Day: March 25, 2022

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. 914358-72-8, name is 5-Bromo-3-chloro-2-methylpyridine, molecular formula is C6H5BrClN, 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 5-Bromo-3-chloro-2-methylpyridine

A mixture of tert-butyl 2-(3-acetyl-5-(4, 4, 5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-1-yl)acetate (S2, 100 mg, 1 equiv), 5-bromo-3-chloro-2-methylpyridine (S3, 62 mg, 1.2 equiv), and cesium carbonate (230 mg, 2.8 equiv) in DMF (8 mL) was purged with argon for 5 min. 1,1?-Bis(diphenylphosphino)ferrocenedichloropalladium(II) (14 mg, 0.06 equiv) was then added under argon and the reaction mixture w is heated to 90 C. overnight. The reaction mixture was cooled to room temperature and diluted with EtOAc (20 mL) and water (10 ml). The organic layer was then separated, washed with brine (3×15 mL), dried, and the solvent was removed under reduced pressure. The crude product was purified by column chromatography on silica gel (5% MeOH in DCM) to give 100 mg of tert-butyl 2-(3-acetyl-5-(5-chloro-6-methylpyridin-3-yl)-1H-indol-1-yl)acetate (S4) as a yellow solid.

With the rapid development of chemical substances, we look forward to future research findings about 914358-72-8.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 84199-61-1, 3-Acetyl-2-bromopyridine, 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, COA of Formula: C7H6BrNO, blongs to pyridine-derivatives compound. COA of Formula: C7H6BrNO

General procedure: An solution of indicated quantity of DAST in dry CH2Cl2 was added dropwise to a solution of 14 (26.9mmol) in dry CH2Cl2 (50mL) at 0C. The reaction mixture was warmed to rt and stirred for indicated period of time. The resulting mixture was poured into H2O (50mL), sat. aq NaHCO3 was added to pH=8, and organic phase was separated. The aqueous layer was extracted with CH2Cl2 (3×50mL), the combined organic layers were dried over Na2SO4, and then evaporated under reduced pressure.

The synthetic route of 84199-61-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Subota, Andrii I.; Ryabukhin, Sergey V.; Gorlova, Alina O.; Grygorenko, Oleksandr O.; Volochnyuk, Dmitriy M.; Journal of Fluorine Chemistry; vol. 224; (2019); p. 61 – 66;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59020-10-9, 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. 59020-10-9, name is 3-(Tributylstannyl)pyridine, molecular formula is C17H31NSn, 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 183; N-(4-Fluoro-benzyl)-4-(3-pyridin-3-yl-indole-1-sulfonyl)-benzamide hydrochloride; Combine N-(4-fluoro-benzyl)-4- (3-iodo-indole-1-sulfonyl)-benzamide 300 mg, 0.56 mmol, 1 equiv), 3-tributylstannylpyridine (Frontier Scientific ; 90%; 230 mg (0.90) = 210 mg, 0.56 mmol, 1.0 equiv), and tetrakis (triphenylphosphine) palladium (0) (100 mg, 0.087 mmol, 0.15 equiv) in deoxygenated toluene (3 mL) and heat at 100 C for 18 h. Transfer the reaction solution to a column of silica gel (125 mm x 25 mm dia. ) and elute (0-70% EtOAc/hex) to yield 73 mg (27%) of free amine as an orange oil. Dissolve this material in MeOH (5 mL) and add 12 M aq HCl (2 drops). Rotary evaporate this solution (40 C) to yield 78 mg (27%) ofN-(4-fluoro-benzyl)-4- (3-pyridin-3-yl-indole-1- sulfonyl)-benzamide hydrochloride as a brown glass. MS (m/e): 485.95 (M+1) ; 484.10 (M-1).

According to the analysis of related databases, 59020-10-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/66126; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 83393-46-8, 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 83393-46-8 as follows.

To a solution of 3-acetyl, 7-azaindole (320 mg, 2 mmol), thiohydantoin (465 mg, 3 mmol) and BF3.Et2O (1.52 mL, 12 mmol) in dry THF (14 mL), under argon, triethylamine (0.84 mL, 6 mmol) was added dropwise and the reaction mixture stirred for 5 days at RT. The mixture was poured in ice and pH made slightly basic by addition of sodium bicarbonate. The solution was extracted with ethyl acetate, dried over sodium sulfate and concentrated to give an oil that crystallized from ethyl acetate (260 mg, 1 mmol, 50% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,83393-46-8, its application will become more common.

Reference:
Patent; Pharmacia Italia S.p.A.; US2007/112020; (2007); 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.898746-42-4, name is 6-Fluoro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5FN2, molecular weight is 136.13, as common compound, the synthetic route is as follows.COA of Formula: C7H5FN2

Preparation 23Synthesis of l-ethy lo[2,3-b]pyridine.To a stirred solution of 6-fluoro-lH-pyrrolo[2,3-b]pyridine (15.00 g, 1 10.19 mmol) in DMF (100 mL), under a nitrogen atmosphere, is added potassium carbonate(22.84 g, 165.3 mmol), followed by ethyl bromide (12.36 mL, 165.3 mmol). The reaction is heated to 70 C for 4 h. Further ethyl bromide (3.00 mL, 27.6 mmol) is added and the reaction kept at 70 C overnight. After cooling further potassium carbonate (8.00 g, 57.9 mmol) and ethyl bromide (3.00 mL, 27.6 mmol) are added, and the reaction heated at 70 C for 4 h. The reaction is cooled, poured onto brine (ca. 500 mL) and the product extracted with CHCI3 (ca. 2 x 300 mL). The combined organic extracts are dried over magnesium sulphate, filtered, and concentrated in vacuo to give a brown oil. This is purified by column chromatography on silica, eluting with 0 to 70% DCM in hexane to give the title compound as a light yellow oil (16.38 g, 99.77 mmol). MS (m/z): 165 (M+l).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,898746-42-4, 6-Fluoro-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ELI LILLY AND COMPANY; LAMAS-PETEIRA, Carlos; RICHARDS, Simon, James; SAPMAZ, Selma; WALTER, Magnus, Wilhelm; WO2012/74769; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 670253-37-9, 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 670253-37-9, name is 4-Chloro-5-iodopyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-chloro-5-iodo-pyridin-2-ylamine (64.2 g, 0.25 mol) in methanol (1.1 L) and TFA (93.7 mL, 1.26 mol) was added tert-butyl nitrite (150 mL, 1.26 mol) so as to maintain temperature less than 3 C. The resultant mixture was stirred at RT for 1 h then allowed to warm to RT and stirred for 16 h. The reaction was quenched by the careful addition of water then concentrated in vacuo to one-fourth of the volume. The resultant residue was treated with water (1 L) and the precipitate formed collected by filtration and dried in vacuo at 35 C. to give the title compound (62.3 g, 92%). Contains 16% impurity. 1H NMR 400 MHz (DMSO-d6) delta: 8.56 (1H, s), 7.20 (1H, s), 3.86 (3H, s).

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 670253-37-9, 4-Chloro-5-iodopyridin-2-amine.

Reference:
Patent; Genentech, Inc.; US2012/245144; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 67938-76-5, 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. 67938-76-5, name is (5-Chloropyridin-2-yl)methanamine. A new synthetic method of this compound is introduced below.

General procedure: Example 6A (2 g, 6.35 mmol) and (4-fluorophenyl)methanamine (0.794 g, 6.35 mmol) in acetonitrile (10 ml) were stirred at 120 °C overnight. The reaction mixture was cooled, concentrated, taken into ethyl acetate and washed with saturated aqueous NaHC03 and brine. The combined aqueous layers were extracted twice with ethyl acetate. The combined organic extracts were dried (MgS04) and filtered. The filtrate was concentrated until solid material precipitated. The mixture was filtered to provide the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67938-76-5, (5-Chloropyridin-2-yl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; ABBVIE INC.; SWEIS, Ramzi F.; CURTIN, Michael L.; PLIUSHCHEV, Marina A.; HANSEN, Todd M.; LONGENECKER, Kenton; WO2013/170118; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 78760-60-8 ,Some common heterocyclic compound, 78760-60-8, molecular formula is C13H10N2O, 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 D: at -5 ~ 0 , a 2M ethylmagnesium bromide in THF (26.5mL, 53mmol) was added dropwise to compound 25 (8.6g, 40.9mmol) in THF (30 mL) solution. After the addition was completed, the resulting mixture was further stirred at this temperature for 1 hour. Slowly add water (90mL),Adjust the pH to 3~4 with 2M hydrochloric acid.Extracted with ethyl acetate (100 mL × 3),The combined organic phases were washed with water (50 mL) and brine brineThe solvent was evaporated under reduced pressure to give 1-(5-benzyloxypyridin-2-yl)propan-1-one (26) (9.74 g). The yield was 98.7%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,78760-60-8, its application will become more common.

Reference:
Patent; Jiangsu Xin Element Pharmaceutical Technology Co., Ltd.; Shi Dongfang; Fu Changjin; Cheng Xi; Gong Weiwei; Gu Jie; Li Pengfei; Zhang Min; Yang Yan; Jin Wenqing; (51 pag.)CN110183431; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 610278-88-1, 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.610278-88-1, name is 3,5-Dichloro-2-nitropyridine, molecular formula is C5H2Cl2N2O2, molecular weight is 192.9876, as common compound, the synthetic route is as follows.

b) 5′-Chloro-4-methyl-2′-nitro-3,4,5,6-tetrahydro-2H-[l,3′]bipyridinyl; A mixture of 3,5-dichloro-2-nitropyridine (193 mg, 1.00 mmol), A- methylpiperidine (118 muL, 1.00 mmol) and K2CO3 (138 mg, 1.00 mmol) in toluene (10 mL) was heated at 50 C for 3h. Toluene was removed in vacuo and the residue obtained was purified on silica (2 % EtOAc/ hexane) to obtain the title compound (153 mg, 60%). 1H-NMR (CDCl3; 400 MHz): delta 7.95 (s, IH, J=2.5 Hz), 7.58 (s, IH, J=2.5 Hz), 3.30 (m, 2H), 2.95 (m, 2H), 1.87 (m, 2H), 1.65 (m, IH), 1.35 (m, 2H), 1.0 (d, 3H, J=6.3 Hz).

Statistics shows that 610278-88-1 is playing an increasingly important role. we look forward to future research findings about 3,5-Dichloro-2-nitropyridine.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2006/47504; (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.51173-05-8, name is 5-Fluoro-2-hydroxypyridine, molecular formula is C5H4FNO, molecular weight is 113.09, as common compound, the synthetic route is as follows.COA of Formula: C5H4FNO

Intermediate 4,4-fluoro-7-bromo-6-azaindole, was prepared according to the following scheme: [CHEMMOL-00081] [0364] A) fuming HNO3, H2SO4; [0365] B) POBr3/DMF, 110 C.; [0366] C) vinylmagnesium bromide, THF, -78 C. -20 C. [0367] Intermediate 4 was isolated as a brownish solid. MS m/z: (M+H)+ calcd for C7H5BrFN2: 214.96; found 214.97. HPLC retention time: 1.28 minutes (column G).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,51173-05-8, 5-Fluoro-2-hydroxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; Kadow, John F.; Regueiro-Ren, Alicia; Xue, Qiufen May; US2004/6090; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem