A new synthetic route of 5-(Benzyloxy)picolinonitrile

With the rapid development of chemical substances, we look forward to future research findings about 78760-60-8.

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 78760-60-8, name is 5-(Benzyloxy)picolinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 78760-60-8

To a reflux condenser 20mL round bottom flask was added 5mL anhydrous tetrahydrofuran solution, 0.5mmol 5-benzyloxy-2-cyanopyridine,The mixture was stirred and replaced with nitrogen for three times. 1.5 mmol of methylmagnesium bromide was slowly added under the protection of nitrogen at room temperature. The whole system was heated to reflux and reacted for 3 hours.The whole reaction was poured into ice-water and extracted three times with dichloromethane, each time 20 mL, concentrated to give a white solid product, 102 mg, yield 90%.

With the rapid development of chemical substances, we look forward to future research findings about 78760-60-8.

Reference:
Patent; Anhui Hongxin Biological Technology Co., Ltd.; Zhang Yang; (4 pag.)CN106397311; (2017); A;,
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A new synthetic route of 161117-83-5

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. 161117-83-5, tert-Butyl (2-methoxypyridin-3-yl)carbamate, other downstream synthetic routes, hurry up and to see.

Application of 161117-83-5 ,Some common heterocyclic compound, 161117-83-5, molecular formula is C11H16N2O3, 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.

A 5000ml reaction vessel was charged with tert-butyl (2-methoxypyridin-3-yl)carbamate (180g, 0.8mol, 1wt) and diethyl ether (2700ml, 15vol). N, N, N, N-tetramethylethylenediamine (360ml, 2vol) was charged at room temperature and the reaction mixture cooled to -78ºC. n-Butyl lithium (2.5M in hexanes, 972ml, 5.4vol) was charged slowly over 2 hours maintaining an internal temperature below -65ºC. After complete addition the reaction mixture was allowed to warm to -15ºC and the temperature maintained at -15ºC for 2 hours. The reaction mixture was re-cooled to -70ºC and ethylene oxide charged (136g, 3.1mol, 0.75wt) over 1 hour, after complete addition the reaction mixture was allowed to warm to room temperature and stirred overnight. The reaction mixture was cooled to 0-5ºC and quenched by the slow addition of water (1000ml, 5.5vol). The organic layer was separated and the aqueous extracted with ethyl acetate (4x 1000ml, 4x 5.5vol), the combined organics were washed with water (1000ml, 5.5vol) and dried over magnesium sulphate (100g, 0.55wt). After filtration, the organics were concentrated to give the crude material as an orange oil (272g, 1.5wt). The crude material was purified by column chromatography on silica (700g, 3.9wt) with ethyl acetate:heptanes (1:3) as eluent. Concentration of the desired fractions gave the title compound 42 as a pale yellow viscous oil (121.7g, 57%th.).1H NMR (400MHz, DMSO): d 1.41 (s, 9H), 2.71 (t, J=5.5Hz, 2H), 3.58 (m, 2H), 3.85 (s, 3H), 4.72 (m, 1H), 6.91 (d, J=4.9Hz, 1H), 7.84 (m, 1H), 7.94 (m, 1H), 8.18 (br 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. 161117-83-5, tert-Butyl (2-methoxypyridin-3-yl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Badland, Matthew; Devillers, Ingrid; Durand, Corinne; Fasquelle, Veronique; Gaudillire, Bernard; Jacobelli, Henry; Manage, Ajith C.; Pevet, Isabelle; Puaud, Jocelyne; Shorter, Anthony J.; Wrigglesworth, Roger; Tetrahedron Letters; vol. 52; 41; (2011); p. 5292 – 5296;,
Pyridine – Wikipedia,
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New learning discoveries about 167884-17-5

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. 167884-17-5, Imidazo[1,2-a]pyridin-5-ylmethanol, other downstream synthetic routes, hurry up and to see.

Application of 167884-17-5 ,Some common heterocyclic compound, 167884-17-5, molecular formula is C8H8N2O, 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.

i) Synthesis of 3-(imidazo[1,2-a]pyridin-5-yl)methylthiazolidine-2,4-dione To a suspension of 1.19 g (8.0 mmol) of 5-hydroxymethylimidazo[1,2-a]pyridine in 10 ml of dichloromethane, 4.05 ml (56 mmol) of thionyl chloride was added, followed by stirring at room temperature for 1 hour, after which the solvent was distilled off. To a solution of this residue and 0.94 g (8.0 mmol) of thiazolidine-2,4-dione in 15 ml of N,N-dimethylformamide, 2.40 ml (16.0 mmol) of 1,8-diazabicyclo[5.4.0]-7-undecene was added, followed by stirring at 80 C. for 16 hours. After the reaction mixture was cooled, water was added; the mixture was extracted with ethyl acetate and dried, after which the solvent was distilled off. The residue was purified by recrystallization (solvent, chloroform/ethyl acetate/diethyl ether) to yield 247 mg (12.5%, light brown powder) of the desired product. 1 H-NMR (CDCl3, 200 MHz) delta 4.02 (2H, s), 5.06 (2H, s), 6.98 (1H, d, J=6.6 Hz), 7.18 (1H, dd, J=7.0, 9.0 Hz), 7.66 (1H, d, J=9.0 Hz), 7.70 (1H, d, J=1.0 Hz), 7.89 (1H, s)

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. 167884-17-5, Imidazo[1,2-a]pyridin-5-ylmethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Chemical Industries Ltd.; US5840732; (1998); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introduction of a new synthetic route about 824-52-2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,824-52-2, its application will become more common.

Related Products of 824-52-2, 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 824-52-2 as follows.

In a vial, 5-methyl-1H-[2,3-b]pyridine (126, 1 equivalent) is combined with (5-formyl-3-methoxy-pyridin-2-yl)-(4-methoxy-benzyl)-carbamic acid tert-butyl ester (55, 1.1 equivalents), 5 mL of methanol, and potassium hydroxide (3 equivalents). The reaction is stirred at room temperature overnight, then aqueous 1N hydrochloric acid is added and the mixture is extracted with ethyl acetate. The organic layer is washed with water, brine, then dried over magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material is purified by silica gel column chromatography eluting with methanol and dichloromethane. Appropriate fractions are combined and concentrated under vacuum to provide the desired compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,824-52-2, its application will become more common.

Reference:
Patent; Plexxikon Inc.; Zhang, Jiazhong; Ibrahim, Prabha N.; Bremer, Ryan; Spevak, Wayne; Cho, Hanna; US9096593; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 880870-13-3

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 880870-13-3, 5-Bromo-2-chloro-4-methoxypyridine.

Reference of 880870-13-3, 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. 880870-13-3, name is 5-Bromo-2-chloro-4-methoxypyridine, molecular formula is C6H5BrClNO, 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.

Step B: 6-chloro-4-methoxypyridine-3 -carbonitrile: A solution of 5 -bromo-2-chloro-4- methoxypyridine (5.0 g, 22.48 mmol) in DMF (80 mL) was purged with nitrogen for 15 mm. Atthis point, Zn(CN)2 (3.96 g, 33.7 mmol) and Pd(Ph3P)4 (2.60 g, 2.25 mmol) were added, successively. The resulting suspension was stirred at 95 C for 12 h under nitrogen atm. The reaction mixture was cooled to ambient temperature, filtered to remove inorganic solid. The solvent (DMF) was evaporated to provide the crude residue as an oil, which was purified on silica gel and eluted with 0-30% ethyl acetate/hexane to afford the product.

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 880870-13-3, 5-Bromo-2-chloro-4-methoxypyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP; TANG, Haifeng; PIO, Barbara; JIANG, Jinlong; PASTERNAK, Alexander; DONG, Shuzhi; FERGUSON, Ronald Dale, II; GUO, Zack Zhiqiang; CHOBANIAN, Harry; FRIE, Jessica; GUO, Yan; WU, Zhicai; YU, Yang; WANG, Ming; WO2015/17305; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 17075-15-9

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17075-15-9, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 17075-15-9, 4-(Methylsulfonyl)pyridine, 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, 17075-15-9, blongs to pyridine-derivatives compound. HPLC of Formula: C6H7NO2S

EXAMPLE 1A 4-[2-[4-[4-(trifluoromethyl)phenoxy]phenyl]ethoxy]pyridine (Compound 1A) To a suspension of 0.2 g of 60% NaH (as an oil dispersion, 0.005 m) in 5 mL of DMF was added 1.41 g (0.005 m) of 2-[4-[4-(trifluoromethyl)phenoxy]phenyl]ethanol. The mixture was stirred at room temperature for 30 minutes, until hydrogen evolution ceased. To the mixture was then added 0.79 g (0.005 m) of 4-(methylsulfonyl)pyridine, and the mixture was stirred overnight at room temperature. Excess DMF was then removed in vacuo. The resulting material was diluted with water, and the product was extracted into CH2 Cl2. The CH2 Cl2 layer was separated and filtered through phase separating paper, then concentrated. The residue was adsorbed onto silica gel and chromatographed, eluding with CH2 Cl2 ?30% EtOAc/CH2 Cl2. The resulting material was rechromatographed over fine-particle silica gel, eluding with CH2 Cl2 ?50% EtOAc/CH2 Cl2. Yield 0.5 g.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17075-15-9, its application will become more common.

Reference:
Patent; DowElanco; US5399564; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 936011-17-5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,936011-17-5, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 936011-17-5, 5-Bromo-2-methoxyisonicotinaldehyde, 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, 936011-17-5, blongs to pyridine-derivatives compound. Safety of 5-Bromo-2-methoxyisonicotinaldehyde

To a solution of 5-bromo-2-methoxy-pyridine-4-carbaldehyde (23.5 g, 108.8 mmol) in MeOH (100 mL) were successively added a solution of I2 (35.9 mg, 141.4 mmol) in MeOH (75 mL) and a solution of KOH (15.9 g, 282.8 mmol) in MeOH (75 mL) at 0 C. The resulting mixture was stirred for 1 hr at 0 C and the reaction was quenched with saturated aqueous NaHS03. The resulting mixture was diluted with DCM (400 mL). The separated organic phase was washed with H20 (150 mL) and brine (150 mL), dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by flash column (eluting with PE_EA=20: 1, v:v) to give methyl 5-bromo-2-methoxy-pyridine-4-carboxylate (14.9 g) as a light yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,936011-17-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Jianhua; WANG, Min; YANG, Song; (81 pag.)WO2018/83136; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 83393-46-8

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. 83393-46-8, 1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 83393-46-8, Adding some certain compound to certain chemical reactions, such as: 83393-46-8, name is 1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethanone,molecular formula is C9H8N2O, 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 83393-46-8.

A solution of 6.89 g (43.0 mmol) of 1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone in 50 ml of DMF is added dropwise under nitrogen to a suspension of 1.25 g (52.0 mmol) of sodium hydride in 100 ml of DMF. The mixture is stirred at room temperature for one hour and then cooled to 0. A solution of 9.92 g (52.0 mmol) of toluene-4-sulfonyl chloride in 50 ml of DMF is added dropwise, and the reaction mixture is stirred at 0 for 2 hours. The reaction mixture is partitioned between ethyl acetate and water. The organic phase is dried over sodium sulfate, evaporated, and the residue is stirred with water. The residue is filtered off with suction and dried in vacuo: 1-[1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]ethanone as colourless crystals; ESI 315, m.p. 187-189.

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. 83393-46-8, 1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dorsch, Dieter; Sirrenberg, Christian; Mueller, Thomas; US2010/173923; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 13445-16-4

The synthetic route of 13445-16-4 has been constantly updated, and we look forward to future research findings.

Electric Literature of 13445-16-4 , The common heterocyclic compound, 13445-16-4, name is 3-Bromo-2,6-dimethoxypyridine, molecular formula is C7H8BrNO2, 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 2: Preparation of (3aR,4R,6S,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-6-(2,6- dimethoxypyridin-3-yl)-2,2-dimethyltetrahydro-3aH-[l,3]dioxolo[4,5-c] (17d) To a stirred solution of 3-bromo-2,6-dimethoxypyridine (17b) (2.73 g, 12.50 mmol) in Tetrahydrofuran (30 mL) was added n-Butyl lithium (1.6 M solution in hexanes, 7.81 mL, 12.50 mmol) at -78 C and stirred at the same temperature for 1 hr. To the anion formed at – 78 C was added a freshly prepared solution of (3aR,4R,6aS)-4-((tert- butyldimethylsilyloxy)methyl)-2,2-dimethyl-4,6a-dihydro-3aH-[l,3]dioxolo[4,5-c]pyrrole (lk) (2.85 g, 10 mmol) in toluene (1.2 molar solution) over a period of 15 minutes. The reaction stirred for 30 minutes at -78 C, quenched with water (50 mL) and extracted with ethyl acetate (3 x 100 mL). The combined organic layers were washed with water (50 mL), brine (50 mL) dried, filtered and concentrated in vacuum. The crude residue was purified by flash column chromatography (silica gel 40 g, eluting with 0-100% ethyl acetate in hexanes) to afford (3aR,4R,6aS)-4-((tert-butyldimethylsilyloxy)methyl)-6-(2,6-dimethoxypyridin-3- yl)-2,2-dimethyltetrahydro-3aH-[l,3]dioxolo[4,5-c]pyrrole (17d) (1.35 g, 31.8 % yield) as a light brown syrup. 1H NMR (300 MHz, DMSO-d6) delta 7.64 (d, J = 8.1 Hz, 1H), 6.29 (d, J = 8.0 Hz, 1H), 4.42 – 4.28 (m, 2H), 4.09 (d, J = 4.3 Hz, 1H), 3.82 (s, 3H), 3.79 (s, 3H), 3.57 (d, J = 5.0 Hz, 2H), 3.05 (d, J = 4.8 Hz, 1H), 2.85 (s, 1H, D20 exchangeable), 1.40 (s, 3H), 1.17 (s, 3H), 0.82 (s, 9H), -0.00 (d, J= 1.3 Hz, 6H). Mass spec (ES+) 425.1 (M+l).

The synthetic route of 13445-16-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; KOTIAN, Pravin, L.; BANTIA, Shanta; WU, Minwan; KUMAR, V., Satish; WO2014/78778; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 55052-27-2

The synthetic route of 55052-27-2 has been constantly updated, and we look forward to future research findings.

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. 55052-27-2, name is 6-Chloro-1H-pyrrolo[2,3-b]pyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 6-Chloro-1H-pyrrolo[2,3-b]pyridine

a) 6-Chloro-7-aza-3,3-dibromooxindole 6-Chloro-7-azaindole was prepared according to the procedure of Minakata et al; Synthesis, 1992, 661-663.. To a stirred solution of 1.32 g (8.7 mmol) of 6-chloro-7-azaindole in tert-butanol (80 ML) was added 9.9 g (28 mmol) of 90% pyridine hydrobromide perbromide resulting in a thick yellow precipitate forming immediately.. The reaction was concentrated and the crude chromatographed on silica gel eluding with hexane to 90% hexane/10% EtOAc gradient to give 2.36 g of the title compound as a white solid, containing about 30% of 5-bromo-6-chloro-7-aza-3,3-dibromooxindole as an inseparable impurity. 1H NMR (CDCl3) delta 7.16 (d, J=8.0 Hz, 1H), 7.81 (d, J=8.0 Hz, 1H), 9.0 (bs, 1H).. (5-Bromo-6-chloro-7-aza-3,3-dibromooxindole, 8.05 (s, 1H), 9.0 (bs, 1H).

The synthetic route of 55052-27-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Glaxo Wellcome Inc.; US6350747; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem