Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 204378-41-6, Methyl 6-chloro-4-methoxypicolinate, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

(2) Synthesis of 6-chloro-4-methoxypicolinic Acid [Compound (II-75)] Using 6-chloro-4-methoxypicolinic acid methyl ester [Compound (V-75)] (0.5 g, 2.48 mmol), the Compound (II-75) was synthesised according to the process of Synthesis Example 20 (3). White solid, yield: 0.45 g, percent yield: 97.0percent, m.p.: 183-185° C. IR KBr cm-1: 1707, 1599, 1473, 1320, 1284, 1107, 1038, 921, 870, 723. 1H-NMR (60 MHz, d6-DMSO, delta): 3.84 (3H, s, OCH3), 6.94 (1H, d, J=2 Hz, pyridine ring H), 7.45 (1H, d, J=2 Hz, pyridine ring H), COOH indistinctness.

The synthetic route of 204378-41-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kureha Kagaku Kogyo K.K.; US6610853; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 936011-17-5, 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 936011-17-5, name is 5-Bromo-2-methoxyisonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of compound 39-1 (30 g, 139 mmol) and Et3N (27 g, 280 mmol) in 100 mL ofmethanol was added Pd(dppf)Ch (10.5 g, 139 mmol). The resulting mixture was stirred underCO (50 Psi) at 70 oc for 12 hours. After cooling, filtration and concentration, the resultingresidue was purified by column chromatography on silica gel (eluted with petroleum ether_ethylacetate= 3:1) to give 39-2. MS(ESI) m/e (M+H+): 196.0.

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 936011-17-5, 5-Bromo-2-methoxyisonicotinaldehyde.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HAGMANN, William K.; NARGUND, Ravi P.; BLIZZARD, Timothy A.; JOSIEN, Hubert; BIJU, Purakkattle; PLUMMER, Christopher W.; DANG, Qun; LI, Bing; LIN, Linus S.; CUI, Mingxiang; HU, Bin; HAO, Jinlai; CHEN, Zhengxia; WO2014/19186; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6945-67-1, 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 6945-67-1, name is 2-Bromo-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

The crude title compound from Step A above was dissolved in a mixture of degassed 1 ,4- dioxane (8.6 mL) and water (2 mL) in a microwave vial. Then [1 , 1 – bis(diphenylphosphino)ferrocene]dichloro-palladium(ll), complex with dichloromethane (0.034 g, 0.04 mmol), 2-bromo-4-nitropyridine (0.1 g, 0.49 mmol) and cesium carbonate (0.266 g, 0.82 mmol) were added and the reaction mixture was heated at ~1 15C in a sand- bath for 6 hours. The reaction mixture was diluted with ethyl acetate (100 mL) and water (30 mL), the organic phase separated, dried over Na2S04, filtered and the solvents evaporated in vacuo. The dark residue was purified by chromatography on silica (25 g puriFlash, Interchim) using a Biotage Isolera system employing an ethyl acetate/n-heptane gradient (5/95 -> 100/0 -> 00/0) to afford a mixture of the title compound and byproducts (0.076 g). Step C (0310) The mixture of the title compound from Step B above and byproducts (0.076 g) was dissolved in dichloromethane (10 mL) and trifluoroacetic acid (2.4 mL) was added. The reaction mixture was stirred at room temperature for 6 hours and then methanol was added (10 mL). The solvents were evaporated in vacuo and the residue suspended in methanol (10 mL). The solvents were again evaporated in vacuo and the residue suspended in dichloromethane (4 mL). After the addition of triethylamine (2 mL, 14.4 mmol), di-terf-butyl dicarbonate (0.2 g, 0.86 mmol), and 4-(dimethylamino)-pyridine (0.0036 g, 0.028 mmol), the reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was diluted with ethyl acetate (100 mL) and water (40 mL). The organic phase was separated, dried over Na2S04, filtered and the solvents removed in vacuo. The residue was purified on silica (25 g puriFlash, Interchim) using a Biotage I solera One purification system employing an ethyl acetate/n-heptane gradient (5/95 -> 100/0 -> 100/0) to afford the Comparative Example C9 (F-9) Precursor and the byproduct as -1 .1 -mixture (0.0231 g, pale yellow solid). 1H NMR (400 MHz, CDCI3) delta = 9.38 (d, 1 Eta), 9.35 (d, 1 H), 9,31 (s, 2H), 9.02 (d, 1 H), 8.76- 8.70 (m, 5H), 8.68 (d, 1 H), 8.55 (d, 1 H), 8.43-8.37 (m, 3H), 8.12 (dd, 1 H), 8.07 (dd, 1 H), 7.43 (d, 1 H), 7.41 (d, 1 H), 1.82 (s, 18H) (0311) MS (ESI): m/z = 291.94 [MH-Boc of the title compound]’, 170.04 [MH+-Boc of byproduct]*

According to the analysis of related databases, 6945-67-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AC IMMUNE S.A.; PIRAMAL IMAGING SA; KROTH, Heiko; MOLETTE, Jerome; SCHIEFERSTEIN, Hanno; MUeLLER, Andre; SCHMITT-WILLICH, Heribert; BERNDT, Mathias; ODEN, Felix; (72 pag.)WO2018/15546; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1062368-71-1, 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 1062368-71-1, name is Methyl 4-bromopyrazolo[1,5-a]pyridine-3-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of methyl 4-bromopyrazolo [1 ,5-ajpyridine-3-carboxylate (500 mg, 1.97 mmol), potassium trifluoro(2-methoxyethyl)borate (490 mg, 1.28 mmol), RuPhos (734 mg, 1.58 mmol), Pd(OAc)2(177 mg, 0.79 mmol) and C52CO3(1.92 g, 5.91 mmol) in CPME (8 mL) and water (2 mL) was stirred for 5 hours at 100 C under N2. The mixture was diluted with water,extracted with EA(x3), the organic layer was dried, concentrated. The crude product was purified via silica gel chromatography (PE-EA) to give desired compound as yellow solid (140 mg, 30%). ESI MS m/z = 235.3 [M+Hf.

According to the analysis of related databases, 1062368-71-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; SHOOK, Brian, C.; KIM, In, Jong; BLAISDELL, Thomas, P.; YU, Jianming; PANARESE, Joseph; OR, Yat, Sun; (434 pag.)WO2017/15449; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 15862-50-7, name is 3-Bromo-2-methoxy-5-nitropyridine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Bromo-2-methoxy-5-nitropyridine

Example 1.1: Preparation of Intermediate 2-Methoxy-3-(2-methyl-2H~pyrazol-3-yl)-5- nitro-pyridine.To a suspension of 3-bromo-2-methoxy-5-nitrorhoyridine (986 mg, 4.23 mmol), 1- methyl-lH-pyrazol-5-ylboronic acid (1.55 g, 12.3 mmol), and CsCO3 (5.24 g, 16.1 mmol) in DME (80 mL) under argon was added Pd(PPh3),, (269 mg, 0.233 mmol). The reaction mixture was heated to 85C overnight, cooled to room temperature, and then diluted with water (250 mL) and extracted with ethyl acetate (250 mL). The organic layer was dried with MgSO4 and concentrated in vacuo. The resulting residue was purified by HPLC to afford 2-methoxy-3-(2- methyl-2H-pyrazol-3-yl)-5-nitro-pyridine as a beige solid (312 mg, 31%). LCMS m/z (%) = 235 (M+H, 100). 1H NMR (400 MHz, DMSO-d6) delta: 9.20 (d, J= 2.76 Hz, IH), 8.47 (d, J= 2.76 Hz, IH), 7.53 (d, J= 1.90 Hz3 IH), 6.48 (d, J= 1.87 Hz, IH), 4.05 (s3 3H), 3.72 (s, 3H).

The synthetic route of 15862-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2007/120600; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 884494-45-5, Adding some certain compound to certain chemical reactions, such as: 884494-45-5, name is 2-Fluoro-4-iodo-6-methylpyridine,molecular formula is C6H5FIN, 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 884494-45-5.

INTERMEDIATE 24 4-lodo-A/,6-dimethvlpyridin-2-amine A stirred mixture of 2-fluoro-4-iodo-6-methylpyridine (0.30 g, 1.3 mmol), triethylamine (0.53 mL, 3.8 mmol) and methylamine (2 M in THF, 2 mL, 4.0 mmol) in NMP (3 mL) was heated at 160 C for 18 h. The reaction mixture was allowed to cool to ambient temperature, concentrated in vacuo and purified by reversed-phase HPLC on a C-18 column, eluting with a gradient of H20:CH3CN:TFA – 95:5:0.1 to 5:95:0.1, to give the title compound. MS: m/z = 249.0 (M + 1). 1H NMR (400 MHz, DMSO) delta 7.22 (s, 1H), 7.06 (s, 1H), 2.89 (s, 3H), 2.54 (s, 1H), 2.35 (s, 3H).

According to the analysis of related databases, 884494-45-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BELL, Ian, M.; ZHAO, Lianyun; FRALEY, Mark; ZHU, Cheng; BIFTU, Tesfaye; BRNARDIC, Edward Joseph; WANG, Cheng; ZARTMAN, C. Blair; GALLICCHIO, Steven; NGUYEN, Diem; CROWLEY, Brendan; POTTEIGER, Craig; (257 pag.)WO2016/22644; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 7477-10-3, 6-Chloro-5-nitronicotinic acid, 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, 7477-10-3, blongs to pyridine-derivatives compound. Product Details of 7477-10-3

(Trimethylsi.yl)diazomethane (8.25 mL of a 2.00 M solution in hexanes, 16.5 mmol) was added in three portions to a stirred solution of delta-chloro-S-nitronicotinic acid (1.00 g, 4.95 mmol) in methanol (12.0 mL) and DCM (24.0 mL) at 0 °C. The reaction mixture was quenched with TFA and concentrated in vacuo to afford the title compound i-2a . mlz (ES) 217 (MH)+. 1H NMR (500 MHz, CDCl3): delta 9.20 (d, 1H, J= 2.1 Hz), 8.79 ((L IR J= 2.1 Hz), 4.05 (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,7477-10-3, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHU, Lin; OGAWA, Anthony; OK, Hyun, O.; UJJAINWALLA, Feroze; WO2010/51245; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 886365-06-6, 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 886365-06-6, name is Methyl 5-bromo-4-methylpicolinate. This compound has unique chemical properties. The synthetic route is as follows.

5-Bromo-4-methyl-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide 5-Bromo-4-methyl-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide: To 5-bromo-4-methyl-pyridine-2-carboxylic acid methyl ester (200 mg, 0.869 mmol) and 2-amino-ethanol (265 mg, 4.34 mmol) was added (CH3)3Al (0.6 mg, 0.008 mmol). The mixture was placed in a sealed tube and heated at 100 C. for 1 h, after which the mixture was cooled, quenched with water, and extracted with EtOAc. The organic phase was dried, concentrated, and purified by column chromatograph to give 5-Bromo-4-methyl-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide (130 mg, 65%) as an off-white solid.

According to the analysis of related databases, 886365-06-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-La Roche Inc.; Alam, Muzaffar; Du Bois, Daisy Jo; Hawley, Ronald Charles; Minatti, Ana Elena; Kennedy-Smith, Joshua; Thakkar, Kshitij Chhabilbhai; Wilhelm, Robert Stephen; US2013/158066; (2013); 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. 6318-51-0, name is (4-Chlorophenyl)(pyridin-2-yl)methanone. A new synthetic method of this compound is introduced below., Quality Control of (4-Chlorophenyl)(pyridin-2-yl)methanone

General procedure: Bioconversion was conducted with 20 mM 1a-10a,20 U·mL-1KpADH variants, 40 mM isopropanol in PBS buffer (pH 7.0,100 mM) in total volume of 2 mL at 30 C and 180 rpm overnight. Then,1 mL of the reaction mixture was withdrawn and extracted with ethylacetate. The organic phase was isolated by centrifugation and driedover anhydrous MgSO4. The conversion rate and enantioselectivity ofthe products were analyzed as described in supporting information.

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, 6318-51-0, (4-Chlorophenyl)(pyridin-2-yl)methanone.

Reference:
Article; Wang, Yue; Dai, Wei; Liu, Yongmei; Zhang, Zhongwei; Zhou, Jieyu; Xu, Guochao; Ni, Ye; Catalysis Communications; vol. 108; (2018); p. 1 – 6;,
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.128071-77-2, name is 4-Bromo-2-fluoronicotinaldehyde, molecular formula is C6H3BrFNO, molecular weight is 204, as common compound, the synthetic route is as follows.Safety of 4-Bromo-2-fluoronicotinaldehyde

To a solution of ethyl prop-2-ynoate (2.92 g, 29.8 mmol) in THF (100 mL) at -78 C under N2was added LDA (14.9 mL of a 2M solution in THF/heptane/ethylbenzene, 29.8 mmol) dropwise. The mixture was stirred at -78 C for 20 minutes and a solution of 4-bromo-2-fluoro-pyridine-3-carbaldehyde (5.79 g, 28.38 mmol) in THF was added. The mixture was stirred at -78 C for 1 h and the reaction was quenched by the addition of saturated aqueous NH4C1 (100 mL). The mixture was extracted with EtOAc (3 x 100 mL) and the combined organics were dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography to give the title compound (1.47 g, 4.87 mmol, 17% yield) as a red oil. LCMS m/z = 302.0 [M+Hf ?H NMR (400 MHz, CDC13):oe ppm 1.32 (t, J = 7.2 Hz, 3 H), 3.08 (dd, J = 9.2, 2.8 Hz, 1H), 4.26 (q, J = 7.2 Hz, 2H), 6.04 (dd, J =9.1, 1.9 Hz, 1H), 7.49-7.44 (m, 1H), 8.05 (dd, J = 5.3, 0.8 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,128071-77-2, 4-Bromo-2-fluoronicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; SEMPLE, Graeme; REN, Albert S.; SCHRADER, Thomas O.; KASEM, Michelle; ZHU, Xiuwen; (182 pag.)WO2018/35477; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem