Tag: M.W=300-400

Electric Literature of 1221171-96-5, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1221171-96-5 as follows.

A 0.36 M solution of intermediate 6a in THF (42 mL, 15.12 mmol) was added to a stirred mixture of 4-bromo-2-methoxy-6-methylpyridine (CAS: 1083169-00-9; 2.98 g, 14.75 mmol) and Pd(/-Bu3P)2 (0.22 g, 0.31 mmol) at rt under N2. The mixture was stirred at reflux for 16 h. After cooling to rt a (1 : 1) mixture of a 32% solution of NFl·, (0369) (50 mL) and a saturated solution of NELCl (50 mL) was added. The mixture was extracted with EtOAc (200 mL). The organic layer was separated, dried (MgS04), filtered and the solvents were evaporated in vacuo. The crude product was purified by flash column chromatography (silica, EtOAc in heptane, gradient from 0/100 to 50/50). The desired fractions were collected and concentrated in vacuo to yield intermediate 7b as a colorless oil (4.34 g, 91%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1221171-96-5, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; DE LUCAS OLIVARES, Ana Isabel; TRESADERN, Gary John; CONDE-CEIDE, Susana; (212 pag.)WO2019/243528; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 153747-97-8, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 153747-97-8, name is tert-Butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate. A new synthetic method of this compound is introduced below.

To a solution of tert10 butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate (5 g, 14.61 mmol) in DCM (60 mL) andMeOH (18 mL), was added HC1 (4.0 M in dioxanes, 18 mL, 72 mmol). The reaction mixture was stirred at room temperature overnight. The reaction was diluted with DCM and washed with 2N NaOH. The aqueous layer was extracted with DCM 2x and the combined organic layers were dried over Na2SO4, filtered and concentrated under reduce pressure to afford 514a (3.2 g,90.4%). MS (ESI) m/z 242.1 ([M+Hj . 1HNMR (400 MI-Tz, Chloroform-d) oe 8.18 (dd, J = 2.6,0.7 Hz, 1H), 7.52 (dd, J = 9.0, 2.6 Hz, 1H), 6.53 (dd, J = 9.1, 0.7 Hz, 1H), 3.54 – 3.40 (m, 4H),3.09 -2.87 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153747-97-8, its application will become more common.

Reference:
Patent; GILEAD SCIENCES, INC.; BACON, Elizabeth M.; CHIN, Elbert; COTTELL, Jeromy J.; KATANA, Ashley Anne; KATO, Darryl; LINK, John O.; SHAPIRO, Nathan; TREJO MARTIN, Teresa Alejandra; YANG, Zheng-Yu; (395 pag.)WO2018/145021; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1000025-07-9, 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. 1000025-07-9, name is Vadadustat, molecular formula is C14H11ClN2O4, 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.

Vadadustat (0.5g), caffeine (0.35g) and acetonitrile (5mL) were charged in a RBF at 25±5C. The reaction mass was maintained under stirring at 25±5C for 16 hours. The product obtained was filtered and dried under vacuum for 3 hours at 40C. The solid obtained was identified as 1 :1 co-crystal of Vadadustat Caffeine. Yield: 0.55g

According to the analysis of related databases, 1000025-07-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MYLAN LABORATORIES LIMITED; JETTI, Ramakoteswara Rao; PILLI, Narasimha Murty; PATHURI, Srinivasarao; GOLIVI, Ramamohana Rao; JAYACHANDRA, Sureshbabu; (36 pag.)WO2020/75199; (2020); 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. 571189-16-7, name is tert-Butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

A 500-mL bottle was purged with nitrogen and charged with 115a (3.1 g, 10 mmol), 10% palladium on carbon (50% wet, 1.0 g) and ethanol (100 mL). It was evacuated, charged with hydrogen gas, and stirred for 16 h at room temperature. The hydrogen was then evacuated and nitrogen was charged into the bottle. The catalyst was removed by filtration through a pad of Celite and the filtrate concentrated under reduced pressure to afford 115b (2.7 g, 97%). MS: [M+H]+279

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, 571189-16-7, tert-Butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate.

Reference:
Patent; GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Young, Wendy B.; US2013/116262; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 641569-94-0, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 641569-94-0, name is 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid. A new synthetic method of this compound is introduced below.

4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid (100 g, 0.326 mole) and 5-(4-methyl- IH-imidazol-1-yl)-3-(trifluoromethyl)benzenamine (78.75 g, 0.326 mole) were stirred in N-methyl pyrrolidone (700 ml) at 55-60C. Thionyl chloride (83 ml, 0.978 mole) was added and the temperature of the reaction mass was raised to 75C and stirred for 6 hours. The reaction masswas cooled to 40-45C, and water (500 ml) was added. The reaction mass was cooled to 20-25C and acetone (3000 ml) was added. The reaction mass was further stirred for 12 hours. The solid was isolated by filtration and washed with acetone to obtain nilotinib base.Yield :- 200 g

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,641569-94-0, its application will become more common.

Reference:
Patent; CIPLA LIMITED; KING, Lawrence; RAO, Dharmaraj Ramachandra; MALHOTRA, Geena; PATHI, Srinivas Laxminarayan; CHINIMILLI, Venugopalarao; GANGRADE, Manish Gopaldas; (21 pag.)WO2016/151304; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 885588-03-4, Adding some certain compound to certain chemical reactions, such as: 885588-03-4, name is 3-((2-Fluoro-4-iodophenyl)amino)isonicotinic acid,molecular formula is C12H8FIN2O2, 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 885588-03-4.

2.7 N-[(3aS,4R,7aR)-2,2-dimethylhexahydro-1 ,3-benzodioxol-4-yl]-3-[(2-fluoro-4- odophenyl) amino]isoicotinamide (31); A suspension of 3-[(2-fluoro-4-iodophenyl) amino] isonicotinic acid (10.46 g, 29.2 mmol), (3aS,4fi,7afi)-2,2-dimethylhexahydro-1 ,3-benzodioxol-4-amine (21 ) (5.00 g, 29.2 mmol), 1 – hydroxybenzotriazole (4.41 g, 29.2 mmol) and EDCI (5.6 g, 29.2 mmol) in DMF (100 mL) was stirred at room temperature overnight. The reaction was quenched with water (150 mL) and extracted with ethyl acetate (150 mL). Emulsion was formed and collected, filtered and the filtrate was combined to the organic layer. The organic layer was washed with saturated NaHCO3 solution (150 mL) and water (2×150 mL), brine and dried over Na2SO4 and concentrated to give brown foam. The crude was purified by crystallization from IPA. The mother liquor was concentrated and purified by flash chromatography to afford the desired product (12 g. 80% yield). LC/MS [Method A: rt:7.35 min; m/z: 512 (M+1 )].

According to the analysis of related databases, 885588-03-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SERONO S.A.; GOUTOPOULOS, Andreas; YU, Henry; ASKEW, Benny, C.; LIU-BUJALSKI, Lesley; WO2010/17051; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 122368-54-1, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 122368-54-1, name is 2-((4-Chlorophenyl)(piperidin-4-yloxy)methyl)pyridine. A new synthetic method of this compound is introduced below.

EXAMPLE 47 From 4-[(4-chlorophenyl)-2-pyridylmethoxy]piperidine and 5-chloro-2-pentanone, 5-[4-[(4-chlorophenyl)-2-pyridylmethoxy]-1-piperidyl]-2-pentanone was obtained in the same procedure as described in Example 26. Mass analysis value: EI-MS M+ no peak, CI-MS m/e=387(M+ +1). 1 H-NMR(CDCl3): delta(ppm)=1.60-1.95(6H,b,m), 2.08(2H,b), 2.14(3H,s), 2.27(2H,t), 2.43(2H,t), 2.70(2H,b), 3.44(1H,m), 5.59(1H,s), 7.11-7.71(7H,m), 8.50(1H,m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,122368-54-1, its application will become more common.

Reference:
Patent; Ube Industries, Ltd.; US4929618; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 193537-14-3 , The common heterocyclic compound, 193537-14-3, name is Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate, molecular formula is C15H22N2O4S, 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 6-tert-butyl 3-ethyl 2-amino-4,7-dihydrothieno[2,3-c]pyridine-3,6(5H)-dicarboxy- late from Example 9A (1.23 kg, 3.77 mol) in DMF (10.3 L) was added formamidine acetate (588 g, 5.65 mol). The mixture was heated to 1000C overnight. The solvent was removed in vacuo. The residue was stirred with ethyl acetate (3 L) for 2 h. The precipitate was collected by suction filtration and rinsed with ethyl acetate. The solid was dried to yield 1.02 kg (88%) of the title compound.1H-NMR (400 MHz, DMSOd6): delta = 1.43 (s, 9H), 2.91-2.96 (m, 2H), 3.62 (t, 2H), 4.58 (s, 2H), 8.05 (s, IH), 12.38 (br. s, IH).LC/MS (method 4): R, = 2.03 min; MS (ESIpos): m/z = 308 [M+H]+.

The synthetic route of 193537-14-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER HEALTHCARE AG; WO2009/33581; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 122368-54-1, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 122368-54-1, name is 2-((4-Chlorophenyl)(piperidin-4-yloxy)methyl)pyridine. A new synthetic method of this compound is introduced below.

EXAMPLE 47 From 4-[(4-chlorophenyl)-2-pyridylmethoxy]piperidine and 5-chloro-2-pentanone, 5-[4-[(4-chlorophenyl)-2-pyridylmethoxy]-1-piperidyl]-2-pentanone was obtained in the same procedure as described in Example 26. Mass analysis value: EI-MS M+ no peak, CI-MS m/e=387(M+ +1). 1 H-NMR(CDCl3): delta(ppm)=1.60-1.95(6H,b,m), 2.08(2H,b), 2.14(3H,s), 2.27(2H,t), 2.43(2H,t), 2.70(2H,b), 3.44(1H,m), 5.59(1H,s), 7.11-7.71(7H,m), 8.50(1H,m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,122368-54-1, its application will become more common.

Reference:
Patent; Ube Industries, Ltd.; US4929618; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 193537-14-3 , The common heterocyclic compound, 193537-14-3, name is Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate, molecular formula is C15H22N2O4S, 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 6-tert-butyl 3-ethyl 2-amino-4,7-dihydrothieno[2,3-c]pyridine-3,6(5H)-dicarboxy- late from Example 9A (1.23 kg, 3.77 mol) in DMF (10.3 L) was added formamidine acetate (588 g, 5.65 mol). The mixture was heated to 1000C overnight. The solvent was removed in vacuo. The residue was stirred with ethyl acetate (3 L) for 2 h. The precipitate was collected by suction filtration and rinsed with ethyl acetate. The solid was dried to yield 1.02 kg (88%) of the title compound.1H-NMR (400 MHz, DMSOd6): delta = 1.43 (s, 9H), 2.91-2.96 (m, 2H), 3.62 (t, 2H), 4.58 (s, 2H), 8.05 (s, IH), 12.38 (br. s, IH).LC/MS (method 4): R, = 2.03 min; MS (ESIpos): m/z = 308 [M+H]+.

The synthetic route of 193537-14-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER HEALTHCARE AG; WO2009/33581; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem