A new synthetic route of 186413-75-2

The synthetic route of 186413-75-2 has been constantly updated, and we look forward to future research findings.

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. 186413-75-2, name is 3-Bromo-6-chloro-2-methyl-5-nitropyridine, the common compound, a new synthetic route is introduced below. Product Details of 186413-75-2

Intermediate 4: S-Bromo-l-chloro–methyl-pyridin-S-ylamine In a 250ml RB flask, 3-bromo-6-chloro-2-methyl-5-nitropyridine (1.5 g, 5.97 mmol, commerical) was dissolved in ethyl acetate (20 mL). To this solution, ammonium chloride (3.19 g, 59.65 mmol) dissolved in water (10ml) was added and stirred at RT for 10 minutes. Then zinc powder (2.340 g, 35.79 mmol) was added at once and the resulting reaction mixture was refluxed at 550C for 6hrs. The reaction mixture was filtered through ceilite and concentrated in vacuo. The residue was partitioned between ethyl acetate (150ml) and water (75). The organic layer was dried over anhydrous sodium sulphate and concentrated in vacuo. The crude product was purified by Flash column chromatography using Argonaut purification system, which was eluted with 12% ethyl acetate in hexane to give 5-bromo-2-chloro-6-methylpyridin-3-amine (0.500 g, 37.8 %) as white solid. MS (ES+): 222 for C6H6BrClN2

The synthetic route of 186413-75-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/147431; (2009); A1;,
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Simple exploration of 129432-25-3

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 129432-25-3, 2,6-Dichloro-4-methylpyridin-3-amine.

Related Products of 129432-25-3, 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 129432-25-3, name is 2,6-Dichloro-4-methylpyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 2,6-dichloro-4-methylpyridin-3-amine (0.50 g, 2.8 mmol) and potassium thiocyanate (0.82 g, 8.5 mmol) in ethanol (7.5 mL) at room temperature was added concentrated hydrochloric acid (10.0 mL, 330 mmol) dropwise. The mixture was heated at 100 C for 44 h. Additional potassium thiocyanate (0.82 g, 8.5 mmol) was added, and the mixture was heated at 100 C for additional 31 h. The reaction mixture was cooledto room temperature and concentrated under vacuum to dryness. To the residue was added 1N aqueous NaOH (10 mL) followed by solid K2C03 until the mixture became basic (pH =9-10). The mixture was extracted with dichloromethane (4 x 40 mL). The combined organicextracts were dried over anhydrous Na2504, filtered and concentrated to dryness in vacuo.The residue was loaded onto an Isco solid load cartridge and purified by flashchromatography on 5i02 (0-6% MeOH/DCM) to give 5-chloro-7-methylthiazolo[5,4-bjpyridin-2-amine (0.33 g, 1.7 mmol, 59% yield) as a tan solid. MS (ESI) m/z: 199.9 [M+Hf ?H NMR (500 MI-Tz, DMSO-d6) oe 7.90 (s, 2H), 7.22 (s, 1H), 2.41 (s, 3H).

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 129432-25-3, 2,6-Dichloro-4-methylpyridin-3-amine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CARPENTER, Joseph E.; BROEKEMA, Matthias; FENG, Jianxin; LIU, Chunjian C.; WANG, Wei; WANG, Ying; (244 pag.)WO2019/89670; (2019); A1;,
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Sources of common compounds: 2,5,6-Trichloronicotinic acid

According to the analysis of related databases, 54718-39-7, the application of this compound in the production field has become more and more popular.

Related Products of 54718-39-7, 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 54718-39-7, name is 2,5,6-Trichloronicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

1,1′-Carbonyldiimidazole (40 g, 247 mmol) was added in portions to 2,5,6-trichloronicotinic acid (50.7 g, 224 mmol, Combi-Blocks, San Diego, Calif., USA) in THF (400 mL), allowing gas evolution to cease between additions. The resulting mixture was stirred for 5 min and then was degassed with house vacuum and flushed with nitrogen (*2). The resulting mixture was heated to 50 C. for 60 min, then diluted with toluene (100 mL) and concentrated to half volume. The resulting mixture was cooled to 0 C. and ammonium hydroxide (60 mL, 437 mmol) was added slowly via syringe. The reaction was stirred for 10 min at room temperature, diluted with EtOAc (200 mL) and washed with water (3*100 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated. The residue was suspended in 9:1 heptane/EtOAc (300 mL) and filtered. The filtered solids were collected and the remaining mother liquor was partially evaporated to half volume, cooled to 0 C., and filtered. The two crops of filtered solids were combined to provide 2,5,6-trichloronicotinamide (Intermediate P, 46.2 g, 92% yield).

According to the analysis of related databases, 54718-39-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amgen Inc.; ALLEN, John Gordon; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; Booker, Shon; ALLEN, Jennifer Rebecca; CHU-MOYER, Margaret; AMEGADZIE, Albert; CHEN, Ning; GOODMAN, Clifford; LOW, Jonathan D.; MA, Vu Van; MINATTI, Ana Elena; NISHIMURA, Nobuko; PICKRELL, Alexander J.; WANG, Hui-Ling; SHIN, Youngsook; SIEGMUND, Aaron C.; YANG, Kevin C.; TAMAYO, Nuria A.; WALTON, Mary; XUE, Qiufen; US2019/374542; (2019); A1;,
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Application of 6-Chloro-N-methylpicolinamide

Statistics shows that 845306-04-9 is playing an increasingly important role. we look forward to future research findings about 6-Chloro-N-methylpicolinamide.

Reference of 845306-04-9, 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.845306-04-9, name is 6-Chloro-N-methylpicolinamide, molecular formula is C7H7ClN2O, molecular weight is 170.5963, as common compound, the synthetic route is as follows.

A stirred solution of intermediate 2 (0.6g, 1.91 mmol) in dry 1,4-dioxane (10 mL), was added cesium carbonate (I.9g, 5.88 mmol) followed by 6-chloro-N-methylpicolinamide (0.25 g, 1.47 mmol, ABCR). Nitrogen was flushed into the solution for 20 mm and Pd(OAc)2 (0.016 g, 0.07 mmol) and 2-2?-bis (diphenylphosphino)-I-I?-binaphthyl (0.091g, 0.14 mmol) were added. The reaction mixture was stirred at 100 C for 12 h. The resulting reactionmixture was filtered through celite and evaporated under vacuum. Water (5 mL) was added and the mixture was extracted with EtOAc (5OmL). The organic layer was dried over anhydrous Na2SO4 and evaporated. The resulting crude product was purified by column chromatography ( brown solid). 1H NMR (400 MHz, DMSO-d6): 6 8.94-8.92 (m, 2H), 8.41 (d, J = 4.0 Hz, I H), 8.09 (d, J = 8.8 Hz, I H), 8.01 (5, 1 H), 7.94-7.94 (m, I H), 7.63 (t, J = 8.4 Hz, IH), 7.25-7.23 (m, IH), 6.94 (d, J = 8.4 Hz, IH), 3.79-3.77 (m, IH), 3.58-3.58 (m, 4H),2.77 (d, J = 4.80 Hz, 3H), 2.59-2.58 (m, 2H), 2.49-2.45 (m, 2H), 1.45 (d, J = 6.80 Hz, 3H). LCMS: (Method A) 377.2 (M +H), Rt. 2.14mm, 95.23% (Max). HPLC: (Method A) Rt. 2.07mm, 96.75% (Max).

Statistics shows that 845306-04-9 is playing an increasingly important role. we look forward to future research findings about 6-Chloro-N-methylpicolinamide.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut, Gajendra; (280 pag.)WO2017/144633; (2017); A1;,
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Extracurricular laboratory: Synthetic route of 3-Bromo-2-(chloromethyl)pyridine

Statistics shows that 122851-69-8 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-2-(chloromethyl)pyridine.

Reference of 122851-69-8, 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.122851-69-8, name is 3-Bromo-2-(chloromethyl)pyridine, molecular formula is C6H5BrClN, molecular weight is 206.47, as common compound, the synthetic route is as follows.

A solution of cis-4-(2,6-difluorophenyl)cyclohexanol (2.69 g) in THF (60 ml) wascooled to 0C, 60% sodium hydride (1.014 g) was added, and the mixture was stirredunder a calcium chloride tube dry atmosphere for 2 hr. To the reaction mixture wasadded 3-bromo-2-(chloromethyl)pyridine (3.40 g), and the mixture was stirred at roomtemperature for 30 min, and at 70C overnight. Water was added to the mixture atroom temperature, and the mixture was extracted with ethyl acetate. The organic layerwas washed with water and saturated brine, dried over anhydrous magnesium sulfate,and the solvent was evaporated under reduced pressure. The residue was purified bysilica gel chromatography (ethyl acetate/hexane) to give the title compound (3.96 g).MS, found: 382.0,384.0.

Statistics shows that 122851-69-8 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-2-(chloromethyl)pyridine.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FUJIMOTO Tatsuhiko; RIKIMARU Kentaro; FUKUDA Koichiro; SUGIMOTO Hiromichi; MATSUMOTO Takahiro; TOKUNAGA Norihito; HIROZANE Mariko; (166 pag.)WO2017/135306; (2017); A1;,
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Extracurricular laboratory: Synthetic route of 100202-78-6

With the rapid development of chemical substances, we look forward to future research findings about 100202-78-6.

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. 100202-78-6, name is 2-(Bromomethyl)-6-fluoropyridine, molecular formula is C6H5BrFN, 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. Product Details of 100202-78-6

Dissolve (+/-)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-1,2,3,4-tetrahydro-cyclopenta[b]indole-7-carbonitrile (6.88 g, 21.0 mmol) and 2-bromomethyl-6-fluoro-pyridine (3.99 g, 21.0 mmol) in DMF (80 mL). Add cesium carbonate (7.51 g, 23.1 mmol, 1.10 equivalents) and stir the reaction mixture at room temperature under nitrogen for 48 h. Dilute the reaction with ethyl acetate, wash with water (3×), dry over anhydrous sodium sulfate, filter, and concentrate to obtain a semi-solid (8.10 g). Purify the crude product on a 120 g silica gel column eluting with 0 to 100% ethyl acetate/hexanes to obtain 6.7 g of a tan/brown solid. Suspend the product in ether (100 mL) at room temperature overnight. Filter the solid, rinse with ether, and dry under high vacuum to obtain the title compound as a tan solid (5.70 g, 62%). LCMS 437.1 (M+1).

With the rapid development of chemical substances, we look forward to future research findings about 100202-78-6.

Reference:
Patent; Gavardinas, Konstantinos; Green, Jonathan Edward; Jadhav, Prabhakar Kondaji; Matthews, Donald Paul; US2010/69404; (2010); A1;,
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New learning discoveries about 201937-23-7

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, 201937-23-7, 6-Chloronicotinimidamide hydrochloride.

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. 201937-23-7, name is 6-Chloronicotinimidamide hydrochloride. A new synthetic method of this compound is introduced below., name: 6-Chloronicotinimidamide hydrochloride

2-(6-chloropyridin-3-yl)-4-(2-methoxyethoxy)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (O-l) A suspension of 1-tert-butyl 3 -ethyl 4-oxopiperidine-l,3-dicarboxylate (A-I, 41.5 g, 153 mmol), -chloropyridine-S-carboximidamide hydrochloride (43.9 g, -85% pure, 194 mmol), and K2CO3 (59.8 g, 433 mmol) in DMF (457 mL) was treated with 2-bromoethyl methyl ether (26.3 ml, 280 mmol) with stirring. The mixture was heated to 65 ºC and stirred for 24 hr, adding additional small equivalents of 2-bromoethyl methyl ether and K2CO3 to drive reaction to completion if needed. The reaction mixture was diluted with EtOAc (1.5 L), and washed with water (2 L), sat. aq. NaHCO3 (2 L), water (2 L), and brine (1 L). The organic phase was dried over Na2SO4, filtered, and concentrated in vacuo to provide unpurified Boc-protected intermediate (~62 g), which was used in the subsequent step without further purification.

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, 201937-23-7, 6-Chloronicotinimidamide hydrochloride.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; BRESLIN, Michael, J.; COLEMAN, Paul, J.; COX, Christopher, D.; RAHEEM, Izzat, T.; SCHREIER, John, D.; WO2010/138430; (2010); A1;,
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Share a compound : 2-Methoxy-3-nitro-4-methylpyridine

With the rapid development of chemical substances, we look forward to future research findings about 160590-36-3.

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 160590-36-3, name is 2-Methoxy-3-nitro-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Methoxy-3-nitro-4-methylpyridine

BrSodium acetate (365 g, 5.37 mol) was added to a stirred solution of 2-methoxy-4-methyl-3-nitropyridine (250 g, 1.49 mol) in acetic acid (1.5 L) at ambient temperature, then bromine (639g, 4.00 mol) was added and the reaction was heated at 80 C for 12 h. The mixture was then quenched by the addition of 10% aqueous NaOH (1.5 L) and saturated aqueous Na2SO3 (1.5 L) at 0 C. The resulting solid was collected by filtration and washed with water, dried under vacuum to give the title compound (302 g, 82.2% yield) as a light yellow solid. ?H NMR (400MHz, DMSO-d6): oe 8.25 (s, 1 H), 3.94 (s, 3 H), 2.29 (s, 3 H).

With the rapid development of chemical substances, we look forward to future research findings about 160590-36-3.

Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ADLER, Marc; BURDICK, Daniel, J.; CRAWFORD, Terry; DUPLESSIS, Martin; MAGNUSON, Steven; NASVESCHUK, Christopher, G.; ROMERO, F. Anthony; TANG, Yong; TSUI, Vickie Hsiao-Wei; WANG, Shumei; (276 pag.)WO2016/123391; (2016); A1;,
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Sources of common compounds: 3-Bromo-5-fluoroisonicotinaldehyde

The chemical industry reduces the impact on the environment during synthesis 1227573-02-5, I believe this compound will play a more active role in future production and life.

Reference of 1227573-02-5, 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.1227573-02-5, name is 3-Bromo-5-fluoroisonicotinaldehyde, molecular formula is C6H3BrFNO, molecular weight is 204, as common compound, the synthetic route is as follows.

To a solution of 3-bromo-5-fluoroisonicotinaldehyde (5.0 g, 24.5 mmol, 1.0 eq) in DME (25.0 mL) was added Eta2 Eta220 (25.0 mL) and the reaction mixture was heated at 110 C overnight. After the reaction was complete, the solvent was concentrated. The resulting residue was diluted by water, extracted by EA (100.0 mL X 3), washed by brine, dried over Na2S04, concentrated. The resulting residue was purified by column chromatography (PE: EA = 2: 1) to provide 4-bromo-lH-pyrazolo[3,4-c]pyridine (1.5 g, 31.3%) as a white solid. LCMS (M+H+) m/z calculated 198.1, found 198.2.

The chemical industry reduces the impact on the environment during synthesis 1227573-02-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (346 pag.)WO2018/11628; (2018); A1;,
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Application of 2-Chloro-6-(trifluoromethyl)nicotinonitrile

The synthetic route of 386704-06-9 has been constantly updated, and we look forward to future research findings.

Electric Literature of 386704-06-9 , The common heterocyclic compound, 386704-06-9, name is 2-Chloro-6-(trifluoromethyl)nicotinonitrile, 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.

2-Chloro-6-(trifluoromethyl)nicotinonitrile (340 mg, 1.65 mmol) was diluted with toluene (2.0 rnL), placed under nitrogen and cooled to -78C. DIBAL-H (3292 mul, 3.29 mmol) was added dropwise and the reaction was stirred for 1 hour. The reaction was warmed to 00C and acetic acid (1 mL) was added followed by 5 mL of water. After stirring for 2 hours, the reaction was extracted twice with ethyl acetate, washed with Rochelle’s salt, dried over MgSO4, filtered and concentrated. The material was loaded onto silica gel and eluted with 5% ethyl acetate/hexanes to 30% ethyl acetate/hexanes to yield the desired compound(115 mg, 0.549 mmol, 33.3 % yield) as a clear oil.

The synthetic route of 386704-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; COOK, Adam; HUNT, Kevin, W.; DELISLE, Robert Kirk; ROMOFF, Todd; CLARK, Christopher, T.; KIM, Ganghyeok; CORRETTE, Christopher, P.; DOHERTY, George, A.; BURGESS, Laurence, E.; WO2010/75200; (2010); A1;,
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