisonicotinic acid (10.0 g, 0.063 mol) and the reaction was heated at reflux until gas evolution ceased. Then a solution of methanol (7.7 mL, 0.19 mol) in 10 mL of toluene was added at room temperature over 15 min. The reaction mixture was then refluxed for 1 h and then cooled to room temperature. The clear solution was poured into 100 mL of water, basified with 40% NaOH and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate filtered. The filtrate was concentrated in vacuo to give 8.2 g (83%) of product as a brown oil which solidified upon standing, mp: 36-37 C.

With the rapid development of chemical substances, we look forward to future research findings about 6313-54-8.

Reference:
Patent; Pharmacia Corporation; US6509361; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 93683-65-9 ,Some common heterocyclic compound, 93683-65-9, molecular formula is C6H2ClN3O2, 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.

9.1 g of 2-cyano-3-nitro 6-chloro-pyridine was added, and 200 ml of THF, 100 ml of a saturated ammonium chloride solution, and 16.8 g of iron powder were added and reacted at 50 C for 1 h. After completion of the reaction, it was cooled to room temperature, filtered, and the filter cake was washed with ethyl acetate to give an organic solution.The obtained organic solution was washed once with saturated sodium hydrogen carbonate solution and saturated brine, dried over anhydrous sodium sulfate and concentrated to give a product.After drying, weighed 6.8 g.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,93683-65-9, its application will become more common.

Reference:
Patent; Henan Ruida Pharmaceutical Technology Co., Ltd.; Xu Xuejun; Lin Sheng; (8 pag.)CN108623582; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 58530-53-3, 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.58530-53-3, name is 2,4-Dibromopyridine, molecular formula is C5H3Br2N, molecular weight is 236.892, as common compound, the synthetic route is as follows.

A mixture of the bororate C2 (500 mg, 0.643 mmol), 2,4-dibromopyridine (152 mg, 0.643 mmol), tetrakis(triphenylphosphine) palladium (0) (52 mg, 0.045 mmol), 2 M Na2CO3(aq) (0.8 cm3), EtOH (0.8 cm3) and toluene (2 cm3) was degassed and then heated at reflux with a bath temperature of 110 C under argon for 45 h. The mixture was allowed to cool. The two phases were separated. The aqueous layer was extracted with ether (3×4 cm3). The organic layer and the ether extracts were combined, washed with brine (1×7 cm3) and dried over anhydrous sodium sulfate and the solvents were completely removed. Purification by column chromatography over silica gel using DCM-light petroleum (0:1 to 1:0) as eluent gave 140 mg (27%) ofC-3 as a light brown solid; deltaH(200 MHz; CDCl3) 0.82-1.07 (12 H, m, Me), 1.23-1.68 (16 H, m, CH2); 1.69-1.88 (2 H, m, CH), 3.93 (4 H, m, ArOCH2), 7.04 (4 H, m, ArH), 7.43-7.83 (11 H, m, CarH & ArH), 7.97 (1 H, m, PyH), 8.11(1 H, m, PyH), 8.36 ((2 H, m, CarH), and 8.54 (1 H, m, PyH); m/z [APCI+] 805, 806, 807, 808, 809 (M+).

Statistics shows that 58530-53-3 is playing an increasingly important role. we look forward to future research findings about 2,4-Dibromopyridine.

Reference:
Patent; ISIS INNOVATION LIMITED; THE UNIVERSITY COURT OF THE UNIVERSTIY OF ST ANDREWS; WO2004/20448; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem