Day: April 15, 2022

Related Products of 63996-36-1, 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. 63996-36-1, name is 2-(4-Bromophenyl)pyridine. A new synthetic method of this compound is introduced below.

A solution of 2-bromopyridine (2.0 g) in anhydrous THF (50 ml) was cooled at -78 C in a nitrogen atmosphere, and a solution of tert-butyl lithium in pentane (1.64M, 15.0 ml) was added dropwise. The mixture was stirred for 10 minutes, and a 1M solution of zinc chloride in ether was dropwise added over 10 minutes. After the mixture was allowed to worm to room temperature over 2 hours, a solution of Pd(PPh3)4 (71 mg) and 1-bromo-4-iodobenzene (3.56 g) in anhydrous THF (20 ml) was added, and the mixture was stirred at room temperature for 3 days. To the reaction was added a 10% aqueous ammonia, and the mixture was extracted with ethyl acetate. The ethyl acetate solution was washed with saturated brine, and dried over magnesium sulfate, followed by evaporating the solvent. The residue was purified by silica gel chromatography (70 g, hexane-ethyl acetate = 4: 1) to give 2.37 g of 2-(4-bromophenyl]pyridine (79.9%). To the aliquot of 2-(4-bromophenyl]pyridine (702 mg) were added 3-thiopheneboronic acid (460 mg), Pd(PPh3)4 (104 mg), sodium carbonate (2M, 3.6 ml), and DME (6ml), and the mixture was heated at reflux for 2 hours. After cooling, water was added, and the mixture was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (40 g, hexane-ethyl acetate = 4: 1) to give crude materials, which were recrystallized from ethyl acetate giving 457 mg of the intended compound (64.3%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63996-36-1, 2-(4-Bromophenyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; SHIONOGI & CO., LTD.; EP1426046; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 59105-50-9, (5-Bromopyridin-3-yl)(phenyl)methanone, 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: 59105-50-9, blongs to pyridine-derivatives compound. SDS of cas: 59105-50-9

General procedure: Pd(PPh3)4 (17.3 mg, 0.015 mmol) was added to a solution of 3-benzoy-5-bromo pyridine(130.1 mg, 0.5 mmol) and aryl boronic acid (0.6 mmol) in MeOH (0.2 mL), toluene (0.8 mL),and 2 M Na2CO3 (0.2mL) under N2. The mixture was heated to 75 C for 2 h, and then cooledto room temperature and concentrated under reduced pressure. Water was added to theresidue and the aq. phase was extracted with DCM (3 × 5 mL). The combined organic layerswere washed with brine, dried over Na2SO4, and evaporated to obtain the crude product.Purification by column chromatography on silica gel afforded the desired product.

The synthetic route of 59105-50-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fu, Yun; Sun, Jian; Molecules; vol. 24; 3; (2019);,
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. 53554-20-4, name is 6-Amino-2-chloronicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 6-Amino-2-chloronicotinonitrile

6-Amino-2-chloronicotinonitrile (250 mg, 1.628 mmol), 1- (methylsulfonyl)piperazine, HC1 (1307 mg, 6.51 rnmo]) and potassium carbonate (675 mg, 4.88 mmol) were suspended in DMA (5426 m). The reaction mixture was heated to 105 C overnight, cooled to rt and stirred for 72 h. The reaction ws decanted into a separatory funnel containing EtOAc and H20, rinsing the residual K2CO3 with EtOAc. The aqueous layer was extracted with EtOAc (2X) and the combined organics were washed with 10% LiCl solution before drying (MgS04) and concentrating to a cream solid to afford the titled product (461 mg, 85% purity, 86% yield). This material was used as is in the subsequent reactions. 1H NMR (4QQMHz, DMSO-d6) d 7.52 (d,.1 8.4 Hz, 1 1 1). 6 83 (br s, 2H), 6.46 (d, 1=8.7 Hz, 1H), 5.99 (d, J=8.4 Hz, 1H), 3.68 – 3.54 (m, 4H), 3.27 – 3.12 (m, 4H), 2.92 (s, 3H); LC/MS [M+H] = 282.2; LC RT 0.63 min; (Column: BEH 08 2.1 x 50mm; Mobile Phase A: water with 0.05% TFA; Mobile Phase B: acetonitrile with 0.05% TFA; Temperature: 50 C; Gradient: 2-98% B over 1.7 min; Flow: 0.8 mL/min).

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, 53554-20-4, 6-Amino-2-chloronicotinonitrile.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; TARBY, Christine M.; NORRIS, Derek J.; LO, Julian C.; AHUJA, Vijay T.; SEITZ, Steven P.; GAVAI, Ashvinikumar V.; TOKARSKI, John S.; RAJASAGI, Mohini; WICHROSKI, Michael; BROEKEMA, Matthias; (155 pag.)WO2019/213340; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 886365-46-4, Adding some certain compound to certain chemical reactions, such as: 886365-46-4, name is 5-Chloro-3-methylpyridine-2-carboxylic acid,molecular formula is C7H6ClNO2, 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 886365-46-4.

d) 5-Chloro-3-methylpicolinic acid (30 mg, 0.16 mmol) and N-(3-tert-butylphenyl)-2-phenylpiperidine-3-carboxamide (50 mg, 0.15 mmol, prepared in step c above) were dissolved in anhydrous DMF (1 mL). N,N-Diisopropylethylamine (0.15 mL) was added at room temperature followed by HCTU (67 mg, 0.16 mmol). After stirring 2 h at ambient temperature, LC-MS and TLC indicated the completion of the reaction. The reaction mixture was diluted with EtOAc (50 mL) and washed with 1 N HCl (20 mL), saturated NaHCO3 (30 mL), and brine (30 mL) and the resulting solution was concentrated under reduced pressure.The residue was purified by preparative HPLC (20?95% gradient of MeCN-H2O with 0.1% TFA) and the pure fractions were lyophilized to afford the title compound (50 mg, 67% yield). HPLC retention time=2.88 minutes. 1H NMR (400 MHz, CDCl3) delta 8.42 (d, 1H, J=0.8 Hz), 7.97 (br, 1H), 7.59 (d, 1H, J=0.8 Hz), 7.56 (d, 1H, J=7.6 Hz), 7.34 (m, 3H), 7.20 (m, 3H), 7.10 (d, 1H, J=7.6 Hz), 6.61 (two sets of br, 1H), 3.12 (two sets of m, 2H), 2.94 (three sets of m, 1H), 2.36 (s, 3H), 2.20 (two sets of br, 2H), 1.74 (br complex, 2H), 1.29 (s, 9H). MS: (ES) m/z 490.2 (M+H+).

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. 886365-46-4, 5-Chloro-3-methylpyridine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ChemoCentryx, Inc.; US2010/160320; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1235036-15-3, 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 1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows.

Cs2CO3 (4.1 g, 12.6 mmol) and 4A sieves were dried under high vacuum at 1500C for 6 to 10 hours before the start of the reaction. After cooling to room temperature, compound 94A (0.736g, 2.53 mmol) and compound IB (1.62 g, 3 mmol) were transferred to the reaction vessel and the atmosphere was purged with nitrogen. 12 mL of anhydrous DMA were then added and the reaction was stirred at 1200C for 12 hours. The cooled reaction mixture was then diluted with ethyl acetate and 10% citric acid. The organic phase was washed three times with citric acid, once with water and brine, and dried over Na2SO4. Concentration afforded an orange film/foam. Purification on Flash Master (SiO2, ethyl acetate/petroleum ether 0: 100 to 40:60) afforded a white solid (1.15 g, 80 % yield): 1H NMR (300 MHz, DMSO-d6) delta ppm 12.84 (1 H, s), 8.03 (1 H, d), 7.77 (2 H, m), 7.58 (1 H, d), 7.40 (4 H, m), 6.86 (1 H, d), 4.92 (2 H, s), 3.78 (2 H, t), 3.01 (2 H, t), 1.34 (9 H, s).

According to the analysis of related databases, 1235036-15-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; ABBOTT LABORATORIES; BAELL, Jonathon, Bayldon; BUI, Chinh, Thien; COLMAN, Peter; CZABOTAR, Peter; DUDLEY, Danette, A.; FAIRBROTHER, Wayne, J.; FLYGARE, John, A.; LASSENE, Guillaume, Laurent; NDUBAKU, Chudi; NIKOLAKOPOULOS, George; SLEEBS, Brad, Edmund; SMITH, Brian, John; WATSON, Keith, Geoffrey; ELMORE, Steven, W.; HASVOLD, Lisa, A.; PETROS, Andrew, M.; SOUERS, Andrew, J.; TAO, Zhi-Fu; WANG, Le; WANG, Xilu; DESHAYES, Kurt; WO2010/80503; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 90145-48-5 ,Some common heterocyclic compound, 90145-48-5, molecular formula is C6H5BrN2O, 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 5Preparation of 5-bromo-N-(1 -(4-chlorophenylamino)-2-(naphthalen-1 -yl)-2- oxoethvDpicolinamide (Compound-1 )[0098] A mixture of 5-bromopicolinamide 111 (0.588 g, 2.92 mmol) and 2,2- dihydroxy-1 -(naphthalen-1 -yl)ethanone 112 (1 .20 g, 5.67 mmol) in dioxane (20 mL) were heated at 100 C for 18 hours. The dioxane was removed under vacuum and the residue was dissolved in chloroform and methanol and concentrated onto silica gel. The material was purified by auto flash system (CH2CI2 to 1 % MeOH: CH2CI2) to give 5-bromo-N-(1 -hydroxy-2-(naphthalen-1 -yl)-2-oxoethyl)picolinamide 113 as a tan solid (0.74 g, 66%). [0099] 5-bromo-N-(1 -hydroxy-2-(naphthalen-1 -yl)-2-oxoethyl)picolinamide 113 (0.74 g, 1.93 mmol) in chloroform (20 mL) was reacted with PCI5 (0.43 g, 1.96 mmol). The mixture was heated to 50 C for 30 minutes and cooled to 0 C. 4-Chloroaniline 114 (0.512 g, 4.01 mmol) in THF (10 mL) was added and allowed to react for 1 hour. The reaction was quenched with water and the product was extracted with ethyl acetate. The organic solution was dried over MgS04, filtered and concentrated onto silica gel. The product was purified by auto flash column chromatography (30 to 50% CH2CI2: hexane) followed by titration with diethyl ether to give 5-bromo-N-(1-(4- chlorophenylamino)-2-(naphthalen-1-yl)-2-oxoethyl)picolinamide (Compound-1 , 352 mg, 37%). 1H NMR (300 MHz, CDCI3): delta = 8.83 (d, J = 8.7 Hz, 1H), 8.50 (d, J= 1.5 Hz, 1H), 8.46 (d, J = 9.6 Hz, 1H), 8.39 (dd, J = 1.2, 7.2 Hz, 1H), 8.07-8.03 (m, 2H), 7.93 (dd, J = 2.4, 8.7 Hz, 1 H), 7.89 (d, J = 7.5 Hz, 1 H), 7.68-7.63 (m, 1 H), 7.56 (t, J = 7.8 Hz, 2H), 7.16 (d, J = 8.7 Hz, 2H), 7.09-7.03 (m, 1H), 6.82 (d, J = 9.0 Hz, 2H) 5.41 (d, J= 8.1 Hz, 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. 90145-48-5, 5-Bromopyridine-2-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALLERGAN, INC.; GARST, Michael E.; CHOW, Ken; HEIDELBAUGH, Todd M.; NGUYEN, Phong; WO2011/28927; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 97944-43-9, Adding some certain compound to certain chemical reactions, such as: 97944-43-9, name is 3-Bromo-5-methylpyridin-4-amine,molecular formula is C6H7BrN2, 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 97944-43-9.

2.2 5-Methyl-[3,4′]bipyridinyl-4-ylamine A mixture of 3-bromo-5-methyl-pyridin-4-ylamine (1.00 g, 5.347 mmol), pyridin-4-yl boronic acid (0.65 g, 5.347 mmol), K2CO3 (2.22 g, 16.04 mmol) and Pd(dppf)Cl2 (436 mg, 0.5347 mmol) in water (3 mL) and 1,4-dioxane (15 mL) was stirred at 105 C. overnight. The mixture was diluted with EtOAc (100 mL) and washed with brine (30 mL*4). The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified on a silica column (EtOAc) to afford the title product as a white solid (554 mg, yield 56%). LCMS (ESI+): m/z 186 (M+H)+, Rt: 1.16 min.

According to the analysis of related databases, 97944-43-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Abbott Laboratories; Abbott GmbH & Co. KG; US2013/5705; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 92992-85-3, name is 2-Bromo-3,5-dimethylpyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 92992-85-3

j0209] Under nitrogen condition, 2-bromine-3,5-dimethyl pyridine (500.00 mg, 2.69 mmol, 1.00 eq) and WX1313-3-1 (592.07 mg, 2.96 mmol, 1.10 eq) were dissolved in methylbenzene (25 ml). Tris(dibenzylideneacetone)dipalladium (246.10 mg, 269.00 tmol, 0.10 eq), sodium tert-butoxide (387.40 mg, 4.04 mmol, 1.50 eq) and 1,1?-binaphthyl-2,2?- bis (diphenylphosphino) (335.00 mg, 538.00 tmol, 0.20 eq) were added. The mixture was stirred at 90 C. for 18 h. After reaction, the reaction liquid was filtered through diatomite to remove the palladium catalyst, the filter cake was washed with ethyl acetate (10 ml), the solvent was dried by rotary evaporation under vacuum, and ethyl acetate (30 ml) was added. Then the resulting mixture was washed with water (10 ml), the methyl acetate phase was dry-spined under vacuum, and the crude was purified by column chromatography (ethyl acetate:petroleum ether=1.-20%) to obtain WXO12-1 (Rf=0.5). ?H NMR (400 MHz, CDC13) oeppm:7.74 (s, 1H), 6.99 (s, 1H), 4.08-4.02 (m, 1H), 3.98 (br, s, 1H), 3.60-3.57 (m, 1H), 3.30-3.38 (m, 2H), 3.29-3.24 (m, 1H), 2.07 (s, 3H), 1.97 (s, 3H), 1.84-1.82 (m, 1H), 1.71-1.60 (m, 2H), 1.49-1.43 (m, 1H), 1.33 (s, 9H).

With the rapid development of chemical substances, we look forward to future research findings about 92992-85-3.

Reference:
Patent; SHENZHEN SALUBRIS PHARM CO LTD.; Wu, Chengde; Yan, Jie; Xu, Wenjie; Yu, Tao; Li, Ning; Chen, Shuhui; US2018/305346; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 6854-07-5, name is 5-Nitro-2-oxo-3-pyridinecarboxylic Acid. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H4N2O5

4b) 2-Chloro-5-nitropyhdin-3-yl phenyl ketone; 18.4 g of the acid prepared in example 4a) is admixed at 25C with 120 ml of thionyl chloride followed by 3 ml of DMF, and subsequently heated at reflux for 3 hours. The excess thionyl chloride is removed under reduced pressure and the yellow solid that remains is dissolved in 100 ml of benzene. This solution is admixed with 4O g of AICI3 at 00C and then stirred at 25C for 16 hours. The reaction mixture is then poured cautiously into cold (partly frozen) concentrated hydrochloric acid; after one hour the mixture is filtered and the organic phase is separated off. The organic phase is washed with hydrochloric acid, dried over sodium sulfate, filtered and concentrated under reduced pressure. The resulting residue is purified by chromatography on silica gel with hexane/10% ethyl acetate. This gives 15 g of the title compound. NMR (300 MHz, DMSO-d6): delta = 7.60 (2H), 7.77 (1 H), 7.87 (2H), 8.95 (1 H), 9.4 (1 H).

With the rapid development of chemical substances, we look forward to future research findings about 6854-07-5.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; BAYER HEALTHCARE AKTIENGESELLSCHAFT; WO2009/30725; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1003711-43-0, 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. 1003711-43-0, name is 2-Bromo-5-hydroxy-3-methylpyridine, molecular formula is C6H6BrNO, 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) A mixture of 6-bromo-5-methylpyridin-3-ol (1 g, 5.32 mmol), 1-bromo-2- methoxyethane (730 mg, 5.25 mmol) and K2CO3 (1.5 g, 10.87 mmol) in MeCN (20 mL) was stirred at rt overnight, after which the reaction was quenched by the addition of water (100 mL). The resulting solution was extracted with EtOAc (2 x 100 mL) and the combined organic phase was dried (Na2SO4) and concentrated under reduced pressure. The resultant residue was purified by silica gel chromatography (0-15% EtOAc/petroleum ether) to afford 2-bromo-5-(2-methoxyethoxy)-3-methylpyridine (500 mg, 38 %) as colorless oil. LC/MS: mass calcd. for C9H12BrNO2: 246.10, found: 246.0 [M]+, 248.0 [M+2]+.

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 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; KUO, Gee-Hong; PLAYER, Mark R.; YANG, Shyh-Ming; ZHANG, Yue-Mie; HUANG, Hui; (260 pag.)WO2016/57731; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem