Tag: M.W:200-300

Reference of 386704-05-8, 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 386704-05-8, name is 2-Chloro-6-(trifluoromethyl)nicotinamide. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 6 Preparation of 3-amino-2-chloro-6-trifluoromethylpyridine To a mixture of 200 g of 2-chloro-6-trifluoromethylnicotinamide and 1,000 ml of water, 432 ml of a 11.6 wt% aqueous sodium hypochlorite solution and 190 ml of a 10 N aqueous sodium hydroxide solution were dropwise added in order under cooling with ice, followed by stirring at 90C for 30 minutes. The reaction mixture was cooled to 10C, crystals precipitated were collected by filtration, washed three times with 100 ml of cooled water, and then dried at room temperature for 24 hours to obtain 144 g of 3-amino-2-chloro-6-trifluoromethylpyridine (melting point: 96 to 97C). 1H-NMR(CDCl3) delta= 4.47(2H, bs, NH2), 7.09(1H, d, J= 7.8 Hz), 7.42(1H, d, J= 7.8 Hz).

According to the analysis of related databases, 386704-05-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.; EP2251329; (2010); A1;,
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Electric Literature of 1034467-27-0 , The common heterocyclic compound, 1034467-27-0, name is 2-Fluoro-4-iodo-5-(methoxymethoxy)pyridine, molecular formula is C7H7FINO2, 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.

Preparation 19; 6-Fluoro-4-iodo-pyridin-3 -ol; Add HCl (3 M in water, 31 mL, 93.01 mmol) to a solution of 2-fluoro-4-iodo-5- methoxymethoxy-pyridine (3.9 g, 13.78 mmol) in THF (20 mL). Stir the mixture at 60 0C for 3 hours. Cool down the mixture. Adjust the pH to 7 with slow addition of saturated aqueous sodium bicarbonate solution. Extract the solution with ethyl acetate three times. Wash the organic layer with saturated aqueous sodium chloride. Dry the mixture over sodium sulfate. Concentrate the solution in vacuo to afford the title compound (3.2 g, 97.18 %) as a yellow solid. MS (EI) m/z 240 [M+l]+.

The synthetic route of 1034467-27-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2008/76705; (2008); A1;,
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Reference of 59105-50-9, 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.59105-50-9, name is (5-Bromopyridin-3-yl)(phenyl)methanone, molecular formula is C12H8BrNO, molecular weight is 262.1, as common compound, the synthetic route is as follows.

The 3-bromo-5-benzoyl-pyridine (270 mg, 1 . 0mmol), potassium thioacetic acid (183 mg, 1 . 61mmol) dissolved in dioxane (10 ml), add DIPEA (0.36 ml, 2 . 1mmol), after the replacement Ar gas, adding Pd2(dba)3, (23.8 mg, 0 . 026mmol), Xantphos (30 mg, 0 . 052mmol), Ar gas replacement again 3 times, the temperature is increased to 100 C reflux reaction 10h.The filtrate was washed with ethyl acetate, combined with ethyl acetate and filtrate, evaporated to dryness and the residue was purified by silica gel column chromatography to give an orange-red oil (116 mg, 45%).

Statistics shows that 59105-50-9 is playing an increasingly important role. we look forward to future research findings about (5-Bromopyridin-3-yl)(phenyl)methanone.

Reference:
Patent; Chinese Academy of Sciences, Shanghai Institute of Materia Medica; Nanjing Changao Pharmaceutical Technology Co., LTD; YANG, YU SHE; LING, CHEN YU; FU, LI QIANG; LI, ZHAN; (49 pag.)CN103626693; (2016); B;,
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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. 161117-83-5, name is tert-Butyl (2-methoxypyridin-3-yl)carbamate, the common compound, a new synthetic route is introduced below. SDS of cas: 161117-83-5

Under a nitrogen atmosphere, the entire batch of compound II in tetrahydrofuran solution, 70.2 tetramethylethylenediamine (0.6 mol, 1.5 eq) was added to the reaction flask.The temperature was lowered to -30 C, and 263.4 g of n-butyl lithium n-hexane solution (0.96 mol, 2.4 eq) was added dropwise. After the dropwise addition, the reaction was incubated for 2 hours.After the heat preservation was completed, 92.7 g of N-formylmorpholine (0.8 mol, 2.0 eq) was added and stirred for 30 min.After the reaction is completed, the temperature is controlled at 0-20 C, the pH value is adjusted to 5-7 with 3N hydrochloric acid, the layers are separated, 200g of methylene chloride is added to the aqueous phase, and extraction is performed once.Combine the organic phases, concentrate under reduced pressure until a large amount of solid precipitates, add 300g of n-heptane,After steaming to a certain volume, beating and filtering, 81.3 g of yellow solid (80% yield in two steps) is obtained as compound III.

The synthetic route of 161117-83-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cheng Da Pharmaceutical Co., Ltd.; Shi Yuhua; Qian Wei; Feng Yu; Huang Xing; Dang Junkui; Wang Zhipeng; Dong Changming; Xu Hong; Huang Zongxi; Chen Ye; Shen Huafei; Zhang Jun; (12 pag.)CN110964011; (2020); A;,
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Electric Literature of 886365-06-6, 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.886365-06-6, name is Methyl 5-bromo-4-methylpicolinate, molecular formula is C8H8BrNO2, molecular weight is 230.06, as common compound, the synthetic route is as follows.

PREPARATION xl2: 5-(7-Fluoro-1-(tetrahydro-2H-pyran-2-yl)pyrazolo[4,3-b]indol-4(1H)-yl)-4-methylpicolinic acid [0188] 7-Fluoro-l-(tetrahydro-2H-pyran-2-yl)-l,4-dihydropyrazolo[4,3-]indole (200 mg, 0.771 mmol), methyl 5-bromo-4-methylpicolinate (302 mg, 1.311 mmol), ((thiophene-2- carbonyl)oxy)copper (14.71 mg, 0.077 mmol), CS2CO3 (754 mg, 2.314 mmol) and DMF (1.5 mL) were mixed in an 8 mL tube equipped with a magnetic stir bar to give a brown suspension. The solvent was purged with N2, and the tube was sealed and heated for 48 hours at 180C in a sand bath. The reaction mixture was subsequently partitioned between water (30 mL) and EtOAc (30 mL). The layers were separated. The organic layer was discarded and the aqueous layer was acidified with 6N HCl. The aqueous layer was extracted with EtOAc (2 x 30 mL). The combined organic layers were concentrated to yield a dark syrup, which was triturated with water (10 mL). A yellow solid was filtered off, washed with water (20 mL) and dried to give the title compound, which was used without further purification (80 mg, 26%).

The chemical industry reduces the impact on the environment during synthesis 886365-06-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHERUVALLATH, Zacharia; KOMANDLA, Mallareddy; LAWSON, John David; MCBRIDE, Christopher; TANG, Mingnam; WO2014/39831; (2014); A1;,
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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. 22282-70-8, name is 2-Fluoro-4-iodopyridine, molecular formula is C5H3FIN, 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 22282-70-8

n-Butyl lithium (1.6M hexane solution, 53.8 mL) was added to a solution of diisopropylamine (8.71 g) in THF (200 mL) at -10 C. After being stirred at the same temperature under nitrogen atmosphere for 1 hour, a solution of 2-fluoro-3-iodopyridine (18.3 g) in THF (70 mL) was added to the reaction mixture at -78 C. The mixture was stirred at the same temperature under nitrogen atmosphere for 1 hour. A solution of iodomethane (12.8 g) in THF (30 mL) was added to the reaction mixture at -78 C. The mixture was stirred at the same temperature under nitrogen atmosphere for 2 hours. The mixture was quenched with aqueous saturated ammonium chloride solution at 0 C and extracted with ethyl acetate. The organic layer was separated, washed with water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was passed through NH-silica and concentrated in vacuo. The residue was purified by a silica gel column chromatography (hexane/ethyl acetate) to give the title compound (17.2 g). 1H NMR (300 MHz, CDCl3) delta 2.39 (3H, d, J=1.5 Hz), 7.57-7.63 (1H, m), 7.65-7.70 (1H, m).

With the rapid development of chemical substances, we look forward to future research findings about 22282-70-8.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Kasai, Shizuo; Nakahata, Takashi; Kina, Asato; Hirose, Hideki; Yamasaki, Takeshi; Yamashita, Tohru; Nishikawa, Yoichi; US2015/119412; (2015); A1;,
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Pyridine | C5H5N – PubChem

Synthetic Route of 144657-66-9, 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. 144657-66-9, name is tert-Butyl 3-formyl-1H-pyrrolo[2,3-b]pyridine-1-carboxylate, molecular formula is C13H14N2O3, 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.

A solution of tert-butyl 3-formyl-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (420 mg, 1.71 mmol) in ethanol (10 mL) was cooled to 0 C with stirring under nitrogen before sodium borohydride (126.6 mg, 3.35 mmol) was added. The reaction mixture was allowed to warm to rt and stirred for 1.25 h.An aqueous solution of hydrochloric acid (2 M, 4 drops) was added, followed immediately by a saturated solution of sodium bicarbonate (1 mL). The reaction mixture was concentrated in vacuo and the residue partitioned between saturated aqueous sodium bicarbonate solution (50 mL) and ethyl acetate (50 mL). The phases were separated and the aqueous phase further extracted with ethyl acetate (2 x 50 mL). The organic phases were combined, filtered through a cartridgecontaining a hydrophobic frit and the solvent evaporated in vacuo. The residue was dissolved in a1:1 mixture of dichloromethane/methanol (10 mL), concentrated under a stream of nitrogen, anddried in vacuoto give a white solid which was dissolved in dichloromethane (5 mL) and loaded ontoa 25 g SNAP silica cartridge which was purified by flash chromatography, eluting wih a gradient ofSO-100% ethyl acetate in cyclohexane. The required fractions were concentrated in vacuo beforebeing dissolved in a 1:1 mixture of dichloromethane/methanol (10 mL), transferrred to a tarred vial,concentrated under a stream of nitrogen and dried in vacuo to give a white solid; tert-butyl 3- (hydroxymethyl)-1 H-pyrrolo[2,3-b] pyrid me- 1-carboxylate (199.7 mg, 0.80 mmol, 47 % yield).LCMS (2 mm formic) Rt = 0.72 mi m/z= 249 for [MH]

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 144657-66-9, tert-Butyl 3-formyl-1H-pyrrolo[2,3-b]pyridine-1-carboxylate.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; AYLOTT, Helen Elizabeth; COOPER, Anthony William James; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; HAYHOW, Thomas George Christopher; LINDON, Matthew J; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (308 pag.)WO2017/37116; (2017); A1;,
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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. 25813-25-6, name is 3,5-Dibromopyridin-4-ol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 3,5-Dibromopyridin-4-ol

In a round-bottom flask, equipped with a stirrer, thermometer and reflux condenser, mix under nitrogen in the specified order: 120 mL of phosphoryl chloride and 38 g (150 mmol) of BCD-BTK-104-9. Stir the reaction mass at 70 C for 3 hours, cool it to 40 C, and pour on ice, while stirring vigorously. Filter the precipitate, wash with water, and dry under vacuum at 40 C. Yield: 36.7 g (91%).

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, 25813-25-6, 3,5-Dibromopyridin-4-ol.

Reference:
Patent; JOINT STOCK COMPANY “BIOCAD”; GAVRILOV, Aleksey Sergeevich; ALESHUNIN, Pavel Aleksandrovich; GORBUNOVA, Svetlana Leonidovna; REKHARSKY, Mikhail Vladimirovich; KOZHEMYAKINA, Natalia Vladimirovna; KUKUSHKINA, Anna Aleksandrovna; KUSHAKOVA, Anna Sergeevna; MIKHAYLOV, Leonid Evgen`evich; MOLDAVSKY, Alexander; POPKOVA, Aleksandra Vladimirovna; SILONOV, Sergey Aleksandrovich; SMIRNOVA, Svetlana Sergeevna; IAKOVLEV, Pavel Andreevich; (197 pag.)WO2018/92047; (2018); A1;,
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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. 10177-08-9, name is 2-Oxo-5-phenyl-1,2-dihydropyridine-3-carboxylic acid, molecular formula is C12H9NO3, 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. Application In Synthesis of 2-Oxo-5-phenyl-1,2-dihydropyridine-3-carboxylic acid

PREPARATION 52 2-Chloro-5-phenyl-3-pyridinecarboxylic acid To 191 g (0.98 mole) of phenyl phosphonic dichloride was added 66 g (0.31 mole) of 5-phenyl-2-pyridone-3-carboxylic acid and the reaction mixture heated to 135° C. for 2 hr. After cooling, the reaction mixture was poured into ~1.5 liter of water. To the mixture was added ~1 liter of tetrahydrofuran to partially solubilize the precipitate formed. The temperature was moderated with ice and 1 liter of water was added to complete the precipitation. The crude precipitate was collected and weighed 67 g (0.29 mole, 93percent). A sample was recrystallized from isopropyl alcohol to give white crystals, m.p. 239°-40° C. Analysis: Calculated for C12 H8 NO2 Cl: C, 61.69; H, 3.45; N, 6.00. Found: C, 61.68; H, 3.37; N, 5.97.

With the rapid development of chemical substances, we look forward to future research findings about 10177-08-9.

Reference:
Patent; A. H. Robins Company, Inc.; US4705853; (1987); A;,
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Pyridine | C5H5N – PubChem

Application of 10177-08-9 , The common heterocyclic compound, 10177-08-9, name is 2-Oxo-5-phenyl-1,2-dihydropyridine-3-carboxylic acid, molecular formula is C12H9NO3, 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.

EXAMPLE 22 5-Phenyl-2(1H)-pyridinone In the manner described in Example 20, a mixture of 12.4 g. of 1,2-dihydro-2-oxo-5-phenyl-3-pyridinecarboxylic acid (prepared as described in Example 15) and 50 ml. of quinoline yields 8.8 g. of the product of the Example as a gray solid, m.p. 173°-177° C.

The synthetic route of 10177-08-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US4209626; (1980); A;; ; Patent; American Cyanamid Company; US4242515; (1980); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem