Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 886365-25-9, Methyl 5-bromo-2-methoxyisonicotinate, 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, Quality Control of Methyl 5-bromo-2-methoxyisonicotinate, blongs to pyridine-derivatives compound. Quality Control of Methyl 5-bromo-2-methoxyisonicotinate

XXV-6 was obtained following the synthetic scheme as described above. MS (ES) m/z (M+H) 231.95.

The synthetic route of 886365-25-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1189757-62-7, 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. 1189757-62-7, name is 5-Bromo-3-methoxypyridin-2(1H)-one, molecular formula is C6H6BrNO2, 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.

A mixture of 1-(1-benzyl-5-methyl-1H-pyrazol-4-yl)-2-bromoethan- 1-one (200 mg), 5-bromo-3-methoxypyridin-2(1H)-one (139 mg), K2CO3 (189 mg), and DMSO (3.0 mL) was stirred at room temperature overnight. The mixture was quenched with water, and the resulting solid was collected by filtration and washed with DMSO/water (1:1), water, and isopropyl ether successively. The solid was recrystallized from DMSO/water to give the target compound (156 mg) as a solid. (1387) [00540] 1H NMR (500 MHz, CDCl3): ^ 8.05 (s, 1H), 7.39-7.30 (m, 3H), 7.17- 7.12 (m, 2H), 7.00 (d, J = 2.3 Hz, 1H), 6.71 (d, J = 2.3 Hz, 1H), 5.35 (s, 2H), 5.16 (s, 2H), 3.85 (s, 3H), 2.53 (s, 3H).

According to the analysis of related databases, 1189757-62-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HLA, Timothy; JILISHITZ, Irina; MEINKE, Peter; STAMFORD, Andrew; FOLEY, Michael; SATO, Ayumu; WADA, Yasufimi; FUKASE, Yoshiyuki; KINA, Asato; TAKAHAGI, Hiroki; IGAWA, Hideyuki; POLVINO, William J.; (0 pag.)WO2019/173790; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59237-53-5, 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. 59237-53-5, name is Methyl 6-chloro-5-nitronicotinate, molecular formula is C7H5ClN2O4, 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.

Methyl 6-amino-5-nitropyridine-3-carboxylate from above (182 mg, 0.92 mmol) was dissolved in abs. EtOH (5 ml) and EtOAc (1 ml) and PdC (98 mg, 0.092 mmol,10percent ww) was added. The mixture was stirred at room temperature under an atmosphere of hydrogen for 1 h. The crude mixture was filtered through a pad of Celite with EtOAc. The solvents wereremoved in vacuo to obtain a crude product that was used in the next step without further purification. Yield: 180 mg (quant.); yellow solid. MS (ESI+) m/z 168 [M+H]+. 1H NMR (600 MHz, CD3OD) oe ppm 8.03 (d, J=1.83 Hz, 1 H) 7.38 (d, J=2.14 Hz, 1 H) 3.83 (s, 3 H). 4-Isopropylbenzaldehyde (67 mg, 0.45 mmol) in DMF (1.5 ml) was added dropwise to a solution of methyl 5,6-diaminopyridine-3-carboxylate from above (50 mg, 0.30 mmol) andmethanesulfonic acid (10 jil, 0.15 mmol) in DMF (1.5 ml) at 80 ¡ãC in an open flask. The mixture was stirred for 24 h. The solvent was removed in vacuo. Water and DCM were added and the phases were separated. The organic phase was collected and the solvents were removed in vacuo. The crude product was used in the next step without further purification. Yield: 51 mg (58percent); yellow solid. MS (ESI+) m/z 296 [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 59237-53-5, Methyl 6-chloro-5-nitronicotinate.

Reference:
Patent; KANCERA AB; HAMMER, Kristin; JOeNSSON, Mattias; KRUeGER, Lars; (230 pag.)WO2017/108282; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 845826-99-5, Adding some certain compound to certain chemical reactions, such as: 845826-99-5, name is 5-(4-Fluorophenyl)picolinic acid,molecular formula is C12H8FNO2, 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 845826-99-5.

General procedure: Oxalyl chloride (0.5mmol) was added drop-wise to a stirred mixture of compounds 4a-k or 5a-k (0.2mmol) and DMF (0.01mmol) in dichloromethane (10mL) in room temperature for 10min, and the mixture was distilled and dissolved in dichloromethane (10mL) immediately. The solution was used for the next step without further purification.

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. 845826-99-5, 5-(4-Fluorophenyl)picolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhu, Wufu; Wang, Wenhui; Xu, Shan; Tang, Qidong; Luo, Rong; Wang, Min; Gong, Ping; Zheng, Pengwu; Bioorganic and Medicinal Chemistry; vol. 24; 4; (2016); p. 812 – 819;,
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. 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 175205-81-9

Step B: 2-[3-ethylsulfonyl-5-[4-(trifluoromethyl)-2-pyridyll-2-pyridyll-3,5-dimethyl-6- (trifluoromethyl)imidazo[4,5-clpyridin-4-one (compound A42): A 5mL microwave vial flushed with Argon was charged with 2-bromo-4-(trifluoromethyl)pyridine (0.2656 g, 1.140 mmol), 2-[3-ethylsulfonyl-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-2-pyridyl]- 3,5-dimethyl-6-(trifluoromethyl)imidazo[4,5-c]pyridin-4-one (Step A, 0.3 g, 0.57 mmol), tetrakis (triphenylphosphine) palladium(O) (0.066 g, 0.057 mmol), potassium phosphate tribasic (0.7484 g, 3.420 mmol), toluene (2 mL) and water (2 mL). The mixture was then heated 15′ at 1 10¡ãC under microwave. The reaction mixture was diluted with water and ethyl acetate then, after separation of the phases, the aqueous phase was extracted two time with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated under vacuum. The residue was subjected to column chromatography over silica gel, eluting with ethyl acetate / cyclohexane. The selected fractions were evaporated to yield the title compound as a white solid (90 mg). H NMR (400 MHz, CDCI3) delta ppm 1.41 (t, 3 H), 3.75 (s, 3 H), 3.85 (q, 2 H), 4.13 (s, 3 H), 7.25 (s, 1 H), 7.67 (d, 1 H), 8.12 (s, 1 H), 9.02 (d, 1 H), 9.12 (s, 1 H), 9.65 (s, 1 H).

The synthetic route of 175205-81-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; JUNG, Pierre Joseph Marcel; EDMUNDS, Andrew; JEANGUENAT, Andre; MUEHLEBACH, Michel; STOLLER, Andre; EMERY, Daniel; HALL, Roger Graham; (126 pag.)WO2016/23954; (2016); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 69045-79-0, 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.69045-79-0, name is 2-Chloro-5-iodopyridine, molecular formula is C5H3ClIN, molecular weight is 239.4415, as common compound, the synthetic route is as follows.

General procedure: In a glove box, a flame-dried pressure Schlenk tube was charged with NaI(0.3 equiv). The Schlenk tube was taken out of the glove box and charged with amide 1 (1.5equiv), iodopyridine reagent (1 equiv), Ag2CO3 (1.5 equiv), (BnO)2PO2H (0.2 equiv) andPd(OAc)2 (0.1 equiv). DMA and Toluene (1:20 in v/v ratio, 0.1 M) were added. The tube wastightly closed and flushed with argon by three freeze-pump-thaw cycles. The mixture was stirredat 130 C for 24 h. Subsequently, it was diluted with EtOAc (40 mL) and washed with brine (2 ¡Á20 mL) and water (20 mL). The organic layer was dried over Na2SO4, filtered and concentrated invacuo. The crude product was purified by flash chromatography (hexane/ EtOAc in 85/15 to 50/50v/v ratio). Unless otherwise noted, the reactions were run on 0.1 mmol scale.

Statistics shows that 69045-79-0 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-iodopyridine.

Reference:
Article; Hu, Peng; Bach, Thorsten; Synlett; vol. 26; 20; (2015); p. 2853 – 2857;,
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.127561-18-6, name is 1-(6-(Trifluoromethyl)pyridin-2-yl)piperazine, molecular formula is C10H12F3N3, molecular weight is 231.22, as common compound, the synthetic route is as follows.HPLC of Formula: C10H12F3N3

Add 4- (6-TRIFLUOROMETHYL-2-PYRIDYL) piperazine (46 mg, 0. 2 mmol) to a solution of 4- [6-CHLORO-2- (3-CHLOROPHENYL) PYRIMIDIN-4-YL] morpholine (62 mg, 0. 2 mmol), PD2 (dba) 3 (18 mg, 0. 02 MMOL), and BINAP (17 mg, 0. 02 mmol) in toluene (2 mL) under nitrogen, followed by t-BuOK (45 mg, 0. 4 mmol). Stir the mixture at 90C for 8 hours, dilute with aqueous ammonium chloride, and extract with EtOAc (3 x 10 mL). Dry (MGS04) the combined extracts and concentrate under reduced pressure. Purify the residue using flash chromatography on silica gel (50% hexane/50% ether) to give the title compound. MS 505 (M+ 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,127561-18-6, 1-(6-(Trifluoromethyl)pyridin-2-yl)piperazine, and friends who are interested can also refer to it.

Reference:
Patent; NEUROGEN CORPORATION; WO2005/7648; (2005); 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. 102368-13-8, name is 1,1′-Thiocarbonylbis(pyridin-2(1H)-one), the common compound, a new synthetic route is introduced below. name: 1,1′-Thiocarbonylbis(pyridin-2(1H)-one)

(c) N-(2,4-Difluoro-3-isothiocyanato-benzyl)-2,2-dimethyl-propionamide A mixture of N-(3-amino-2,4-difluoro-benzyl)-2,2-dimethyl-propionamide (570 mg, 2.35 mmol), 1,1′-thiocarbonyldi-2(1H)-pyridone (550 mg, 2.35 mmol) and dioxane (20 mL) is stirred at reflux overnight. The reaction mixture is concentrated, diluted with DCM, filtered through a pad of silica gel and the filtrate is concentrated to give the title compound. Yield: 440 mg (65%). Rf=0.80 (silica gel, DCM:EtOH 95:5).

The synthetic route of 102368-13-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/214786; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1072448-08-8 , The common heterocyclic compound, 1072448-08-8, name is Methyl 3-amino-5-bromopicolinate, molecular formula is C7H7BrN2O2, 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.

Step 3: methyl 3-amino-5-(benzylsulfanyl)pyridine-2-carboxylate: [00313] A flask containing methyl 3-amino-5-bromopyridine-2-carboxylate (826 mg, 3.57 mmol, Step 2), benzylthiol (630 muL, 5.37 mmol) and DBU (1.6 mL, 10.7 mmol) mixed with N- methylmorpholine (8 mL) was flushed with nitrogen, and the reaction mixture heated at reflux for 40 minutes, with brisk stirring as a second phase forms, then brought to room temperature. The mixture was partially concentrated, treated with 1 M aqueous citric acid (7 mL) and extracted four times with 1:1 CH2Cl2/heptane. The combined organic phases were washed with 1:11 M aqueous citric acid/brine, and the separated aqueous phase was extracted once with 1:1 CH2Cl2/heptane. The organic phases were dried (Na2SO4), combined and filtered with a thorough CH2Cl2 rinse of the solids. The filtrate was concentrated and chromatographed on silica (0 to 10% ethyl acetate in 1:1 CH2Cl2/heptanes) to give the titled compound (518 mg). 1H NMR (500 MHz, DMSO-d6) delta ppm 3.77 (s, 3H), 4.30 (s, 2H), 6.70 (s, 2H), 7.14 (d, J = 2.0 Hz, 1H), 7.24 – 7.28 (m, 1H), 7.31 – 7.35 (m, 2H), 7.40 – 7.43 (m, 2H), 7.73 (d, J = 2.0 Hz, 1H); MS (DCI) m/z 275 (M+H)+.

The synthetic route of 1072448-08-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE S.A.R.L.; GALAPAGOS NV; ALTENBACH, Robert, J.; COWART, Marlon, D.; DE MUNCK, Tom, Roger Lisette; DROPSIT MONTOVERT, Sebastien Jean, Jacques Cedric; GFESSER, Gregory, A.; KELGTERMANS, Hans; MARTINA, Sebastien, Laurent Xavier; VAN DER PLAS, Steven, Emiel; WANG, Xueqing; (300 pag.)WO2016/193812; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 148493-37-2 ,Some common heterocyclic compound, 148493-37-2, molecular formula is C5H2Cl2IN, 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 degassed solution of iodide (2.0 g, 7.30 mmol), boronic ester (2.70 mL, 7.305 mmol) and 1,1′-bis(di-tert-butylphosphino)ferrocene palladium dichloride (238 mg, 0.365 mmol)was added degassed aq. K3P04 (22 mL, 22.0 mmol, 1M). The reaction mixture was stirred atroom temperature for 16 h. The mixture was concentrated, diluted with EtOAc and the aqueouslayer was cut. The organic layer was dried over Mg2S04 and concentrated to a black oil. Themixture was purified on silica with DCM to obtain (E)-3-(4-((tert-butyldimethylsilyl)oxy)but-1-10 en-1-yl)-2,6-dichloropyridine (2.5 g, 100% yield). MS (M+Ht: 331.

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. 148493-37-2, 2,6-Dichloro-3-iodopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; BROCKUNIER, Linda L.; NARGUND, Ravi; MARCANTONIO, Karen; ZORN, Nicolas; XIAO, Dong; PENG, Xuanjia; LI, Peng; GUO, Tao; WO2014/121416; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem