Tag: M.W=100-200

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. 50413-30-4, name is Methyl 2-amino-4-methoxylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H11NO3

To a solution of compound 1 (50 g, 276 mmol) in CHCb (600 mL) was added SO2CI2 (26 mL, 331 mmol) in an ice bath and stirred at reflux for 4 hours. The reaction mixture was concentrated to afford the crude product, which was purified by trituration with PE/EA = 1 : 1 (200 mL) to get desired product as white solid (36 g, 61% yield). 1H MR (400 MHz, DMSO-d6) delta: 7.64 (IH, s), 6.48 (IH, s), 3.81 (3H, s), 3.75 (3H, s).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 50413-30-4.

Reference:
Patent; CEREPEUT, INC.; LU, Bingwei; (43 pag.)WO2019/55528; (2019); A1;,
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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. 5445-17-0, name is Methyl 2-bromopropanoate, A new synthetic method of this compound is introduced below., Product Details of 5445-17-0

The 2.50g (9.05mmol) of tert-butyl 2 – [(benzylamino) methyl] azetidine-1-carboxylate [racemate] was dissolved in dichloromethane (150ml), the 5.55ml (4.03g, 39.8mmol) of triethylamine and 3.04ml (4.53g, 27.1mmol) of methyl 2-bromo-propionate [racemate] was added and the mixture was stirred overnight at room temperature. Was added 5.55ml (4.03g, 39.8mmol) of triethylamine and 3.04ml (4.53g, 27.1mmol) of methyl 2-bromopropionate [racemate], and the mixture was stirred overnight at 40 . Then additional 5.55ml (4.03g, 39.8mmol) of triethylamine and 3.04ml (4.53g, 27.1mmol) of methyl 2-bromopropionate [racemate], and the mixture was at 40 overnight with stirring. After cooling to room temperature, the mixture was diluted with dichloromethane and washed with water, and the phases were separated. The aqueous phase was extracted twice with dichloromethane and the combined organic phase was washed with saturated aqueous sodium chloride, dried over sodium sulfate, filtered, and then the solvent was removed under reduced pressure. The crude product obtained was purified as follows: silica gel chromatography (dichloromethane, then dichloromethane / methanol = 100: 1). Yield: 3.22g (94%, based on the theoretical value).

The synthetic route of 5445-17-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; Allerheiligen, S.; Buchmuller, A.; Engel, K.; Gerdes, C.; Gericke, K. M.; Gerisch, M.; Heitmeier, S.; Hillisch, A.; Kinzel, T.; Lienau, P.; Riedl, B.; Rohrig, S.; Schmidt, M. V.; Strassburger, J.; Tersteegen, A.; (223 pag.)CN105408331; (2016); A;,
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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. 106-32-1, name is Ethyl octanoate, A new synthetic method of this compound is introduced below., Formula: C10H20O2

General procedure: In a typical run, a 50 mL stainless steel autoclave equipped with a transducer for online pressure monitoring was charged under air of Pd-pol (10.6 mg, Pd: 0.5 mol%), the substrate (carboxylic acid or ester, 1.0 mmol), bromobenzene (0.1 mmol, 15.7 mg) and alcohol (5.0 mL). The autoclave was then purged three times with hydrogen, then pressurized with 2 bars H2, set on a magnetic stirrer and heated to 40 C. After the minimum time needed to reach reaction completion, the autoclave was let to reach room temperature, the hydrogen was vented and the autoclave opened. When necessary, 3.0 mL diethyl ether was added to the mixture at the end of reaction in order to dissolve organic reactants and products. The catalyst was recovered by centrifugation. The yields were assessed by GLC analysis of the organic solution by using biphenyl (50.0 mg) as internal standard.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Dell’Anna, Maria Michela; Capodiferro, Vito Filippo; Mali, Matilda; Mastrorilli, Piero; Journal of Organometallic Chemistry; vol. 818; (2016); p. 106 – 114;,
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Some common heterocyclic compound, 142166-01-6, name is Methyl 3,4-dihydro-2H-benzo[b][1,4]oxazine-7-carboxylate, molecular formula is C10H11NO3, 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. SDS of cas: 142166-01-6

Step 3: 3,4-dihydro-2H-benzo[b][1,4]oxazine-7-carboxylic acid Methyl 3,4-dihydro-2H-benzo[b][1,4]oxazine-7-carboxylate (1 g, 5.2 mmol) was dissolved in MeOH (5 ml) and THF (10 ml) in a 25 mL flask, to which LiOH (2 g) dissolved in H2O (5 ml) was added, followed by stirring at room temperature for 12 hours. Upon completion of the reaction, the solvent was concentrated. The pH of the reaction mixture was adjusted to 5 by using 2N HCl. The mixture was extracted with EA. The organic layer was dried over MgSO4 and filtered. As a result, 3,4-dihydro-2H-benzo[b][1,4]oxazine-7-carboxylic acid was obtained (1.2 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 142166-01-6, its application will become more common.

Reference:
Patent; Hyundai Pharm Co., Ltd.; LEE, In Hee; CHAE, Hee Il; KIM, Se hoan; MOON, Soon Young; HA, Tae Young; CHOI, Hyo sun; KIM, Young Seok; KIM, Chun hwa; RHEE, Jae Keol; (132 pag.)US2016/355483; (2016); A1;,
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Synthetic Route of 344-14-9, 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 344-14-9 as follows.

Part A: 5-Fluoro-2-(fluoromethyl)-6-hydroxy-4(1 H)-pyrimidinone 2-Fluoro-acetamidine hydrochloride salt (1 1 .2 g, 100 mmol) and dimethyl fluoromalonate (15 g, 100 mmol) in anhydrous methanol (300 mL) were treated with solid NaOMe (16.2 g, 300 mmol) and heated to 50 C with stirring. When LCMS showed formation of the desired product, the solvent was evaporated to dryness, and the residue was neutralized with concentrated HCI (20 mL). The white precipitate was collected by filtration to give 5-fluoro-2-(fluoromethyl)-6-hydroxy-4(1 H)-pyrimidinone (100% yield). LCMS: (M+H)+: 163.1.

According to the analysis of related databases, 344-14-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO. 2) LIMITED; AUBART, Kelly, Marshall; GILLIAN, Jason, Michael; QIN, Donghui; MCKEOWN, Robert, Rahn; WILLIAMS, Glenn, R.; WO2013/82388; (2013); 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. 344-14-9, name is Dimethyl 2-fluoromalonate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C5H7FO4

2-Hydroxy-3-fluoro-8,8-dimethyl-6,7,8,9-tetrahydro-4H-pyrimido[1 ,2- a]pyrimidin-4-one can be prepared in the following way. A suspension of 5 g of 4,4-dimethyl-1 ,4,5,6-tetrahydropyrimidin-2- amine, 29 g of dimethyl fluoromalonate and 3.9 g of sodium methoxide is heated at 100C for 3 hours. The reaction medium is concentrated to dryness under reduced pressure. The residue obtained is taken up with ethyl ether. The solid formed is filtered off and then dried. 10 ml of water are added to the solid obtained, and the resulting mixture is cooled on ice, before acidification to pH 5-6 by adding concentrated hydrochloric acid (25%). The suspension is filtered and then the solid is washed with 5 ml of water and then dried under vacuum over P2O5, so as to give 3.15 g of 2-Hydroxy-3-fluoro-8,8-dimethyl- 6,7,8,9-tetrahydro-4H-pyrimido[1 ,2-a]pyrimidin-4-one, in the form of a yellow powder, the characteristics of which are the following: Mass spectrum (method A) (ES+/-) [M+H]+: m/z 232; [M-H]-: m/z 230; Tr (min) = 0.86

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 344-14-9.

Reference:
Patent; SANOFI; EL-AHMAD, Youssef; FILOCHE-ROMME, Bruno; LETALLEC, Jean-Philippe; MARCINIAK, Gilbert; RONAN, Baptiste; VIVET, Bertrand; WO2013/190510; (2013); A2;,
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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. 403-33-8, name is Methyl 4-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Methyl 4-fluorobenzoate

Example 7; Methyl 9-(3,5-dichloro-4-pyridylcarbamoyl)-6-methoxydibenzo[6,«f]furan-2- carboxylate; Step 1: Methyl-(4-fluoro-3-Bromo) benzoate; EPO Methyl-(4-fluoro) benzoate (28 g, 181.81 mmoles) was added to mixture sulphuric acid (93.63 ml) and water (1.6 ml) then bromine (8.4 ml, 163.63 mmoles) was added at O0C followed by addition of silver sulphate (51.02 g, 163.63 mmoles) .Reaction was stirred for 24 h. at room temperature. Reaction mass was poured in ice cold water (250 ml) and extracted with diethyl ether ( 100 x 3 ml) , dried and concentrated under reduced pressure to yield pale yellow liquid (36 g).1H nmr (300 MHz, DMSOd6): delta 3.86 (s, 3H), 7.54 (t, IH), 7.98-8.04 (m, IH), 8.19- 8.22 (dd, IH, J= 6.6 Hz).IR(KBr) cm4: 3098, 3052, 2847, 1727, 1599, 1507, 1492, 1436, 1389, 1282, 1226, 1107, 1048, 860, 763, 608.

The synthetic route of 403-33-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; KHAIRATKAR-JOSHI, Neelima; WO2006/51390; (2006); A1;,
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Synthetic Route of 61644-18-6, 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. 61644-18-6, name is Chloromethyl isobutyrate, This compound has unique chemical properties. The synthetic route is as follows.

A 1-L jacketed glass reactor equipped with a nitrogen pad, overhead stirrer motor, down-pumping 45 pitched 4-blade impeller, “h” baffle, West condenser, and thermowell was charged sequentially with solid UK-2A (56.10 g, 0.109 mol, 1.0 equiv), anhydrous Na2C03(23.09 g, 0.218 mol, 2.0 equiv), solid Nal (0.979 g, 0.0065 mol, 6 mol%), nonyl phenyl ketone (1.5022 g, nonreactive internal standard for HPLC analysis), 15-crown-5 (2.444 g, 0.0109 mol, 10 mol%), neat chloromethyl isobutyrate (16.47 g, 0.120 mol, 1.1 equiv), and ethyl acetate (361 g). The 1-L reactor was placed under an atmosphere of nitrogen, agitation was initiated, and the reaction mixture was heated to 65 C. Samples of the reaction mixture (approximately 1 mL) were removed at 5 h and 10 h. Each sample was added to fresh ethyl acetate (5 mL), syringe filtered, and diluted approximately 6: 1 (v/v) with 0.1% formic acid in N,N-dimethylformamide. The resulting samples were analyzed by HPLC (UV detection, 270 nm) and the molar concentrations of unreacted UK-2A (Formula IV), Formula (VI), and the by-product of Formula (VII) were determined based on the known quantity of internal standard (nonyl phenyl ketone). The conversion of Formula (IV) and the yields of Formula (VI) and Formula (VII) could be calculated on the basis of this information (see for example Entry 4 of Table 1).

The chemical industry reduces the impact on the environment during synthesis Chloromethyl isobutyrate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DOW AGROSCIENCES LLC; JANSMA, Matthew; ADAWAY, Timothy; TRIPPEER, Michael; (19 pag.)WO2017/62362; (2017); A1;,
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Electric Literature of 5616-81-9, 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. 5616-81-9 name is tert-Butyl 2-(methylamino)acetate, This 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.

To a solution of alkylaminosulphonylphenylmethyl bromide (50 mg, 0.142 mmol) in DMF (5 mL) was added tert-butyl sarcosine (75 mg, 0.4 mmol) and cesium carbonate (100 mg, 0.28 mmol). The reaction was allowed to stir at room temperature overnight before it was poured into water and extracted with CH2CL2. The organic layer was washed with brine, dried over MGS04 and the solvent was removed in vacuo. Eluting through a solid phase extraction tube (5G) with 5% ethyl acetate/hexanes afforded the product (21 mg, 36%) 1H-NMR (CDC13) 8 : 7.93 (s, 1H) 7.52 (d, 1H), 7.47 (d, 1H) 3.88 (s, 2H), 3.24 (s, 2H), 2.99 (t, 4H), 2.42 (s, 3H), 1.53-1. 61 (m, 4H), 1.45 (s, 9H), 1.39-1. 42 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 2-(methylamino)acetate, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA; NPS PHARMACEUTICALS, INC.; WO2004/92135; (2004); A2;,
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Synthetic Route of 454-31-9, 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. 454-31-9, name is Ethyl 2,2-difluoroacetate, This compound has unique chemical properties. The synthetic route is as follows.

To a suspension of LiAlH4 in THF ( (97%, 3.96 g, 101.2 mmol, 200 mL) was addedethyl 2,2-difluoroacetate (24.76 g, 199.5 mmol) dropwise at -10 C. After addition, the reactionmixture was continued to stir for 1 h, then adjusted to pH= 2~3 with 2 M HCl solution. The resulting mixture was distilled and collected distillation at 90~96 oc to give the title compoundas colorless oil (7.30 g, yield 44.6%).1H NMR (400MHz, CDCb) 8 (ppm): 5.85 (tt, J = 55.7, 3.8 Hz, 1H), 3.81 (td, J = 14.5, 3.8 Hz,2H);19F NMR (376 MHz, CDCb) 8 (ppm): -127.90.

The chemical industry reduces the impact on the environment during synthesis Ethyl 2,2-difluoroacetate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; DAI, Weilong; XI, Ning; LI, Minxiong; ZHANG, Tao; LI, Xiaobo; HU, Haiyang; CHEN, Wuhong; WANG, Tingjin; LIU, Jun; (188 pag.)WO2017/48675; (2017); A1;,
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