Tag: M.W:100-200

Reference of 89284-61-7 , The common heterocyclic compound, 89284-61-7, name is 4-Chloronicotinonitrile, molecular formula is C6H3ClN2, 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 35 (0.10 g, 0.383 mmol) was dissolved in anhydrous THF (3.99 mL), and 60% wt. in mineral oil) (0.034 g, 0.842 mmol) was added in one portion at 0 C. After 30 4-chloronicotinonitrile (0.133 g, 0.957 mmol) and was added in one portion, and the on mixture was allowed to reach rt overnight (16 h). Afterwards, the reaction mixture was hed with NH4Cl (2 mL), diluted with EtOAc (50 mL), washed with water (2×10 mL), (1×20 mL), dried (Na2SO4), filtered, concentrated, and purified by normal phasematography to give Example 44A (138 mg, 99%). MS (ESI) m/z: 364.1 (M+H)+. Example 44B. Preparation of 4-((aR)-6-aminospiro[3.3]heptan-2- y)nicotinamide NH2

The synthetic route of 89284-61-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMITH II, Leon M.; LADZIATA, Vladimir; DELUCCA, Indawati; PINTO, Donald, J., P.; ORWAT, Michael J.; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; YANG, Wu; SHAW, Scott A.; GLUNZ, Peter W.; PANDA, Manoranjan; (612 pag.)WO2017/123860; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 103-74-2, Adding some certain compound to certain chemical reactions, such as: 103-74-2, name is 2-(2-Hydroxyethyl)pyridine,molecular formula is C7H9NO, 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 103-74-2.

A mixture of 107.5 mg (0.2 mmol) of acid, 45.8 mg (0.22 mmol) of DCC and 6.9 mg (0.05 mmol) of HOBt in 50 ml of DCM is cooled in a bath of ice-cold water. 75.4 mg (0.6 mmol) of the required alcohol are added thereto. The mixture is allowed to warm to room temperature and is stirred for 20 hours. After washing with water, drying (NagSC^) and evaporating, a pasty product is obtained, which is purified by chromatography (SiOa, 1/1 EtOAc/heptane) to give 60 mg (46%) of a pasty product.

According to the analysis of related databases, 103-74-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK PATENT GMBH; WO2006/10423; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 143468-13-7, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 143468-13-7, name is 6-Bromo-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A solution of 6 (1mmol) and 4-nitrophenylchloroformate (1.6mmol) in toluene (18mL, for 7g, h, k, q, r, 8) or CH2Cl2 (18ml for 7j) containing NaOH (3mmol) and a catalytic amount of Bu4NBr (0.05mmol) was heated (40-100C) for 2-7h under a stream of nitrogen. Ethyl acetate was added and the organic phase was washed with water, dried over Na2SO4 and filtered. Following this procedure compounds 7g, h, j, k, q, r, 8 were prepared.

According to the analysis of related databases, 143468-13-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cincinelli, Raffaella; Musso, Loana; Merlini, Lucio; Giannini, Giuseppe; Vesci, Loredana; Milazzo, Ferdinando M.; Carenini, Nives; Perego, Paola; Penco, Sergio; Artali, Roberto; Zunino, Franco; Pisano, Claudio; Dallavalle, Sabrina; Bioorganic and Medicinal Chemistry; vol. 22; 3; (2014); p. 1089 – 1103;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 60832-72-6, Oxazolo[4,5-b]pyridin-2(3H)-one, 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, 60832-72-6, blongs to pyridine-derivatives compound. Recommanded Product: 60832-72-6

To a stirred suspension of [1 ,3]oxazolo[4,5-o]pyridin-2(3H)-one (1-51) (34 g, 0.25 mol) in MeCN (0.35 L) was added NBS (47.6 g, 0.275 mol) in a portionwise manner at 0 C. After addition, the reaction mixture was stirred at room temperature for 3 h. TLC (EtOAc/hexane = 1 :1) indicated the reaction was complete. The precipitate was filtered, washed with cold MeCN (150 ml_) and dried under vacuum to yleld 6-bromo[1 ,3]oxazolo[4,5-o]pyridin-2(3H)-one (I-52) (45 g, 84%) as a yellow solid, which was used directly in the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60832-72-6, its application will become more common.

Reference:
Patent; PFIZER INC.; JOHNSON, Ted William; RICHARDSON, Paul Francis; COLLINS, Michael Raymond; RICHTER, Daniel Tyler; BURKE, Benjamin Joseph; GAJIWALA, Ketan; NINKOVIC, Sacha; LINTON, Maria Angelica; LE, Phuong Thi Quy; HOFFMAN, Jacqui Elizabeth; (335 pag.)WO2016/97918; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6188-23-4 ,Some common heterocyclic compound, 6188-23-4, molecular formula is C7H5BrN2, 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.

EtOH (1.8 mL) was added into a mixture of 4-bromo-3-ethylpyridinehydrobromide (49 mg, 0.18 mmol), B2(OH)4 (49 mg, 0.55 mmol), XPhos-Pd-G2 (14 mg, 0.018 mmol), XPhos (17 mg, 0.037 mmol), and KOAc (54 mg, 0.55 mmol). The reaction was degassed via N2 and stirred at 80C overnight. After cooling to room temperature, solutions of N-(2-(3-bromophenyl)propan-2-yl)-2-(trifluoromethyl)benzenesulfonamide (Intermediate 1J) (100 mg, 0.24 mmol) in EtOH/THF (0.3 mL/0.3 mL) and K2C03 (1.8 M, 0.31 mL, 0.55 mmol) were added respectively into the reaction. The mixture was degassed via N2 again and stirred at 85C overnight. The reaction was cooled to room temperature, filtered through celite, washed with EtOAc (3X), and concentrated in vacuo to give a residue which was dissolved into EtOAc. This solution was washed with brine (IX), dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by MS-HPLC to afford the title compound (16 mg, 20%). LCMS (method A): m/z 449.3 (M+H)+. NMR (CDC13) delta 8.54 (s, 1H), 8.46 (d, 1H), 7.83 (d, 1H), 7.79 (d, 1H), 7.59 (t, 1H), 7.47 (t, 1H), 7.31 (m, 2H), 7.21 (t, 1H), 7.11 (dt, 1H), 7.03 (d, 1H), 5.28 (s, 1H), 2.63 (q, 2H), 1.69 (s, 6H), 1.13 (t, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6188-23-4, its application will become more common.

Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; SHI, Dongchuan; KULTGEN, Steven G.; MCGUINNESS, Brian F; LETOURNEAU, Jeffrey J.; COLE, Andrew G.; BEASLEY, James R.; (358 pag.)WO2018/5801; (2018); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 89284-61-7, name is 4-Chloronicotinonitrile, the common compound, a new synthetic route is introduced below. Safety of 4-Chloronicotinonitrile

A solution of 4-chloronicotinonitrile (1.00 g, 7.22 mmol), 4- methoxybenzylamine (1.03 ml, 7.94 mmol) and potassium carbonate (1.20 g, 8.66 mmol) in propan-2-ol (20 mL) was heated under reflux for 18 hours. The solvent was concentrated in vacuo and the residue partitioned between EtOAc (150 mL) and water (50 mL). The organic phase was dried (Na2SO4), filtered and evaporated to give a brown oil. The oil was pre- adsorbed onto H-MN and purified by flash column chromatography (Si- PPC, cyclohexane: EtOAc, gradient 80:20 to 0:100) to provide the title compound as a white solid (1.61 g, 93%). IH NMR (CDCl3, 300 MHz) 8.46 (d, J = 0.7 Hz, IH), 8.30 (dd, J = 6.1 Hz, 0.7 Hz, IH), 7.24 (dd, J = 8.6 Hz, 2.1 Hz, 2H), 6.92 (dd, J = 8.6 Hz, 2.1 Hz, 2H), 6.55 (d, J = 6.1 Hz, IH), 5.35 (br t, IH), 4.40 (d, J = 5.6 Hz, 2H), 3.82 (s, 3H).

The synthetic route of 89284-61-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; WO2008/67481; (2008); 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.53277-47-7, name is Methyl 2-chloro-6-methylnicotinate, molecular formula is C8H8ClNO2, molecular weight is 185.61, as common compound, the synthetic route is as follows.Safety of Methyl 2-chloro-6-methylnicotinate

[413] Step B: 2-isopropylsulfanyl-6-methyl-nicotinic acid methyl ester [414] 2-Chloro-6-methyl-nicotinic acid methyl ester (1.39 g, 7.44 mmol) obtainedin Step A was dissolved in DMF (15 mL). Cs2CO3 (4.88 g,14.99 mmol) and propane-2-thiol (1.39 mL, 14.99 mmol)were added to the solution, and the mixture was stirred at room temperature for2 hours. The reactant was concentrated under reduced pressure to remove thesolvent. The residue was added with water and then extracted with EtOAc. Theorganic layer was dried with MgSO4, filtered and concentrated underreduced pressure. The obtained residue was purified by column chromatography(eluent EtOAc/Hex = 1/5) to obtain the title compound (1.17 g, 69%).[415] NMR: 1H-NMR (CDCl3) 8.06(1H, d), 6.86(1H, d),4.15(1H, m), 3.90(3H, s), 2.53(3H, s), 1.40(6H, d)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53277-47-7, Methyl 2-chloro-6-methylnicotinate, and friends who are interested can also refer to it.

Reference:
Patent; LG LIFE SCIENCES LTD.; KIM, Young Kwan; KIM, Myoung Yeol; PARK, Sang Yun; PARK, Ok Ku; ARTEMOV, Vasily; LEE, Sang Dae; JOO, Hyun Woo; CHOI, Eun Sil; WO2014/69963; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 68325-15-5, name is 3-Chloro-4-cyanopyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3-Chloro-4-cyanopyridine

3-EthoxyisonicotinonitrileSodium ethoxide (53 mg, 0.74 mmol) was added to a 0C solution of 3-chloro-4-cyanopyridine (100 mg, 0.72 mmol) in DMF (1 mL). The mixture was stirred at 0C for 30 mm and at rt for 2h, then the mixture was concentrated in vacuo. To the residue Et20 was added, and the salts were filtered off. The filtrate was concentrated in vacuo to yield the title compound as a white solid. LC-MSA: tR= 0.67 mm; [M(35Cl)+H]= 149.06.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 68325-15-5, 3-Chloro-4-cyanopyridine.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOLLI, Martin; BOSS, Christoph; BROTSCHI, Christine; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi T.; WO2014/141065; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 571189-49-6 ,Some common heterocyclic compound, 571189-49-6, molecular formula is C10H16N4, 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.

General procedure: The mixture of intermediate d (0.5mmol), intermediate e (0.55mmol), Pd(OAc)2 (0.05mmol), X-phos or Xantphos (0.15mmol), Cs2CO3 (1.25mmol) and 1,4-dioxane or DME were refluxed under argon atmosphere for 1 h-4 h. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography to produce title compound A or B.

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. 571189-49-6, 5-(4-Methylpiperazin-1-yl)pyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Hao; Wang, Jin; Shen, Ying; Wang, Hui-Yan; Duan, Wei-Ming; Zhao, Hong-Yi; Hei, Yuan-Yuan; Xin, Minhang; Cao, Yong-Xiao; Zhang, San-Qi; European Journal of Medicinal Chemistry; vol. 148; (2018); p. 221 – 237;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 19798-77-7 ,Some common heterocyclic compound, 19798-77-7, molecular formula is C5H5ClN2, 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.

General procedure: To a solution of substituted acetylsalicyloyl chlorides (0.022 mol) in anhydrous chloroform (100 mL) was added triethylamine (0.023 mol) at 4 C. After the mixture was stirred for 5-15 min and then substituted 4-amino pyridinewas added portion wise in the ice bath. After warmed to room temperature, the solution was stirred for 24-48 h and then quenched by 1 mL of 1 M hydrochloric acid. The reaction mixture was extracted with 10 % hydrochloric acid (50, 30and 30 mL) and the combined aqueous was basified to pH 7-9 with cooled saturated sodium bicarbonate solution. The yellow precipitation was filtered producing the crude products. After recrystallized in ethanol, the products were isolated as pure form in more than 85 % yields.

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. 19798-77-7, 4-Amino-3-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Dian, He; Zhou, De-Bin; Mou, Jian-Ping; Yang, Zhu-Qing; Zhong, Jia; Ding, Xiao-Quan; Li, Chong; Wang, Xiao-Hong; Zhang, Jian-Gang; Asian Journal of Chemistry; vol. 26; 21; (2014); p. 7269 – 7275;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem