Tag: M.W:100-200

Synthetic Route of 128071-98-7 ,Some common heterocyclic compound, 128071-98-7, molecular formula is C5H3BrFN, 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 4-bromo-2-fluoropyridine (0.635 g), Pd2(dba)3 (catalytic quantity), Xantphos (catalytic quantity) and Cs2CO3 (1.5 g) in 1,4-dioxane (5ml) was degassed by applying alternating N2 atmosphere and vacuum. Intermediate (132) in 1,4-dioxane (15ml) was added under N2-atmosphere. The reaction mixture was stirred at 1000C for 2 hours. The reaction mixture was filtrated. After extraction (DCM/water), the collected organic layers were dried (MgSO4), filtered and the filtrate was evaporated. The residue was purified by HPLC (HPLC method A). Two product fraction groups were collected and their solvents were evaporated, yielding intermediate (133) (trans; relative; mixture) and intermediate (134) (cis; relative; mixture).

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. 128071-98-7, 4-Bromo-2-fluoropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2008/3665; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6283-81-4, 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.6283-81-4, name is Ethyl 3-oxo-3-(pyridin-3-yl)propanoate, molecular formula is C10H11NO3, molecular weight is 193.2, as common compound, the synthetic route is as follows.

1 g (5 mmol) of ethyl 3-pyridylacetoacetate was weighed,2,6-dihydroxytoluene 0.64 g (5 mmol) in 100 mL eggplant vials,Then add 5mL of anhydrous ethanol,Ice bath drop concentrated H2SO4 2.5mL,N2 gas protection room temperature stirring reaction 4h,(Chloroform / methanol = 40/1) to give 0.8 g of a white solid, which was purified by column chromatography on a white solid, filtered, dried and purified by column chromatography.Yield 61.03%,

Statistics shows that 6283-81-4 is playing an increasingly important role. we look forward to future research findings about Ethyl 3-oxo-3-(pyridin-3-yl)propanoate.

Reference:
Patent; Xi’an Jiaotong University; Li Yiping; Zhao Yang; Gao Yanjuan; Ma Ying; Jin Zhengyu; Hu Yanzhen; Wang Yawen; (23 pag.)CN106674176; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1531-18-6, 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. 1531-18-6, name is 2-Ethylisonicotinonitrile, molecular formula is C8H8N2, 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.

Weigh 2.32 g of 2-ethyl-4-cyanopyridine and 0.06 g of ETS-10 in a reaction tube.Add 50mL of water, heat up to 110 C reaction, TLC tracking detection,The reaction was completed in 24 hours, and after cooling, it was centrifuged.The resulting solution is distilled off to obtain a product2-ethyl-4-pyridinecarboxamide 1.45 g, yield 97%,The purity was 99.72% (gas chromatography detection). Centrifuging the resulting solid for repeated reaction,The reaction conditions and the amount of raw materials are the same as above, and when repeated 5 times,The yield is 92% or more, and the yield is 90% in the fifth reaction.The purity is 98% or more.

According to the analysis of related databases, 1531-18-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wenzhou University; Xiong Jing; Hu Rongrong; Liu Wuqiang; Tao Yangyang; Feng Xiaogang; Zhou Zheng; (6 pag.)CN104072409; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16727-43-8, 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 16727-43-8, name is 2,6-Dimethoxynicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of cis-N2-(4-amino-cyclohexyl)-N4,N4-dimethyl-quinazolin-2,4-diamine (28.5 mg, 0. 1 mmol) in 0. 5 mL ONTF was added 2,6-dimethoxynicotinic acid (18. 3 MG, O. 1 mmol), TU (45. 6mg, 0.12 mmol), and DIEA A (34.8 L, 0.2 mmol), The reaction mixture was stirred for a couple of hours, and the compound was then subjected to purification by prep LCMS to yield N-(cis-4-{[4-(dimelthylamino)quinazolin-2-yl]amino}cyclohexyl)-2,6-dimethoxynicotinamide trifluoroacetate (9. 9 mg, 0. 022 mmol, 22 %) as a white solid. ESI-MS M/E 451.2 M + H+ ; 1H NMR (400 MHZ, DMSO-D6) # 12.5 (S, 1 H), 8.42 (BRS, 1 H), 8.13 (dd, J = 4. 0, 4. 0 Hz, 2 H), 7. 86 (brs, 1 H), 7. 74 (T, J = 8. 0 Hz, 1 H), 7. 39 (BRS, I H), 7. 32 (T, J = 8. 0 HZ, I H), 6. 47 (d, J = 8. 0 HZ. 1 H), 4.02 (s, 3 H), 3.95 (brs, 1 H), 3.85 (s, 3 H), 3. 6S (brs, 1 H), 3. 42 (brs, 6 H), 1.80-1.68 (m, 8 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 16727-43-8, 2,6-Dimethoxynicotinic acid.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; ARENA PHARMACEUTICALS INC.; WO2004/87680; (2004); 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.147149-98-2, name is 4-Amino-2-(trifluoromethyl)pyridine, molecular formula is C6H5F3N2, molecular weight is 162.11, as common compound, the synthetic route is as follows.SDS of cas: 147149-98-2

To a solution of 2,4-dichloro-6-(4- (trifluoromethyl)pyrimidin-2-yl)-l,3,5-triazine (981 mg, 3.31 mmol) in THF (80 mL) was added 2-(trifluoromethyl)pyridin-4-amine (590 mg, 3.64 mmol) and NaHC03 (556 mg, 6.6 mmol). The mixture was stirred at refluxing for 18 hours. The mixture was concentrated and poured to water, extracted with ethyl acetate, dried over sodium sulphate, filtered and concentrated to give a residue, which was purified by Si02 chromatography to give 4-chloro-6-(4-trifluoromethyl- pyrimidin-2-yl)-[l,3,5]triazin-2-yl]-(2-trifluoromethyl-pyridin-4-yl)-amine. LCMS: m/z 422.2 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,147149-98-2, 4-Amino-2-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; TRAVINS, Jeremy; UTLEY, Luke; WO2015/6592; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 100-48-1, name is Isonicotinonitrile, molecular formula is C6H4N2, 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. Safety of Isonicotinonitrile

(d) 4-Pyridinecarboxamidine hydrochloride A solution of 4-pyridinecarbonitrile (370 g, 3.55 mol) and sodium methoxide (20.0 g, 0.37 mol) in methanol (1.71) was stirred at room temperature for 1.5 hours, then ammonium chloride (200 g, 3.7 mol) was added. The reaction mixture was stirred for 24 hours, the resulting solid was collected by filtration and the filtrate was evaporated to dryness. The two crops were combined and recrystallized from water to afford 394 g (70percent) of 4-pyridinecarboxamidine hydrochloride, m.p. 250°-252° C. (dec.).

With the rapid development of chemical substances, we look forward to future research findings about 100-48-1.

Reference:
Patent; Sterling Winthrop Inc.; US5294612; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1008-91-9, 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. 1008-91-9, name is 1-(Pyridin-4-yl)piperazine. A new synthetic method of this compound is introduced below.

General procedure: A solution of AlMe3 in toluene (1.5 mol equiv., 2 M) was added to the methyl benzoate 16 or 17 (1.0 mmol) dissolved in toluene (3.5 mL) in a round-bottomed flask. The appropriate piperazine (1.4 mol equiv.) was then added, together with an additional volume of toluene (3.5 mL). The reaction mixture was then stirred at RT for 1 h, before being stirred under heating at 110 C for an additional 1 h. The solvent was then removed under reduced pressure. EtOAc (10 mL) was then used to dissolve the residue, after which the organic phase was washed sequentially with aqueous NaHCO3 (sat., 50 mL) and brine (50 mL). The organic layer was dried (Na2SO4), filtered and removed under reduced pressure, resulting in a dark yellow oil. This residue was purified by silica gel column chromatography (90 %EtOAc/MeOH) to obtain the desired products 18 or 19, for which the details are given below.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1008-91-9, 1-(Pyridin-4-yl)piperazine, and friends who are interested can also refer to it.

Reference:
Article; Chakravorty, Santanu; Klein, Hanna F.; Hodson, Luke E.; Rabillier, Matthias; Fang, Zhizhou; Richters, Andre; Pelly, Stephen C.; Rauh, Daniel; Van Otterlo, Willem A.L.; South African Journal of Chemistry; vol. 67; (2014); p. 71 – 79;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1597-32-6, 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. 1597-32-6, name is 2-Amino-6-fluoropyridine, molecular formula is C5H5FN2, 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.

N-(6-Fluoropyridin-2-yl)pivalamide. 6-fluoropyridin-2-amine (13.1 g, 117 mmol) was dissolved in anhydrous pyridine (100 mL), and cooled to 0 C. followed by fast dropwise addition of trimethylacetyl chloride (15.9 mL, 129 mmol) over 2 min. 5 min later, the resulting slurry was stirred over night at room temperature. Partial of the solvent was removed on rotary vacuum. The residue was partitioned between saturated ammonium chloride (200 mL) and EtOAc (200 mL). After separation, the organic layer was washed with brine (50 mL), dried over MgSO4, concentrated on rotary vacuum, and purified on flash chromatography eluting with 2575% EtOAc/Hexanes (1400 mL) to afford the expected product as a white solid(21.4 g, 93% yield); 1H NMR (400 MHz, CDCl3) delta ppm 1.29 (s, 9H), 6.63 (dd, J=8.06, 2.01 Hz, 1H), 7.76 (q, J=8.14 Hz, 1H), 7.85 (s, 1H), 8.09 (dd, J=8.06, 1.76 Hz, 1H); Mass spec. 197.15 (MH+), Calc. for C10H13FN2O196.1

According to the analysis of related databases, 1597-32-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chaturvedula, Prasad V.; Mercer, Stephen E.; Fang, Haiquan; US2006/94707; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 74784-70-6, 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.74784-70-6, name is 5-(Trifluoromethyl)pyridin-2-amine, molecular formula is C6H5F3N2, molecular weight is 162.1125, as common compound, the synthetic route is as follows.

Sodium hydride (60% in paraffin oil, 0.0907 g, 2.27 mmol) was washed twice under Ar with n-hexane (2 ml). A solution of 2-amino-5-chloropyridine (0.250 g, 1.51 mmol) in 2-MeTHF (2.0 ml) was added slowly. The brown-red suspension was stirred until no more gas evolution was observed and then 3-methyl-2-oxazolidinone (0.3 12 g, 3.02 mmol) wasadded. The resulting reaction mixture was stirred at room temperature for 20 h. The reaction was quenched by careful addition of water and diluted with EtOAc. Phases were separated and aqueous phase was extracted with EtOAc (2x). The combined organic layers were washed with brine, dried over anhydrous Na2504 and evaporated under reduced pressure to afford a crude residue (0.457 g). Quantitative 1H NMR analysis using trimethoxy benzeneas an internal standard indicated purity of 45% (52% chemical yield). The crude product was purified by silica gel chromatography (eluting with 1-4% MeOH in DCM) to afford 1-(2- hydroxyethyl)-1 -methyl-3-[5-(trifluoromethyl)-2-pyridyl]urea (0.177 g, 99% purity, 44%) as a pale yellow solid.1H NMR (400MHz, d6DMSO) 69.56 (br, 1H), 8.56 (dd, J = 1.5, 0.7 Hz, 1H), 8.03 (dd, J =9.0, 2.6 Hz, 1H), 7.97-7.93 (m, 1H), 5.42 (br, 1H), 3.62 (q, J = 4.9 Hz, 2H), 3.46-3.38 (m,2H), 2.96 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 74784-70-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; SMITS, Helmars; GHORAI, Sujit, Kumar; (25 pag.)WO2017/186624; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 620-08-6, Adding some certain compound to certain chemical reactions, such as: 620-08-6, name is 4-Methoxypyridine,molecular formula is C6H7NO, 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 620-08-6.

4-Trifluoromethyl bromobenzene (4.2ml, 30mmol) was added portionwise to magnesium turnings (0.729g, 30mmol) in dry TEtaF (30ml), a couple of drops of 1,2-dibromoethane was added to initiate the reaction. The resulting brown solution was cooled to -250C. 4-Methoxypyridine (3.0ml, 30mmol) was added followed by benzyl chloroformate (4.3ml, 30mmol). The reaction was stirred for 30 mins at -200C then quenched with 2N HCl. After stirring for 10 mins the mixture was extracted with EtOAc (x3). The combined extracts were washed with brine, dried (MgSO4), filtered and evaporated. The residue was purified by chromatography (silica, 10-40% EtOAc/hexanes) to give the dihydropyridine (9.3Og, 83%). 1H NMR (500 MHz, CDCl3) delta: 2.77 (IH, d, J 16.6), 3.18 (IH, dd, J 7.7, 16.6), 5.20 (IH, d, J 12.0), 5.27 (IH, d, J 12.0), 5.42 (IH, d, J 8.3), 5.77 (IH, d, J 6.3), 7.24-7.37 (7H, m), 7.54 (2H, d, J 8.2), 8.00 (IH, m).

According to the analysis of related databases, 620-08-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2006/43064; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem