Tag: M.W:200-300

Reference of 89364-04-5, 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.89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, molecular weight is 202.9935, as common compound, the synthetic route is as follows.

Add 200 mL of dioxane to a 500 mL single-necked flask equipped with magnetic stirring at room temperature.Intermediate M99.1g (43.86 mmol, 1 eq),3-bromo-4-nitropyridine 13.2 g (65¡¤81 mmol, 1.5 eq),Potassium carbonate aqueous solution (carbonPotassium acid 18.19g,131.61 mmol, 3 eq,Water 65.8mL, 2M),Tetrakistriphenylphosphine palladium 1 ¡¤ 52g (1 ¡¤ 32mmol, 0 ¡¤ 03eq),Turn on the agitation,Replace the nitrogen 3 times,Warm up to 100C,Reaction overnightThe reaction solution was cooled to room temperature.Extracted with ethyl acetate,Take the upper layer,The reaction solution was sprinkled,Column chromatography separation (eluent: PE: DCM = 2:1),Get a crude product,Boiled with n-hexane,Obtained 16g of a yellow solid.The yield is 58.35%

Statistics shows that 89364-04-5 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-4-nitropyridine.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Gao Wenzheng; Du Qian; Ren Xueyan; (33 pag.)CN110294760; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 5349-17-7, 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide, 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, HPLC of Formula: C7H7Br2NO, blongs to pyridine-derivatives compound. HPLC of Formula: C7H7Br2NO

EXAMPLE 13 [6-CHLORO-3-(1H-1,2,3,4-TETRAZOL-5-YLMETHYL)-1H-INDOL-2-YL](4-PYRIDINYL)METHANONE The title compound was prepared according to the procedure described in step 5 of Example 1 from N-(5-chloro-2-{(E)-2-[1-(2-cyanoethyl)-1H-1,2,3,4-tetrazol-5-yl]ethenyl}phenyl)benzenesulfonamide (Example 1, step 4) and 4-bromoacetylpyridine hydrobromide (L. W. Deady, M. S. Stanborough, Aust. J. Chem., 1981, 34 , 1295). MS (EI) m/z: 338 (M+). IR (KBr) nu: 3246, 2870, 1637, 1526, 1439, 1323, 1248, 943, 841. 1H-NMR (DMSO-d6) delta: 11.92 (1H, s), 8.80 (2H, d, J=4.5 Hz), 7.68 (1H, d, J=8.7 Hz), 7.63 (2H, d, J=4.5 Hz), 7.51 (1H, d, J=1.8 Hz), 7.15 (1H, dd, J=1.8, 8.7 Hz), 4.58 (2H, s).

The synthetic route of 5349-17-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; EP1065206; (2001); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 175205-81-9, 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.175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine, molecular formula is C6H3BrF3N, molecular weight is 225.99, as common compound, the synthetic route is as follows.

n-Butyllithium solution (1.6 M in hexane, 0.46 mL, 0.73 mmol) was added to a flask with diethyl ether (2.0 mL) at ?78 ¡ãC, followed by the dropwise addition of 2-bromo-4-(trifluoromethyl)pyridine (0.10 mL, 0.81 mmol), and the resulting mixture was stirred at -78¡ãC for 45 mm. To the prepared aryllithium solution was added a solution of (4aS,6S)- 1 -(4-fluorophenyl)-6-(( 1-methyl- 1H-pyrazol-4-yl)thio)- 1,4,5,6,7,8-hexahydro-4aH-benzo[flindazole-4a-carbaldehyde (3d) (50 mg, 0.12 mmol) in THF (1.2 mL) dropwise and stirred at ?78 ¡ãC for 30 mm. The reaction was quenched by the addition of water (8 mL). The dry ice bath was removed and the mixture was stirred for 10 mm. Then a small amount of saturated aq. NH4C1 solution was added and the solution was extracted (3 x EtOAc). The combined organic layer was washed (brine), dried (Na2SO4), and concentrated under reduced pressure. Purification of the residue by silica gel column chromatography (12 g Si02, 1percent to 3percent MeOHIDCM, a gradient elution) provided ((4aS,6S)- 1 -(4-fluorophenyl)-6-(( 1-methyl- 1H-pyrazol-4-yl)thio)- 1,4,5,6,7, 8-hexahydro-4aH- benzo [flindazol-4a-yl)(4-(trifluoromethyl)pyridin-2-yl)methanol (3e) (43 mg, 63percent) as an off-white solid. mlz (ESI, +ve ion) 556.2 [M+Hjb.

Statistics shows that 175205-81-9 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-4-(trifluoromethyl)pyridine.

Reference:
Patent; ORIC PHARMACEUTICALS, INC.; DU, Xiaohui; EKSTEROWICZ, John; FANTIN, Valeria R.; REW, Yosup; SUN, Daqing; YE, Qiuping; ZHOU, Haiying; KAWAI, Hiroyuki; MOORE, Jared; PHAM, Johnny; WU, Kejia; ZHU, Liusheng; YAMASHITA, Dennis; (288 pag.)WO2018/191283; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 155377-05-2, name is Methyl 6-(trifluoromethyl)picolinate. A new synthetic method of this compound is introduced below., SDS of cas: 155377-05-2

General procedure: Step 2: Preparation of 6-(6-trifluomethylpyridin-2-yl)-1,3,5-triazine-2,4-dione To a solution of freshly prepared NaOEt from Na (3.84 g, 0.16 mol, 3 eq) in ethanol (500 mL) was added methyl 6-trifluoromethylpicolinate (33 g, 0.16 mol, 3 eq) and biuret (5.3 g, 0.052 mol). The resulting mixture was heated to reflux for 1 hr and then concentrated. The residue was poured into water and treated with Sat. aq. NaHCO3 to adjust pH to 7. The precipitated solid was collected by filtration and dried under air to give the desired compound. 1H NMR (400 MHz, DMSO-d6): delta 10.88 (s, 1H), 8.46 (d, J=7.4 Hz, 1H), 8.28 (t, J=7.3 Hz, 1H), 8.11 (d, J=7.4 Hz, 1H). LC-MS: m/z 259 (M+H)+.

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, 155377-05-2, Methyl 6-(trifluoromethyl)picolinate.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC; Konteatis, Zenon D.; Popovici-Muller, Janeta; Travins, Jeremy; Zahler, Robert; Cai, Zhenwei; Zhou, Ding; US2015/18328; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 799293-83-7, 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 799293-83-7 as follows.

3-Bromothieno[3,2-c]pyridin-4(5H)-one (1.09 g, 4.74 mmol) synthesized according to a known method (WO2004/100947) was suspended in DMF (24 mL), and potassium carbonate (1.96 g, 14.2 mmol) and methyl 4-toluenesulfonate (0.858 mL, 5.68 mmol) were added. The mixture was stirred overnight at room temperature. After adding a saturated sodium bicarbonate aqueous solution to the reaction mixture, the insoluble matter was filtered, and the filtrate was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was washed with diethyl ether to give Compound bc (670 mg, 58 %). ESI-MS: m/z 244 [M + H]+. 1H-NMR (CDCl3) delta (ppm): 7.23 (s, 1H), 7.19 (d, J = 7.8 Hz, 1H), 6.62 (d, J = 7.8 Hz, 1H), 3.60 (s, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,799293-83-7, its application will become more common.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; OTSUBO, Nobumasa; OKAZAKI, Shuko; TSUKUMO, Yukihito; IIDA, Kyoichiro; NAKOJI, Masayoshi; EP2708540; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 112193-41-6, name is 5-Bromonicotinohydrazide. A new synthetic method of this compound is introduced below., Product Details of 112193-41-6

To a solution 5-bromonicotinohydrazide (2 g, 9 mmol) in dioxane (48 mL) was added sodium bicarbonate (0.78 g, 9.2 mmol) and 20 mL of water. The reaction mixture was allowed to stir for 10 min. and then cynogen bromide (1.17g, 10 mmol) was added. The resulting clear solution was allowed to stir overnight at ambient temperature. At the conclusion of this period, a pinkish precipitate was collected by filtration to yield 5-(5-bromopyridin-3-yl)-l,3,4-oxadiazol-2-amine (3.4 g, 72 % yield). LCMS Method Y: retention time 1.43 min; [M+l] = 239.0, 241.0.

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, 112193-41-6, 5-Bromonicotinohydrazide.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JOHNSON, James A.; LLOYD, John; FINLAY, Heather; JIANG, Ji; NEELS, James; DHONDI, Naveen Kumar; GUNAGA, Prashantha; BANERJEE, Abhisek; ADISECHAN, Ashokkumar; WO2011/28741; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 39856-50-3, 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 39856-50-3, name is 5-Bromo-2-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Piperazine-1 -carboxylic acid tert- butyl ester (3.0 g, 16.11 mmol), 5-bromo-2-nitro-pyridine (3.3 g, 16.11 mmol) and DIPEA (6.2 g, 48.32 mmol) in ethanol (30 ml.) are stirred at rt for 20 h. The reaction mixture is concentrated under reduces pressure and the residue is diluted with ethyl acetate and water. The organic layer is washed with water, brine, dried over MgS04, filtered and concentrated under reduces pressure. The residue is purified with column chromatography using silica gel (EtOAc/heptane) to afford the title compound. (0485) Yield: 1.34 g (27%) ESI-MS: m/z = 309 (M+H)+ Rt(HPLC): 0.89 min (Method 1

According to the analysis of related databases, 39856-50-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HYDRA BIOSCIENCES, INC.; BRUNETTE, Steven; CUI, Jianwen; LOWE, Michael D.; SARKO, Christopher Ronald; SURPRENANT, Simon; TURNER, Michael Robert; WU, Xinyuan; SMITH KEENAN, Lana Louise; BOUYSSOU, Thierry; (183 pag.)WO2019/158572; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 26163-03-1, 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. 26163-03-1, name is 3-Bromo-5-chloropyridin-2-amine, molecular formula is C5H4BrClN2, 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 39 2′-amino-6-(6-chloroimidazo[ 1 ,2-a]pyridin-8-yl)- 1 ‘,2,2-trimethylspiro[chroman-4,4′- imidazol]-5′(l’H)-oneStep A: 3-Bromo-5-chloro-2-pyridinamine (487 mg, 2.35 mmol) was diluted with ethanol (4 mL), followed by the addition of 2-chloroacetaldehyde (614 , 4.69 mmol). The reaction was heated at reflux for 3 hours. The reaction was cooled and loaded onto silica gel eluting with 10-50% ethyl acetate/hexanes to yield 8-bromo-6-chloroimidazo[l,2-a]pyridine (300 mg, 1.30 mmol, 55.2% yield).Step B: 2’-Amino-r,2,2-trimethyl-6-(4,4,5,5-tetramethyl

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 26163-03-1, 3-Bromo-5-chloropyridin-2-amine.

Reference:
Patent; ARRAY BIOPHARMA INC.; HUNT, Kevin, W.; RIZZI, James, P.; COOK, Adam; WO2011/72064; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 796851-03-1, 2,5-Dichloro-4-iodopyridine, 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, Recommanded Product: 2,5-Dichloro-4-iodopyridine, blongs to pyridine-derivatives compound. Recommanded Product: 2,5-Dichloro-4-iodopyridine

a) A mixture of 2,5-dichloro-4-iodopyridine (0.2 g, 0.73 mmol), 7-amino-2-methyl- 3H-isoindol-l-one (0.118 g, 0.73 mmol), palladium(II) acetate (6.56 mg, 0.03 mmol), 9,9- dimethyl-4,5-bis(diphenylphosphino)xanthene (0.025 g, 0.04 mmol) and cesium carbonate (0.476 g, 1.46 mmol) were suspended in dioxane (5 mL). The mixture was heated at 1000C for 30 minutes in a microwave reactor and then allowed to cool to room temperature. The mixture was loaded onto an SCX column and the product eluted first with MeOH and then with a 7M solution OfNH3 in MeOH. Fractions containing product were combined and evaporated. A solid recovered from the top of the column was washed with water, dried in vacuo, and combined with the evaporated residue to afford 7-[(2,5-dichloropyridin-4- yl)amino]-2-methyl-3H-isoindol-l-one (0.160 g, 71% yield); 1H NMR spectrum: (300 MHz, DMSO) delta 3.07 (3H, s), 4.50 (2H, s), 7.25 – 7.28 (IH, m), 7.48 (IH, s), 7.56 – 7.63 (2H, m), 8.36 (IH, s), 9.80 (IH, s); Mass spectrum: m/z (ESI+) (M+H)+ = 308.01 and 309.97 and 311.99.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,796851-03-1, 2,5-Dichloro-4-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/153589; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 624734-22-1 ,Some common heterocyclic compound, 624734-22-1, molecular formula is C7H2ClF3N2, 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 1-methyl-5-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-3-amine A solution of 2-chloro-5-(trifluoromethyl)nicotinonitrile (as prepared in the previous step, 342 mg, 1.65 mmol) in ethanol (10 mL) in a 50-mL round-bottom flask, was treated with MeNH2NH2 (100 L, 2.05 mmol). The reaction mixture was stirred overnight at 90 C. The resulting mixture was concentrated under vacuum. The residue was purified by chromatography over a silica gel column with dichloromethane/ethylacetate (1:1), to give the title compound as a yellow solid. 1H NMR(CHLOROFORM-d) delta: 8.69 (d, J=1.5 Hz, 1H), 8.15 (s, 1H), 4.24 (br. s., 2H), 3.97 (s, 3H); LC-MS (ES, m/z) 217[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. 624734-22-1, 2-Chloro-5-(trifluoromethyl)nicotinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhang, Xuqing; Sui, Zhihua; Lanter, James C.; US2011/306592; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem