Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 2969-81-5, name is Ethyl 4-bromobutyrate, 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 2969-81-5, HPLC of Formula: C6H11BrO2

A mixture of 4-chlorophenol (10 g, 78 mmol) and ethyl 4-bromobutanoate (22.8 g, 117 mmol) in ethanol (100 mL) with K2CO3 (16.1 g, 1 17 mmol) was refluxed for 12 hours. The reaction mixture was cooled and filtered. The filtrate was concentrated under reduced pressure. To the residue was added ethyl acetate (100 mL) and 0 (70 mL). The two phases were separated, and the aqueous phase was extracted with ethyl acetate (3 x 40 mL). The combined organic phases were combined, dried over anhydrous Na2SO/t, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (Si(, petroleum ether:ethyl acetate = 100: 1 to 5: 1) to give the title compound (10 g, 39.1 mmol, 50% yield).JH NMR (400MHz, DMSO- ) delta ppm = 7.33 – 7.27 (m, 2H), 6.96 – 6.90 (m, 2H), 4.06 (q, J=7.1 Hz, 2H), 3.97 (t, J=6.3 Hz, 2H), 2.44 (t, J=7.3 Hz, 2H), 1.95 (quin, J=6.8 Hz, 2H), 1.17 (t, J=7.1 Hz, 3H).

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; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; FROST, Jennifer, M.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; XIONG, Zhaoming; SWEIS, Ramzi, Farah; DART, Michael, J.; BROWN, Brian, S.; MURAUSKI, Kathleen; (673 pag.)WO2019/90069; (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. 35180-01-9, name is Chloromethyl isopropyl carbonate, A new synthetic method of this compound is introduced below., Product Details of 35180-01-9

Step 1: Iodomethyl Isopropyl Carbonate (49B) Chloromethyl isopropyl carbonate (49A) (30.0 g, 0.198 mol) was dissolved in acetone (150 mL), sodium iodide (60.0 g, 0.396 mol) was added to the mixture, stirring at 30 C. for 4 h. The mixture was then filtered and concentrated in vacuo, the residue was purified by silica gel column chromatography (petroleum ether) to afford iodomethyl isopropyl carbonate (49B) as a light yellow liquid (40.4 g, yield: 83.7%). 1H NMR (400 MHz, CDCl3): delta 5.93 (s, 1H), 4.97-4.91 (m, 1H), 1.32 (d, 6H).

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:
Patent; Sichuan Haisco Pharmaceutical Co., Ltd.; QIN, Linlin; LI, Fangqiong; YI, Shixu; LUO, Huadong; LUO, Xinfeng; WAN, Songlin; REN, Lei; LIU, Guoliang; WEI, Yonggang; LIU, Jianyu; TANG, Peng Cho; (121 pag.)US2016/60197; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1128-00-3, name is Ethyl 2-aminocyclohex-1-enecarboxylate, 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 1128-00-3, Recommanded Product: Ethyl 2-aminocyclohex-1-enecarboxylate

To the intermediate alpha-methylacid bromothiazole above (197 mg, Compound 52 in Scheme 11) in dichloromethane (10 mL) was added one drop of DMF, and then a solution of oxalyl chloride (1.6 mL, 2 N in dichloromethane). The mixture was warmed to room temperature and stirred for 1 h. The resulting mixture was concentrated in vacuo and then dissolved in dichloromethane (10 mL). To the resulting solution was then added the common 2-aminocyclohex-1-ene-1-carboxylate ester (400 mg). The resulting mixture was stirred overnight. The crude material was purified by Biotage (5-10% ethyl acetate in hexane) to give the amide as a colorless oil.

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, Ethyl 2-aminocyclohex-1-enecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Raghavan, Subharekha; Colletti, Steven L.; Ding, Fa-Xiang; Shen, Hong; Tata, James R.; Lins, Ashley Rouse; Smenton, Abigail Lee; Chen, Weichun; Schmidt, Darby Rye; Tria, George Scott; US2006/293364; (2006); A1;,
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Related Products of 84228-44-4, The chemical industry reduces the impact on the environment during synthesis 84228-44-4, name is Methyl 4-amino-3-chlorobenzoate, I believe this compound will play a more active role in future production and life.

Sodium triacetoxyborohydride (3.47 g, 16.39 mmol) was added to a solution of methyl 4-amino-3-chlorobenzoate (1.014 g, 5.46 mmol), cyclopropanecarboxaldehyde (0.816 mL, 10.93 mmol), and acetic acid (1.876 mL, 32.78 mmol) in CH2Cl2 (40 mL). The reaction mixture was stirred at room temperature under nitrogen for 24 h. After concentration, the product was taken up with EtOAc (100 mL), washed with saturated NaHCO3 (3*20 mL), NaCl (20 mL) and dried over Na2SO4. The crude product was purified by MPLC on silica gel using Hex/EtOAc (4:1) to give 1.154 g (88%) of a colorless oil. 1H NMR (400 MHz, CHLOROFORM-D) delta 0.27-0.32 (m, 2H), 0.59-0.65 (m, 2H), 1.09-1.21 (m, 1H), 3.07 (dd, J=7.03, 5.08 Hz, 2H), 3.86 (s, 3H), 4.82-4.95 (m, 1H), 6.59 (d, J=8.59 Hz, 1H), 7.82 (dd, J=8.59, 1.95 Hz, 1H), 7.95 (d, J=1.95 Hz, 1H); MS (ESI) (M+H)+: 240.13.

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 4-amino-3-chlorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; US2009/62251; (2009); A1;,
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Application of 61644-18-6, 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. 61644-18-6, name is Chloromethyl isobutyrate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of (S)-1 -(((3-cyanopyridin-2-yl)oxy)methyl)-4- ((1 R,3aS,5aR,5bR,7aR,1 1 aS,1 1 bR,13aR,13bR)-3a-((2-((1 s,4R)-1 -hydroxy-4- (methylsulfonyl)cyclohexyl)ethyl)amino)-5a,5b,8,8, 1 1 a-pentamethyl-1 -(prop-1 -en-2-yl)- 2,3,3a,4,5,5a,5b,6,7,7a,8,1 1 ,1 1 a,1 1 b,12,13,13a,13b-octadecahydro-1 H- cyclopenta[a]chrysen-9-yl)cyclohex-3-ene-1 -carboxylic acid (200 mg, 0.230 mmol) and chloromethyl isobutyrate (62.8 mg, 0.460 mmol) in DMF (5.0 ml_) were added potassium carbonate (159 mg, 1 .149 mmol) followed by sodium iodide (6.89 mg, 0.046 mmol) at 0 C under Nitrogen atmosphere. The reaction mixture was allowed to warm to 27 C and stirred for 16 hr. The progress of the reaction was monitored by TLC (Si02, 5% MeOH/DCM, Rf = 0.4, KMn04-active). The reaction mixture was quenched with ice water (50 ml_) and extracted with EtOAc (2 c 30 ml_). The combined organic layers were washed with brine (50 ml_), dried over Na2S04, filtered and concentrated under reduced pressure to give the crude residue as sticky oil. The crude compound was triturated with chilled n-pentane (3 x 10 ml_) filtered and dried under high vacuum to afford (isobutyryloxy)methyl (S)-1 -(((3-cyanopyridin-2-yl)oxy)methyl)-4- ((1 R,3aS,5aR,5bR,7aR,1 1 aS,1 1 bR,13aR,13bR)-3a-((2-((1 s,4R)-1 -hydroxy-4- (methylsulfonyl)cyclohexyl)ethyl)amino)-5a,5b,8,8, 1 1 a-pentamethyl-1 -(prop-1 -en-2-yl)- 2,3,3a,4,5,5a,5b,6,7,7a,8,1 1 ,1 1 a,1 1 b,12,13,13a,13b-octadecahydro-1 H- cyclopenta[a]chrysen-9-yl)cyclohex-3-ene-1 -carboxylate (93 mg, Yield: 40%, white solid. NMR (400 MHz, CDCI3) d = 8.32 (dd, J = 2.0, 5.0 Hz, 1 H), 7.86 (dd, J = 2.0, 7.5 Hz, 1 H), 6.98 (dd, J = 5.0, 7.6 Hz, 1 H), 5.81-5.77 (m, 2H), 5.36-5.33 (m, 1 H), 5.19-5.17 (m, 1 H), 4.74-4.71 (m, 1 H), 4.61 -4.55 (m, 3H), 2.84-2.64 (m, 7H), 2.57-2.50 (m, 1 H), 2.25- 1 .82 (m, 12H), 1 .72-1 .38 (m, 22H), 1 .32-1 .22 (m, 6H), 1 .13 (d, J = 7.0 Hz, 6H), 1 .07-1 .01 (m, 6H), 0.98-0.94 (m, 6H), 0.93-0.88 (m, 3H), 0.86-0.82 (m, 3H). LCMS: RT = 7.1 1 mins, (M+H) = 970.4, Purity = 97%, HPLC Purity = 96%, Chiral HPLC Purity = 94%.

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, Chloromethyl isobutyrate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; KADOW, John F.; NAIDU, B. Narasimhulu; (61 pag.)WO2019/207460; (2019); A1;,
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Synthetic Route of 454-31-9, 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. 454-31-9, name is Ethyl 2,2-difluoroacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 8 Ethyl 3,5-bis(difluoromethyl)-1H-pyrazole-4-carboxylate (Ia/b-3) To a mixture of (3.44 g, 10 mmol) ethyl 3-[(diphenylmethylene)hydrazinylidene]-4,4-difluorobutanoate and 1.02 g of ethyl difluoroacetate in 15 ml of methyl tert-butyl ether are added 1 g of potassium tert-butoxide and the mixture is stirred for 18 hours at 40 C. The mixture is cooled to 20 C., the precipitate is filtered off and dissolved in 15 ml of ethanol 2 ml of HCl were added to the solution and the mixture is stirred for 3 hours at 50 C. The product is extracted with 50 ml of methyl tert-butyl ether. The organic phase is washed with water, dried over MgSO4 and concentrated under reduced pressure. The residue is purified by means of column chromatography (ethyl acetate/methylcyclohexane). 1.87 g (78%) of product is obtained. 1NMR delta: 7.15 (t, 2h, CHF2, JH-F=53.6 Hz), 4.39 (q, 2H, CH2, J=7.1 Hz), 1.39 (t, 3H, CH3, J=7.1 Hz) ppm. 13C NMR delta: 161.1 (CO), 143.8 (t, CIV arom, JC-F=23.1 Hz), 111.6 (CIV arom), 108.2 (t, JC-F=238.4 Hz), 61.7 (CH2), 13.9 (CH3) ppm. 19F NMR delta: -117.3 (CHF2, JF-H=53.6 Hz) ppm.

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

Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; PAZENOK, Sergii; LUI, Norbert; (10 pag.)US2016/122304; (2016); 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. 3153-37-5, name is Methyl 4-chlorobutyrate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C5H9ClO2

In a 1000 ml reactor, 1 mol of calcium carbide was added, and after sealing, the air was replaced with nitrogen 3 times.4 mol of methanol was initially added dropwise and acetylene gas was collected until the end of the reaction. Then, 1.8 mol of methyl gamma-chlorobutyrate was added dropwise to the reactor to control the dropping rate and keep the temperature constant at 100 C., while collecting the methanol fraction produced during the dropping process. After the reaction was completed, the temperature was distilled by distillation. Fractions were collected to obtain 170.3 g of methyl cyclopropanecarboxylate in a yield of 94.5%.

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 3153-37-5.

Reference:
Patent; Shandong Guobang Pharmaceutical Co., Ltd.; Lu Huawen; Li Qibin; Wang Weihong; Liao Shixue; Li Jinwei; Liu Cong; (5 pag.)CN107673973; (2018); A;,
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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. 110104-60-4, name is (E)-Methyl 4-chloro-3-methoxybut-2-enoate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H9ClO3

Example-113 Potassium carbonate (95 mg, 0.69 mmol) and methyl (E)-4-chloro-3-methoxy-2-butenoate (114 mg, 0.69 mmol) were added to a solution of 5-chloro-4-(4-chloro-2-fluoro-5-hydroxyphenyl)-1,2-tetramethylene-4-pyrazolin-3-one (200 mg, 0.63 mmol) in DMF (2 mL), followed by stirring at 50 C. for 5 hours. After the reaction was completed, water (20 mL) was added to the reaction solution, and the resultant product was extracted with ethyl acetate (20 mL*2, 10 mL*1). The organic layer was washed with a saturated saline solution, dried over anhydrous magnesium sulfate, and was concentrated under reduced pressure, whereby a pale yellow oily crude product (319 mg) was obtained. This was purified by silica gel column chromatography (ethyl acetate), whereby methyl (E)-4-[2-chloro-5-(5-chloro-3-oxo-1,2-tetramethylene-4-pyrazolin-4-yl)-4-fluorophenyloxy]-3-methoxy-2-butenoate (283 mg, yield: quantitative) was obtained as a pale yellow oily material. 1H-NMR (400 MHz, CDCl3): delta1.87-1.92 (m, 2H), 1.99-2.03 (m, 2H), 3.60-3.62 (m, 2H), 3.69 (s, 3H), 3.72 (s, 3H), 3.80-3.83 (m, 2H), 5.21 (s, 1H), 5.27 (s, 2H), 7.13 (d, J=6.3 Hz, 1H), 7.17 (d, J=9.1 Hz, 1H). 19F-NMR (376 MHz, CDCl3): delta-119 (s, 1F).

According to the analysis of related databases, 110104-60-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KAKEN PHARMACEUTICAL CO., LTD.; SAGAMI CHEMICAL RESEARCH INSTITUTE; KOBAYASHI, Osamu; NIIKURA, Naoko; INOUE, Tomoko; MIZUTA, Satoshi; TAKATSUNA, Reiko; HIRAI, Kenji; SHIROUZU, Kentaro; OBATA, Miyoo; (183 pag.)US2016/24110; (2016); A1;,
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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. 711-01-3, name is Methyl adamantane-1-carboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C12H18O2

To 40 g (206 mmol) of methyl 1-adamantanecarboxylate obtained in Production Example 1, 40 g of toluene was added and the atmosphere was replaced with nitrogen, and cooled with refrigerant. While keeping the toluene solution at 10 ° C. or less, 247 g (494 mmol) of methyl magnesium chloride in THF solution (2 M) was added dropwise over 4.5 hours. After that, the temperature was raised naturally and the reaction was carried out at room temperature (25 ° C.) for 3 hours. The reaction solution was again cooled with a coolant, while keeping the temperature below 10°C, 82.3 g (534 mmol) of methacrylic anhydride was added dropwise over 3.3 hours. Thereafter, the temperature was allowed to rise naturally, and the reaction was allowed to proceed at room temperature (25 ° C.) for 3 hours. The measurement results of this crude reaction solution by GC were as follows. Residual material = methyl 1-adamantanecarboxylate: 1.5percent, By-product = 1-(1-adamantyl) -1-methylethanol: 7.3percent and target product=1- (1-adamantyl) -1-methylethyl methacrylate: 91.2percent. While maintaining the crude reaction solution at 25 ° C. or less, magnesium salt was decomposed with hydrochloric acid aqueous solution, the aqueous layer was separated. After washing with 10percent aqueous sodium hydroxide solution and saturated brine, and concentrated. By concentrating the concentrated solution from methanol, 1-(1-adamantyl)-1-methylethyl methacrylate (37 g) was obtained. The isolation yield was 68.5percent. The purity measured by GC was 98.3percent by mass.

The synthetic route of 711-01-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Osaka Organic Chemical Industry Co., Ltd.; Tanaka, Shinji; Uenoyama, Yoshitaka; Kono, Naoya; Ono, Hidetoshi; Kojima, Akio; (11 pag.)JP5993171; (2016); B2;,
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Application of 6627-89-0, 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. 6627-89-0, name is tert-Butyl phenyl carbonate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Neat tert-butyl phenyl carbonate (284 mg, 271 uL, 1.46 mmol) was added to a solution of Nu,Nu’- bis(3-aminopropyl)butane-1,4-diamine (296.0 mg, 1.46 mmol) in ethanol (2.0 ml_) and the contents heated to reflux with stirring for 18 hours. The reaction mixture was concentrated to a pale yellow-colorless oil under vacuum and purified by reverse phase HPLC (Method J). Product containing fractions were lyophilized to obtain 221 mg (23%) of the desired product. LC-MS m z 303.3 [M+H+]; retention time = 0.26 minutes (Method 5). 73 mg (8%) Of tert-butyl (2,2-dimethyl-4-oxo-3-oxa-5,9,14-triazaheptadecan-17-yl)carbamate was also obtained; LC-MS m/z 403.4 [M+H+]; retention time = 0.47 minutes (Method 5).

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, tert-Butyl phenyl carbonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; AHMAD, Omar Khaled; BROWN, Stephen Paul; DIRICO, Kenneth John; DUSHIN, Russell; FILZEN, Gary Frederick; PUTHENVEETIL, Sujiet; STROP, Pavel; SUBRAMANYAM, Chakrapani; TUMEY, Lawrence N.; (402 pag.)WO2018/138591; (2018); A1;,
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