Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 99368-66-8, 5-Nitro-3-(trifluoromethyl)pyridin-2-ol, 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, 99368-66-8, blongs to pyridine-derivatives compound. Computed Properties of C6H3F3N2O3

Synthesis of 2-chloro-5-nitro-3-(trifluoromethyl)pyridine, 4 (0076) (0077) A mixture of 5-nitro-3-(trifluoromethyl)pyridin-2(1H)-one 3 (1.50 g, 7.21 mmol), POCl3 (2.76 g, 18.02 mmol) and PCl5 (1.4 g, 10.09 mmol) is heated to about 110-120° C. for 8 hours and then poured into ice water. The mixture is neutralized with solid NaHCO3 and extracted with ethyl acetate (3×40 ml). The combined organic phases is dried over Na2SO4 and all solvents removed under reduced pressure to obtain 2-chloro-5-nitro-3-(trifluoromethyl)pyridine 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,99368-66-8, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; Jung, Michael E.; Sawyers, Charles L.; Ouk, Samedy; Tran, Chris; Wongvipat, John; (28 pag.)US9388159; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 754131-60-7, 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 754131-60-7, name is 3-Bromo-2-(bromomethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of the above crude 3-bromo-2-bromomethylpyridine (70g, 0. 28MOL) in dioxane (SOOML) and water (250mL), was added NACN (28g, 0. 74MOL) at 0C and then stirred at RT for 16h. The reaction mixture was quenched with 3Lit of water and extracted with ethylacetate (4X500ML). The organic layer was washed with water (400L), brine (250mL), dried over NA2SO4 and concentrated to give crude product. The crude was purified by column chromatography over silica gel (pet. ether/ethylacetate, 8: 2) to give 3- BROMOPYRIDINE-2-YL-ACETONITRILE (22g, 40%). [TLC: Pet. ether/ethylacetate, 7: 3, RF= 0. 35] MS (EST) : 199.2 ; MS (ESR) : 197.2.

According to the analysis of related databases, 754131-60-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N. V.; WO2004/98607; (2004); 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. 757251-62-0, name is 4-Chloro-N-methoxy-N-methylpyridine-2-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. Safety of 4-Chloro-N-methoxy-N-methylpyridine-2-carboxamide

Step 2: Preparation of 1-(4-chloropyridin-2-yl)ethanone. To a solution of 4-chloro-N-methoxy-N-methylpicolinamide (11.25 g, 56.08 mmol) in THF (50 mL) at 0°Cwas added MeMgBr(28.O4mL, 84.12 mmol). The mixture was then stirred at r.t. overnight and quenched withsaturated aqueous NH4C1. The resulting mixture was extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4 and concentrated. The residue was purified by flash chromatography to give the desired product. ?H NMR (400 MHz, CDC13): 8.52(d, J = 5.2 Hz, 1H), 7.96 (s, 1H), 7.40 (d, J = 5.2 Hz, 1H), 2.64 (s, 3H).LC-MS: mz 156.0 (M+H).

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, 757251-62-0, 4-Chloro-N-methoxy-N-methylpyridine-2-carboxamide.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; KONTEATIS, Zenon D.; POPOVICI-MULLER, Janeta; TRAVINS, Jeremy M.; ZAHLER, Robert; CAI, Zhenwei; ZHOU, Ding; WO2015/3640; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 73290-22-9, 2-Bromo-5-iodopyridine, 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, Computed Properties of C5H3BrIN, blongs to pyridine-derivatives compound. Computed Properties of C5H3BrIN

To a solution of 2-bromo-5-iodopyridine (1.00 g, 3.52 mmol), tert-butyl (R)-(3H- spiro[benzofuran-2,4′-piperidin]-3-yl)carbamate (1.09 g, 3.52 mmol, Intermediate EB) and Cs2C03 (3.44 g, 10.6 mmol) in toluene (10.0 mL) was added XantPhos-Pd-G4 (339 mg, 352 umol). The mixture was stirred at 80 C for 12 h. The mixture was then filtered and the filtrate was concentrated under reduced pressure to give a residue. The residue was purified by Pre-HPLC (column: Phenomenex Synergi C18 250*50*l0um; mobile phase: [water (0.05%ammonia hydroxide v/v)-ACN]; B%: 46%-7l%, 36min, 80%min) to give (R)-N- ((R)-r-(6-bromopyridin-3-yl)-3H-spiro[benzofuran-2,4′-piperidin]-3-yl)-2-methylpropane-2- sulfmamide (570 mg, 1.23 mmol, 35% yield) as a white solid. LC-MS (ESI+) m/z 466.1 (M+H)+; 1HNMR (400 MHz, CDCl3): d 8.04 (d, J = 3.20 Hz, 1H), 7.31-7.29 (m, 3H), 7.14-7.11 (m, 1H ), 7.56-7.53 (m, 2H), 6.96-6.95 (m, 1H), 6.85 (d, J = 8.00 Hz, 1H), 4.73 (d, J = 10.8 Hz, 1H), 3.72 (d, J = 10.8 Hz, 1H), 3.66-3.53 (m, 2H), 3.26-3.22 (m, 2H), 2.28-2.16 (m, 1H), 2.16-2.13 (m, 1H), 1.96-1.83 (m, 2H), 1.28 (s, 9H).

The synthetic route of 73290-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; TAYLOR, Alexander, M.; LESCARBEAU, Andre; KELLEY, Elizabeth, H.; SHORTSLEEVES, Kelley, C.; WALTERS, W., Patrick; MURCKO, Mark, Andrew; MCLEAN, Thomas, H.; GUNAYDIN, Hakan; GIORDANETTO, Fabrizio; THERRIEN, Eric; (607 pag.)WO2019/183367; (2019); A1;,
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. 94446-97-6, name is 2-Bromo-3-(bromomethyl)pyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 94446-97-6

Step 2: To a solution of the product of Step 1 (595 mg, 2.36 mmol) in DMF was added piperidine (205 mg, 2.4 mmol) and K2CO3 (979 mg, 7.08 mmol), sequentially. The mixture was stirred at rt overnight, quenched with ice-water and then partitioned with ether. The organic layer was dried over Na2SO4, filtered, and concentrated. Purification of the residue by SiO2 chromatography (0-50% EtOAc/hexane) gave the desired compound (-450 mg). CnH15BrN2, LC/ESI-MS: m/z 255 and 257 (C11H15BrN2 H+)

The synthetic route of 94446-97-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2007/53435; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 82205-58-1 , The common heterocyclic compound, 82205-58-1, name is 1-(5-Nitropyridin-2-yl)piperazine, molecular formula is C9H12N4O2, 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.

Example 86Synthesis of 4-[5-(acetylamino)pyridin-2-yl]piperazin-l-yl-5-(4~ fluorophenyl)-6-[4-(methylsulfonyl)phenyl]-2-(trifluoromethyl)pyrimidine4-Chloro-5-(4-fluorophenyl)-6-[4-(methylsulfonyl)phenyl]-2-(trifluoro methyl)pyrimidine (0.15g, 0.35mmol) was treated with l-(5-nitropyridin-2- yl)?iperazine (0.087g, 0.418mmol) and diisopropylethylamine (0.06mL, 0.35mmol), acetonitrile (2.5mL) and heated at 60-650C for 2 hours. Subsequently the reaction mixture was precipitated by the addition of diisopropyl ether (2mL). The above-obtained solid (0.1 Ig, 0.182mmol) was taken up in acetic acid (2mL) and tin (II) chloride dihydrate (0.123g, 0.182mmol) was added to it. Stirring was continued further for 11 hours, and then the reaction mixture was poured onto ice-cold water, and extracted with ethyl acetate (25mL x 2). After neutralization with sodium bicarbonate, the organic layer was evaporated to obtain the crude material, which was purified by column chromatography (2% MeOH in dichloromethane) to yield the title compound. 1H-NMR (DMSOd6) ?: 1.99 (s, 3H), 3.19 (s, 3H), 3.29 – 3.40 (m, 8H), 6.77 (d, IH), 7.19 – 7.23 (m, 2H), 7.31 – 7.34 (m, 2H), 7.36 (d, 2H), 7.74 (d, IH)5 7.80 (d, 2H), 8.24 (d, IH), 9.77 (s, IH, D2O exchangeable). MS m/z: 615.1 (M++l).

The synthetic route of 82205-58-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORCHID RESEARCH LABORATORIES LIMITED; WO2007/83182; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 52833-94-0, 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.52833-94-0, name is 2-Amino-5-bromonicotinic acid, molecular formula is C6H5BrN2O2, molecular weight is 217.02, as common compound, the synthetic route is as follows.

Intermediate 16:2-amino-5-bromo-N-methoxy-N-methylnicotinamide[00400] To a solution of 2-amino-5-bromonicotinic acid (7 g, 32.3 mmol), N,0- dimethylhydroxylamine (5.99 g, 61.37 mmol) in N-methylmorpholine (60 ml) and dichloromethane (500 ml) at OC was added PyBop (25.2 g, 48.45 mmol) portionwise. The solution was allowed to warm to room temperature and the mixture was stirred at room temperature for 18 hours. The reaction mixture was washed with a 2M aqueous solution of NaOH and with a 10wt% solution of citric acid. The organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo. The resulting oil was dissolved in ether and the formed solid was filtered off. The mother liquors were concentrated in vacuo to approximatively half of the original volume. This solution was diluted with dichloromethane and stirred vigorously while adding a 2M HCl solution in diethylether until complete formation of the precipitate. The solid was filtered off and partitioned between a 2M aqueous solution of NaOH and EtOAc. The organic layer was collected, dried over sodium sulfate, filtered and concentrated to dryness to afford the title compound as a cream solid (5.26 g, 63% yield). 1H NMR (DMSO-d6, 400 MHz) delta 3.24 (3H, s), 3.55 (3H, s), 6.35 (2H, s), 7.70 (IH, d), 8.10 (IH, d); MS (ES+) 260, 262.

Statistics shows that 52833-94-0 is playing an increasingly important role. we look forward to future research findings about 2-Amino-5-bromonicotinic acid.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/94992; (2008); A2;,
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

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

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