Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 758684-29-6, name is Methyl 3,4-dihydro-2H-benzo[1,4]oxazine-6-carboxylate, belongs to esters-buliding-blocks compound, 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 758684-29-6, Computed Properties of C10H11NO3

Benzenesulfonyl chloride (43.9 mg, 0.248 mmol) and N,N-diisopropylethylamine (0.108 mL, 0.621 mmol) were added to a solution of methyl 3,4-dihydro-2H- benzo[b][l,4]oxazine-6-carboxylate (40 mg, 0.207 mmol) in acetonitrile (2 mL), and the reaction stirred at ambient temperature overnight. The reaction was diluted with ethyl acetate and washed with brine. The organic phase was separated and concentrated to afford methyl 4- (phenylsulfonyl)-3,4-dihydro-2H-benzo[b][l,4]oxazine-6-carboxylate which was used directly in the next step without further purification. MS: (ES, m/z): 366 [M+S+H]+.

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, Methyl 3,4-dihydro-2H-benzo[1,4]oxazine-6-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZHENG, Xiaozhang; NG, Pui, Yee; THOMASON, Jennifer, R.; ZABLOCKI, Mary-Margaret; HAN, Bingsong; BARCZAK, Nicholas; LIU, Cuixian; RUDNITSKAYA, Aleksandra; LANCIA JR., David, R.; BAIR, Kenneth, W.; (315 pag.)WO2017/40963; (2017); A1;,
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Application of 426-65-3, 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. 426-65-3, name is Ethyl Pentafluoropropionate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of alkyne (1.0 eq) in THF (0.5 M) was added dropwise n-BuLi in solution in hexanes (1.1 eq) at -78 C. The mixture was stirred for 1 h at -78 C and ethyl trifluoroacetate (1.5 eq) was added. After the complete consumption of the alkyne (TLC), the mixture was diluted with MeOH (same volume than THF). The mixture was allowed to warm up to 0 C and NaBH4 (1.0 eq) was added. The mixture was stirred overnight while warming up to room temperature. The reaction was then quenched with a saturated solution of NH4Cl, extracted with Et2O (x3), washed with water and brine, dried over MgSO4 and concentrated under reduced pressure to give the alpha-trifluoromethyl secondary propargylic alcohol. The crude product was purified by flash column chromatography to afford the pure product.

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

Reference:
Article; Boreux, Arnaud; Lambion, Aubin; Campeau, Dominic; Sanita, Marina; Coronel, Ruben; Riant, Olivier; Gagosz, Fabien; Tetrahedron; vol. 74; 38; (2018); p. 5232 – 5239;,
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Adding a certain compound to certain chemical reactions, such as: 3697-68-5, name is Ethyl 1-(hydroxymethyl)cyclopropanecarboxylate, belongs to esters-buliding-blocks compound, 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 3697-68-5, Formula: C7H12O3

To a solution of ethyl 1 -(hydroxymethyl)cyclopropanecarboxylate (2.0 g, 13.87 mmol) in DCM (25 mL) was added trichloroisocyanuric acid (3.26 g, 14.01 mmol) and followed by TEMPO (0.217 g, 1.387 mmol) at-S C. The reactionmixture was stirred for 1 h at -S C. The mixture was filtered through celite, and diluted with DCM (SO mL). The solution was washed with saturated Na2CO3 (SO mL), iN HC1 (SO mL), brine (SO mL), and saturated NH4C1 (3xSO mL). The organic layer was dried over Na2504, filtered, and concentrated under reduced pressure to obtain ethyl 1-formylcyclopropanecarboxylate (1.5 g, 10.55 mmol, 76 % yield) ascolorless liquid; product was used for next step without purification. ?H NMR (CDC13, oe = 7.26 ppm, 300 MHz): oe 10.40 (s, 1 H), 4.28 (q, J= 7.1 Hz, 2 H), 1.72 – 1.56 (m, 4 H), 1.32 (t, J= 7.1 Hz, 3 H).

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.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HEWAWASAM, Piyasena; LOPEZ, Omar D.; TU, Yong; WANG, Alan Xiangdong; XU, Ningning; KADOW, John F.; MEANWELL, Nicholas A.; GUPTA, Samayamunthula Venkata Satya Arun Kumar; KUMAR, Indasi J. Gopi; PUNUGUPATI, Suresh Kumar; BELEMA, Makonen; WO2015/5901; (2015); A1;,
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Reference of 23426-63-3, 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. 23426-63-3, name is Methyl 2-bromo-2-methylpropanoate, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 3-PYRIDIN-3-YL-PHENOL (0.86 g, 5.0 mmol), methyl 2- bromoisobutyrate (3.60 g, 20.0 MMOL), and K2CO3 (2.76 g, 20.0 mmol) in anhydrous DMF (10 mL) was heated at 93 C under nitrogen for 3 h. After cooling, brine (40 mL) was added and the mixture was extracted with ethyl acetate (50 mL). The separated organic layer was washed with brine, filtered, and concentrated. The oil residue was taken up in 10 mL of 3 M HCI, stirred for 10 min, diluted with brine (10 mL), and extracted with ethyl acetate (2 x 30 mL). The separated aqueous layer was cooled in ice/water bath, adjusted to pH 10 with solid NA2CO3, and extracted with ethyl acetate (2 x 40 mL). The organic extract was dried over sodium sulfate and concentrated to afford 1.09 g (80%) of 2-METHYL-2- (3-PYRIDIN-3-YL-PHENOXY)-PROPIONIC acid methyl ester as a yellow oil :’H NMR (CD3) 6 1.62 (s, 6H), 3.79 (s, 3H), 6.82 (dd, 1 H), 7.08 (s, 1 H), 7.20 (d, 1 H), 7.38 (m, 2H), 7.81 (d, 1 H), 8.59 (d, 1 H), 8.80 (s, 1 H) ; MS M/Z (relative intensity) 271 (M+, 20), 212 (30), 171 (100).

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

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/48334; (2004); 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. 34846-90-7, name is Methyl 3-methoxyacrylate, A new synthetic method of this compound is introduced below., Product Details of 34846-90-7

1.70 g (10 mmol) of 4-cyanophenylhydrazine hydrochloride, 1.16 g (10 mmol) of methoxypropan-2-ol were added to a three-necked reaction flaskMethylene chloride, 10 mL of methanol. The temperature of the reaction mixture was raised to reflux for about 6 hours. The reaction solution was quantitated by liquid chromatography, and 1- (4-cyanoPhenyl) -5-hydroxypyrazole Yield 64.2percent

The synthetic route of 34846-90-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hunan Haili Changde Agrochemical Co.,Ltd.; Hu, Zhibin; Liu, Weidong; Du, Shenghua; Huang, Chaoqun; Lan, Shilin; Xiong, Lili; Wu, Yinyin; Cheng, Chao; Wang, Yanli; (6 pag.)CN104059020; (2016); B;,
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Reference of 25662-28-6, 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. 25662-28-6 name is Methyl 1-cyclopentene-1-carboxylate, 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.

Experimental Procedures-Part 1 :; Step 1 – Oxidation of Carboxymethylcyclopentene:; Procedure:; To a cooled (00C) 2 L round bottom flask with a magnetic stir bar and internal temperature probe was added acetic anhydride (615 g, 570 mL, 6.02 mol). Chromium trioxide (214 g, 2.14 mol) was added in portions while maintaining constant stirring and to control the exotherm. The resulting blood red solution was stirred to dissolve the chromium trioxide until the temperature had cooled to 20 0C. A 5 L three-neck flask was fitted with an addition funnel, overhead stirring mechanism, nitrogen inlet and internal temperature probe and charged with 4 (100 g, 101 mL, 0.793 mol) in 1.4 L CH2Cl2. The oxidizing solution of chromium trioxide and acetic anhydride was charged to the addition funnel and added dropwise to the reaction mixture, maintaining the internal temperature between 10 and 14 0C. The initially yellow solution became dark after the first few drops of oxidizer were added.The reaction was worked up in two equally-sized batches due to limitations on vessel size in the laboratory. Each batch was treated exactly the same way, as follows: The dark, homogeneous solution was poured carefully into a 4 L beaker with an overhead stirring mechanism. The reaction flask was rinsed with 250 mL CH2Cl2. 500 mL H2O was added followed by 10 g NaHCC?3 which resulted in gas evolution. Additional NaHCC>3 (830 g, 10 mol) was added in portions while maintaining 500 rpm stir rate in the viscous mixture. The resulting dark green suspension was diluted with 1 L H2O and filtered through a 3 L fritted funnel containing a 1 cm pad of solka floe. The biphasic solution was extracted with CH2CI2 (3×1 L) and the combined organics dried using MgSO.), then filtered and the resulting solution was concentrated in vacuo to afford a pale green oil. Distillation through a 30 cm Vigreux column followed by recrystallization from MTBE:hexane (1:10, 55 mL total) provided 38.4 g of 5 as a white crystalline solid (35%).ted yield

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 1-cyclopentene-1-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; BANYU PHARMACEUTICAL CO., LTD.; WO2008/21029; (2008); A2;,
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Electric Literature of 207346-42-7, 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. 207346-42-7, name is Methyl 2-amino-4,5-difluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 70-1 (1.00 g, 5.34 mmol, 1 eq) and 70-lc (1.50 g, 8.02 mmol, 1.5 eq) in DCM (15 mL) were added Cu(OAc)2 (1.40 g, 8.02 mmol, 1.5 eq) and DIEA (1.30 g, 10.69 mmol, 1.8 mL, 2 eq). The mixture was degassed, purged with 02 for 3 times and stirred at 20C for 16 hr. The mixture was concentrated. The residue was dissolved in EA (10 mL) and washed with H20 (3 mL *3). The combined organic layers were washed with brine (3 mL *3), dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by flash silica gel chromatography to give 70-2 (650.0 mg, 1.96 mmol, 36.7% yield). 1H NMR (400 MHz, CDCl3) d 9.61 (br s, 1H), 7.79 (dd, 7 = 9.0, 11.1 Hz, 1H), 7.58 (d, J= 8.5 Hz, 2H), 7.25 (d, .7= 2.3 Hz, 1H), 7.10 (dd, 7= 6.9, 12.8 Hz, 1H), 3.92 – 3.88 (m, 3H)

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, Methyl 2-amino-4,5-difluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (559 pag.)WO2019/222431; (2019); A1;,
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Electric Literature of 35179-98-7, 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. 35179-98-7, name is Chloromethyl ethyl carbonate, This compound has unique chemical properties. The synthetic route is as follows.

234 mg of (R) -2-chloro-1- (1-phenethyl) -1H-imidazole-5-carboxylic acid (CAS: 2093287-74-0) was dissolved in 20 mL of DMF, and 138 mg of ethyl chloromethyl carbonate was added Then, 275 mg of potassium carbonate was added, and the mixture was stirred at room temperature for 3 hours. After the reaction solution was filtered, it was poured into 150 mL of water and extracted with 100 mL of dichloromethane. The organic layer was separated and dried over anhydrous sodium sulfate overnight. The filtrate was filtered the next day and concentrated under reduced pressure to give a yellow oil. Column chromatography 242 mg of colorless oil was obtained, yield: 72.0%.

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

Reference:
Patent; Chongqing Maidisheng Pharmaceutical Technology Co., Ltd.; Yang Liang; (35 pag.)CN110655490; (2020); A;,
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Related Products of 52449-43-1, 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 52449-43-1 as follows.

Example 50AMethyl (4-chlorophenyl)(cyclopentyl)acetate; A suspension of 3.65 g (32.5 mmol) of potassium tert-butoxide in 65 ml of abs. DMF was cooled to 0 C., and a solution of 5.0 g (27.08 mmol) of methyl 4-chlorophenylacetate in about 2 ml of abs. DMF was added dropwise. The mixture was stirred at 0 C. for 30 min, and 4.84 g (32.5 mmol) of cyclopentyl bromide were then slowly added dropwise. The reaction mixture was stirred at 0 C. for 1 h and then added to water and extracted with ethyl acetate. The organic phase was dried over sodium sulphate and concentrated under reduced pressure, and the residue was dried under high vacuum. The crude product was purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 100:1). This gave 6.28 g of the target compound (91.8% of theory).GC-MS (Method 1): Rt=6.07 min; m/z=193 (M-C2H3O2)+.1H-NMR (400 MHz, DMSO-d6): delta [ppm]=0.96-1.04 (m, 1H), 1.08-1.37 (m, 2H), 1.37-1.48 (m, 1H), 1.49-1.70 (m, 3H), 1.79 (dtd, 1H), 2.33-2.50 (m, 1H), 3.42 (d, 1H), 3.58 (s, 3H), 7.29-7.46 (m, 4H).

According to the analysis of related databases, 52449-43-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; US2012/172448; (2012); A1;,
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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 40258-78-4 as follows. Safety of 1-Bromoethyl acetate

[5-(6-Chloro-5-cyano-1-methansulfonyl-1H-indol-2-yl)-6-(2-methoxyethoxymethoxy)biphenyl-3-yloxylacetic acid ethyl ester 260A mixture of 6-chloro-2-[5-hydroxy-2-(2-methoxyethoxymethoxy)biphenyl-3-yl]-1-methansulfonyl-1H-indole-5-carbonitrile (7.0 g, 13 mmoles) and K2CO3 (5.5 g, 23 mmoles) in acetonitrile (200 ml), was mixed with NaI (0.5 g) and bromoethyl acetate (1.6 ml, 14 mmoles). The mixture was stirred for about 18 h at ambient temperature, concentrated, the residue was dissolved in ethyl acetate (400 ml) and washed with brine. The organic layer was dried (MgSO4), filtered and concentrated to afford 8.0 g (98percent) of the title compound as a brown foam.

According to the analysis of related databases, 40258-78-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Axys Pharmaceuticals, Inc.; US6867200; (2005); B1;,
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