Tag: M.W:100-200

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;,
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. 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;,
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. 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;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 98197-88-7, name is 2-(Hydroxymethyl)-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-(Hydroxymethyl)-4-nitropyridine

To a stirred solution of (4-nitro-2-pyridyl)methanol (3530 mg; 22.3 mmol)[CAS 98197-88-7] in N,N- dimethylformamide (60 mL) were added imidazole (3070 mg; 44.7 mmol) and teri-butyl-chloro- dimethyl-silane (4080 mg; 26.8 mmol) at 0 C. The reaction mixture was allowed to warm up naturally to room temperature and stirred for 18 hours. The reaction mixture was quenched with distilled water (30 mL) and the product was extracted with ethyl acetate (3 x 100 mL). The combined organic layers were washed with brine, dried over anhydrous Na2S04, filtered and concentrated to dryness. The residue was purified by column chromatography (silica gel; petroleum ether: ethyl acetate; 25: 1 ; v/v) to afford tert- butyl-dimethyl-[(4-nitro-2-pyridyl)methoxy]silane (5790 mg) as a light yellow oil. MS m/z (+ESI): 269.0 [M+H]+. ‘H-NMR (400 MHz, DMSO-O delta ppm: 8.89 (d, J= 5.2 Hz, 1H), 8.05 (d, J= 2.4 Hz, 1H), 8.01 (dd, Jl = 5.2 Hz, J2 = 2.4 Hz, 1H), 4.90 (s, 2H), 0.94 (s, 9H), 0.13 (s, 6H).

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, 98197-88-7, 2-(Hydroxymethyl)-4-nitropyridine.

Reference:
Patent; BASILEA PHARMACEUTICA INTERNATIONAL AG; LANE, Heidi; RICHALET, Florian; EL SHEMERLY, Mahmoud; (169 pag.)WO2018/2220; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 582303-10-4 ,Some common heterocyclic compound, 582303-10-4, molecular formula is C8H11NO, 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.

To a mixture of tri-n-butylphosphine (7.10 mL) , (2,6- dimethylpyridin-3-yl) methanol (3.00 g) , ethyl ( 6-hydroxy-l- benzothiophen-3-yl) acetate (5.43 g) and THF (150 mL) was added ADDP (7.17 g) at room temperature. The mixture was stirred at room temperature under nitrogen atmosphere overnight. The mixture was concentrated. To the residue was added IPE and the precipitate was filtered off. The filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (7.74 g) XH NMR (300 MHz, CDC13) 61.19-1.32 (3H, m) , 2.54 (3H, s), 2.58 (3H, s), 3.81 (2H, d, J = 0.8 Hz), 4.17 (2H, q, J = 7.2 Hz), 5.08 (2H, s), 7.02 (1H, d, J = 7.9 Hz), 7.08 (1H, dd, J = 8.7, 2.3 Hz), 7.19 (1H, t, J = 0.9 Hz), 7.39 (1H, d, J = 2.3 Hz), 7.61 (1H, d, J = 7.6 Hz), 7.67 (1H, d, J = 8.7 Hz).

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. 582303-10-4, (2,6-Dimethylpyridin-3-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; TAKAKURA, Nobuyuki; BANNO, Yoshihiro; TERAO, Yoshito; OCHIDA, Atsuko; MORIMOTO, Sachie; KITAMURA, Shuji; TOMATA, Yoshihide; YASUMA, Tsuneo; IKOMA, Minoru; MASUDA, Kei; WO2013/125732; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 19346-43-1, 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.19346-43-1, name is 2-Fluoro-3-nitro-4-picoline, molecular formula is C6H5FN2O2, molecular weight is 156.1145, as common compound, the synthetic route is as follows.

To 2-ethoxyethan-1 -amine (0.659 g, 7.40 mmol) in DMF (10 mL) were added 2-fluoro-4- methyl-3-nitropyridine (1 .05g, 6.73 mmol) and K2C03 (1 .022 g, 7.40 mmol), and the reaction mixture was stirred at room temperature overnight. The reaction was diluted with water (30 mL) and extracted with EtOAc (4 x 20 mL). The organic extracts were combined and washed with brine, dried over MgS04, filtered, and concentrated. Purification by chromatography on silica gel (0 to 30% EtOAc/hexanes) afforded N-(2-ethoxyethyl)-4- methyl-3-nitropyridin-2-amine (1 .52 g) as an orange color oil. LC-MS (ES) m/z = 226 [M+H]+. NMR (400 MHz, DMSO-c/6): 5 1 .1 1 (t, J =7.0 Hz, 3H), 2.39 (s, 3H), 3.46 (q, J = 6.8 Hz, 2H), 3.50 – 3.55 (m, 2H), 3.56 – 3.63 (m, 2H), 6.64 (d, J = 4.8 Hz, 1 H), 7.54 (t, J = 5.1 Hz, 1 H), 8.16 (d, J = 4.8 Hz, 1 H).

The chemical industry reduces the impact on the environment during synthesis 19346-43-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; MEDINA, Jesus Raul; TIAN, Xinrong; NG DI MARCO, Christina; GRAYBILL, Todd L.; HEERDING, Dirk A.; LI, William Hoi Hong; MANGATT, Biju; MARTYR, Cuthbert D.; RIVERO, Raphael Anthony; (570 pag.)WO2019/49061; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 77145-64-3, Adding some certain compound to certain chemical reactions, such as: 77145-64-3, name is 2-Chloro-6-(methylthio)pyridine,molecular formula is C6H6ClNS, 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 77145-64-3.

(Example 16) 2-chloro-6-methylthiopyridine (208 mg, 1.30 mmol) and N-chlorosuccinimide (17 mg, 0.13 mmol) were mixed with ethyl acetate (2 mL). 10% aqueous solution of sodium hypochlorite (2.2 g, 2.93 mmol) was added to the mixture at room temperature, and it was stirred for 1 hour. After that, ethyl acetate (10 mL) and sodium sulfite (164 mg, 1.30 mmol) were added to the mixture, and it was stirred. After stirring and separation, an organic layer was concentrated under reduced pressure, and the residue was subjected to purification by means of a silica gel column to obtain 2-chloro-6-methylsulfonylpyridine (244 mg, yield: 98 %).

According to the analysis of related databases, 77145-64-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2003116; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 71670-70-7 , The common heterocyclic compound, 71670-70-7, name is 2-(Chloromethyl)-5-methylpyridine hydrochloride, molecular formula is C7H9Cl2N, 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.

The compound of Reference Example 48 (0.063g, 0.253mmol), 2- (chloromethyl) -5-methyl-pyridine monohydrochloride (0.050g, 0.281mmol), tetrabutylammonium chloride (0.008g, 0.0248 mmol), 50% aqueous potassium carbonate (0.280 g of) and tetrahydrofuran (3.0mL) the mixture was stirred overnight performed at 80 . After the reaction, diluted with water, and extracted with ethyl acetate. And the organic layers were combined, dried over sodium sulfate, filtered, concentrated, and the use of silica gel chromatography (chloroform: methanol = 9: 1) and the residue was purified to obtain the title compound (0.058g, 64%).

The synthetic route of 71670-70-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO DAINIPPON PHARMA CO., LTD.; YOSHINAGA, HIDEFUMI; URUNO, YOSHIHARU; SAWAMURA, KIYOTO; GOTO, NANA; IKUMA, YOHEI; (165 pag.)TW2016/5858; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem