Day: September 22, 2021

Synthetic Route of 58530-53-3, 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. 58530-53-3, name is 2,4-Dibromopyridine, molecular formula is C5H3Br2N, 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.

Example 23 Synthesis of 1,1″-dihexyl-[4,2′:4′,4″-terpyridine]-1,1″-diium bis(tetrafluoroborate) A mixture of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (4.64 g, 22.6 mmol), 2,4-dibromopyridine (2.44 g, 10 mmol), Pd(PPh3)4 (0.59 g, 0.51 mmol, 5 mol %) and K2CO3 (3.12 g, 22.6 mmol) in degassed EtOH (50 mL) and PhMe (50 mL) under N2 was heated at reflux for 5 days, cooled, diluted with water (100 mL) and extracted with dichloromethane (4*75 mL). The dried (anhydrous sodium sulfate) solvent was removed in vacuo and the resulting brown powder chromatographed on silica, eluting with 5-10% MeOH in ethyl acetate. The solvent was removed to yield 4,2′:4′,4″-terpyridine as an off-white solid (2.07 g, 88.7%).

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 58530-53-3, 2,4-Dibromopyridine.

Reference:
Patent; Essilor International; ARCHAMBEAU, Samuel; BIVER, Claudine; BERIT-DEBAT, Fabien; AIKEN, Stuart; GABBUTT, Christopher David; HERON, Bernard Mark; BROADBENT, Thomas David; (37 pag.)US2018/194995; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 7598-35-8, 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. 7598-35-8, name is 2-Bromopyridin-4-amine, molecular formula is C5H5BrN2, 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.

[0100] Preparation 6: 3′-fluoro-6′-methyl-2,2′-bipyridin-4-amine[0101] 2-Bromopyridin-4-amine (9 g, 52.0 mmol) and N,N-dimethylpyridin-4-amine (0.636 g, 5.20 mmol) were dissolved in dichloroethane (100 mL) and a solution of phthaloyl dichloride (10.11 ml, 52.0 mmol) in dichloroethylene (20.0 mL) was added dropwise at room temperature. The reaction was stirred for 1 hour and partitioned between saturated bicarbonate and dichloromethane. The organics were separated and dried over Na2S04, filtered, and evaporated to give a solid. The solid was purified by silica columnchromatography in eluting with a gradient of methanol (0-15%) in dichloromethane/ to afford product solid which was triturated with methanol and heated briefly to afford the title compound (4.8g) as an off white solid. 1H NMR (400 MHz, DMSO-d6) ppm 7.69 (dd, J=5.31, 1.77 Hz, 1 H) 7.86 (d, J=1.77 Hz, 1 H) 7.91 – 7.98 (m, 2 H) 7.99 – 8.08 (m, 2 H) 8.57 (d, J=5.56 Hz, 1 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 7598-35-8, 2-Bromopyridin-4-amine.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KWOK, Lily; LARSON, John David; SABAT, Mark; WO2011/146287; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 614750-84-4, 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.614750-84-4, name is 6-Iodo-[1,2,4]triazolo[1,5-a]pyridine, molecular formula is C6H4IN3, molecular weight is 245.02, as common compound, the synthetic route is as follows.

To a solution of 6-iodo[l,2,4]triazolo[l,5-a]pyridme (5 g, 0.02 mol, prepared according to literature procedure) in anhydrous THF (300 mL), was slowly added IM of isopropylmagnesium bromide in THF (31 mL, 0.03 mol) at 0 oC. It was stirred at OoC for 1 hour and then was added anhydrous DMF (6 mL, 0.05 mol). It was allowed to warm to room temperature and stirred for overnight. It was then quenched with 100 mL of water and worked up with diethyl ether and saturated NaHCO3. Dried over MgSO4 and concentrated. The residue was purified on silica gel column with EtOAc to give the desire product as a tan solid (3g, 100percent). LC-MS/ES+: M+l: 148.0.

Statistics shows that 614750-84-4 is playing an increasingly important role. we look forward to future research findings about 6-Iodo-[1,2,4]triazolo[1,5-a]pyridine.

Reference:
Patent; BIOGEN IDEC MA INC; WO2006/26305; (2006); A1;,
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.1215387-58-8, name is 5-Bromo-1H-pyrrolo[2,3-c]pyridine, molecular formula is C7H5BrN2, molecular weight is 197.03, as common compound, the synthetic route is as follows.Application In Synthesis of 5-Bromo-1H-pyrrolo[2,3-c]pyridine

To a stirred suspension of 60% NaH (0.146 g, 6.091 mmol) in DMF (20 mL), 5-bromo-1 H-pyrrolo[2,3-c]pyridine (0.8 g, 4.06 mmol) was added at 0 C and stirred for 15 min. Then, 1-bromo butane (0.66 g, 4.873 mmol) was added to the reaction mixture at 0 C. The resulting mixture was allowed to warm to rt and stirred for 16 h. The reaction mixture was quenched with water and extracted EtOAc and the organic layer was dried over anhydrous Na2S04, and it was concentrated under reduced pressure. The crude compound was purified by flash column chromatography using 10% EtOAc in pet ether as an eluent to afford the title compound (0.78 g, 67%). LC-MS (method 2): Rt =2.27 min; m/z = 253.17 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1215387-58-8, 5-Bromo-1H-pyrrolo[2,3-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ORYZON GENOMICS, S.A.; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; SALAS SOLANA, Jorge; (103 pag.)WO2019/110663; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1628-89-3, 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. 1628-89-3, name is 2-Methoxypyridine. A new synthetic method of this compound is introduced below.

General procedure: To a stirred cooled (0 C) solution of 2,2,6,6-tetramethylpiperidine (1.0 mL, 6.0 mmol) in THF (5 mL) were added BuLi (1.6 M hexanes solution, 6.0 mmol) and, 5 min later, FeBr2 (0.43 g, 2.0 mmol). The mixture was stirred for 15 min at 0 C before introduction of the substrate (2.0 mmol). After 2 h at room temperature, the electrophile (6.0 mmol) was added. The mixture was stirred for 1 h before addition of H2O (10 mL) and extraction with EtOAc (3×20 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1628-89-3, its application will become more common.

Reference:
Article; Nagaradja, Elisabeth; Chevallier, Floris; Roisnel, Thierry; Jouikov, Viatcheslav; Mongin, Florence; Tetrahedron; vol. 68; 14; (2012); p. 3063 – 3073;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1150617-54-1, 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 1150617-54-1, name is 6-Bromo-1H-pyrazolo[4,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

[00302] To a solution of 6-bromo-1H-pyrazolo[4,3-b]pyridine (145 mg, 0.732 mmol) in THE (4.1 niL) at ii was added NaH (60:40 sodium hydride:mineral oil, 37.0 mg, 0.925 mmol). The mixture was allowed to stir for 5 mm and then cooled in ice bath. Cyclopropanesulfonylchloride (95.0 uL, 0.9 19 mmol) was added dropwise and the mixture was allowed to stir for 2 h while the bath temperature warmed to between 10-15 C. The reaction mixture was quenched with ammonium chloride (2M aq. solution, 5 mL) and was partitioned between EtOAc and water. The aqueous layer was further extracted with EtOAc and the combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated by rotary evaporation. An LCMS of the crude material showed ?-4:1 mixture of isomers. The residue was purified by column chromatography to provide a mixture of 6-bromo-1-(cyclopropylsulfonyl)-1H-pyrazolo[4,3-b]pyridine LCMS (AA): m/z 304.3 (M+H), second peak, and 6- bromo-2-(cyclopropylsulfonyl)-2H-pyrazolo[4,3-b]pyridine LCMS (AA): m/z 304.3 (M+H), first peak (combined yield 201 mg, 90.8%).

According to the analysis of related databases, 1150617-54-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BHARATHAN, Indu T.; BLACKBURN, Chris; CIAVARRI, Jeffrey P.; CHOUITAR, Jouhara; CULLIS, Courtney A.; D’AMORE, Natalie; FLEMING, Paul E.; GIGSTAD, Kenneth M.; GIPSON, Krista E.; GIRARD, Mario; HU, Yongbo; LEE, Janice; LI, Gang; REZAEI, Mansoureh; SINTCHAK, Michael D.; SOUCY, Francois; STROUD, Stephen G.; VOS, Tricia J.; WONG, Tzu-Tshin; XU, He; XU, Tianlin; YE, Yingchun; WO2015/108861; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13362-78-2 , The common heterocyclic compound, 13362-78-2, name is (E)-1,2-Di(pyridin-4-yl)ethene, molecular formula is C12H10N2, 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.

General procedure: To a stirred solution of HL (95.6mg, 0.4mmol) in absolute EtOH (10ml), solid Zn(OAc)2·2H2O (43.9mg, 0.2mmol) and absolute bpe (trans-1,2-bis(4-pyridyl)ethylene, 18mg, 0.1mmol) were added separately, and the final mixture was heated under reflux for 5h. A solution of Ln(NO3)3·6H2O (0.2mmol, Ln=Nd, 0.087g; Ln=Yb, 0.089g; Ln=Er, 0.088g; Ln=Gd, 0.090g) in absolute MeCN (20ml) were added sequentially. Then the mixture was refluxed for another 3h. The respective yellow clear solution was then cooled to room temperature and filtered. Diethyl ether was allowed to diffuse slowly into the respective solution at room temperature and pale yellow microcrystallines 5?8 were obtained in about three weeks, respectively.

The synthetic route of 13362-78-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Zhao; Feng, Weixu; Su, Peiyang; Liu, Han; Zhang, Yao; Wang, Zheng; Miao, Tiezheng; Lue, Xingqiang; Fan, Daidi; Wong, Wai-Kwok; Jones, Richard A.; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 116; (2013); p. 102 – 110;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 66521-66-2, 4-(Pyridin-3-yl)pyrimidin-2-amine, 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, 66521-66-2, blongs to pyridine-derivatives compound. Product Details of 66521-66-2

Into a three-neck round bottom flask was added raw material compound 5 (0.21 g, 1.2 mmol), and addedsolvent anhydrous 1,4-dioxane 25 mL, catalyst CuI (0.095 g, 0.5 mmol), cocatalyst KI (0.25 g, 1.5). Mmmol),acid binding agent K 2 CO 3 (1.4 g, 2.0 mmol). Then in N 2 The reaction 3-ethyl 4-bromo-4-methylbenzoate(0.243 g, 1.5 mmol) and the ligand DMEDA (60 muL, 0.5 mmol) were added under stirring, and the mixturewas stirred and warmed to 100 C for 20 h. After the reaction was completed, the mixture was cooled to 45 C, and 2 ml of concentrated aqueous ammonia was added to the reaction mixture, and the mixture was stirredfor 30 min, then the system was cooled to room temperature, and the residue was filtered, extracted with ethylacetate 3-4 times, and the organic phases were combined and dried. The mixture was evaporated to dryness,and purified by column chromatography to afford compound 6 (0.15 g, yield: 45%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,66521-66-2, its application will become more common.

Reference:
Patent; Southeast University; Cai Jin; Ning Yao; Ji Min; Wang Yingying; Huang Mingqi; (20 pag.)CN110078708; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 52833-94-0, 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 52833-94-0 as follows.

Step 2: 5-Bromo-3-(3-(difluoromethyl)-1 ,2,4-oxadiazol-5-yl)pyridin-2-amine To a stirring suspension of 2-amino-5-bromonicotinic acid (500 mg, 2.304 mmol) in DCM (11.5 ml) was added 1-chloro-N,N,2-trimethyl-1-propenylamine (Ghosez’s reagent) (0.366 ml, 2.76 mmol). The reaction mixture was left stirring for 1.5 hrs. 2,2-Difluoro-N’- hydroxyacetimidamide (step 1) (507 mg, 4.61 mmol) was added followed by DIPEA (0.805 ml, 4.61 mmol) and the mixture was stirred overnight. T3P (4.04 ml, 6.91 mmol) was added and the mixture was heated using microwave radiation for 135 mins at 100C. The mixture was added to water (100ml) and the product extracted into EtOAc (2 x 90ml). The organic phase was washed with brine, dried over MgS04 and concentrated to dryness. The crude product was purified by flash column chromatography, eluting with 0-10% gradient of (2M NH3 in MeOH) in DCM on a 24g Si-column to afford the title compound; LCMS: Rt = 1.11 mins; MS m/z 291.4 [M+H]+; Method 2minl_owpHv01 1H NMR (400 MHz, DMSO-d6) delta 8.43 (1 H, d), 8.39 (1 H, d), 7.55 (2H, br s), 7.47 (1 H, t).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52833-94-0, its application will become more common.

Reference:
Patent; NOVARTIS AG; BELLENIE, Benjamin Richard; BLOOMFIELD, Graham Charles; BRUCE, Ian; CULSHAW, Andrew James; HALL, Edward Charles; HOLLINGWORTH, Gregory; NEEF, James; SPENDIFF, Matthew; WATSON, Simon James; WO2015/162456; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 17368-12-6 , The common heterocyclic compound, 17368-12-6, name is 2-Chloro-4-hydroxypyridine, molecular formula is C5H4ClNO, 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 mixture of 3-bromo-2-ethyl-6-nitropyridine (3.168 g, 13.71 mmol), 2-chloro-4-hydroxypyridine (3.55 g, 27.4 mmol) and K2CO3 (5.69 g, 41.1 mmol) in DMA (25 mL) was sparged with Ar and heated at 105 C. overnight. The mixture was cooled to RT, treated with EtOAc, washed successively with 10% K2CO3, 5% LiCl, then brine, dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (EtOAc/Hex) to afford 3-((2-chloropyridin-4-yl)oxy)-2-ethyl-6-nitropyridine (1.102 g, 28%). MS (ESI) m/z: 280.0 (M+H+).

The synthetic route of 17368-12-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Kaufman, Michael D.; Samarakoon, Thiwanka; Caldwell, Timothy Malcolm; Vogeti, Lakshminarayana; Ahn, YuMi; Patt, William C.; Yates, Karen M.; US2014/315917; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem