Tag: M.W=200-300

Application of 252881-74-6,Some common heterocyclic compound, 252881-74-6, name is tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate, molecular formula is C13H27NO5, 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.

[0075] 4-pentynoic acid was treated with t-Boc protected PEG amine (3) to give compound 11 and deprotected using TFA to afford compound 12, followed by activation using NHS to form its activated ester compound 13. The dendrimer was fully functionalized by amidation of a generation 1 dendrimer bearing a cleavable cystamine core (DNT-294, from Dendritic Nanotechnologies, Inc.) to generate compound 14 leaving a terminal alkyne for orthoganol conjugation through a click reaction. Compound 14 was isolated by preparative HPLC. The purity of 14 was confirmed by LC/MS deconvolution and MALDI analysis.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate, its application will become more common.

Reference:
Patent; THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK; OJIMA, Iwao; WANG, Tao; TENG, Yu-Han; WO2015/38493; (2015); A1;,
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Electric Literature of 478375-40-5,Some common heterocyclic compound, 478375-40-5, name is Methyl 3-bromo-5-methylbenzoate, molecular formula is C9H9BrO2, 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.

Azobisisobutyronitrile (1.79 g) was added to methyl3-bromo-5-methylbenzoate (50 g)10 and N-bromosuccinimide (44.7 g) in 350 mL acetonitrile, and the mixture was refluxed overnight.An additional II g of N-bromosuccinimide and 0.5 g of azobisisobutyronitrile was added, and therefluxing was continued for 3 hours. The mixture was concentrated, taken up in 500 mL diethylether, and stirred for 30 minutes. The mixture was filtered, and the resulting solution wasconcentrated. The crude product was chromatographed on silica gel using 10% ethyl acetate in15 heptanes to give the title compound

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-bromo-5-methylbenzoate, its application will become more common.

Reference:
Patent; ABBVIE INC.; BOGHAERT, Erwin, R.; SOUERS, Andrew, J.; PHILLIPS, Andrew, C.; JUDD, Andrew, S.; BRUNCKO, Milan; (717 pag.)WO2017/214282; (2017); A1;,
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Reference of 53518-15-3, A common heterocyclic compound, 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, molecular formula is C10H6F3NO2, 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.

General procedure: A mixture of 7-aminocoumarin (500 mg, 12-16) and DMAP (10-20 mg) was dissolved in minimum amount of THF. To this acetic anhydride was added and the resultant mixture was stirred at room temperature for 24 h. On completion of the reaction 50 mL ice cold water was added. The crude off-white solid was then filtered, washed with water and dried. The crude solid so obtained was crystallized with ethanol to give 7-N-acetylaminocoumarin derivatives.

The synthetic route of 53518-15-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kathuria, Abha; Priya, Nivedita; Chand, Karam; Singh, Prabhjot; Gupta, Anjali; Jalal, Sarah; Gupta, Shilpi; Raj, Hanumantharao G.; Sharma, Sunil K.; Bioorganic and Medicinal Chemistry; vol. 20; 4; (2012); p. 1624 – 1638;,
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These common heterocyclic compound, 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate, 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. Recommanded Product: Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate

General procedure: A mixture of malononitrile(2) (0.01 mol) and aromatic aldehyde (3) (0.01 mol) in EtOH was heated for 1 h. Next, a mixture of the sodium salt of diethyloxaloacetate (0.01 mol) (1)and hydrazine hydrate (4) in AcOH was added. The solution was heatedat 120omicronC for 15-30 min. After cooling, the precipitated solid was filtered,and recrystallized from EtOH.

The synthetic route of Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gein; Zamaraeva; Slepukhin; Tetrahedron Letters; vol. 55; 33; (2014); p. 4525 – 4528;,
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Some common heterocyclic compound, 2178-24-7, name is Ethyl (2-bromophenyl)acetate, molecular formula is C10H11BrO2, 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: 2178-24-7

D. o-Bromophenethyl alcohol To a stirred suspension of 106.0 g of lithium aluminum hydride in 3.7 l of anhydrous ether, is added, dropwise, a solution of 780.0 g of ethyl o-bromophenylacetate in 3.1 l of anhydrous ether. The reaction mixture is stirred for about three hours and then heated under reflux for about five hours. The mixture is cooled, then treated dropwise with 800 ml of water, and 1.5 l of 10% aqueous hydrochloric acid. The ether solution is washed, dried, concentrated, and the residue is distilled to give 554.0 g of o-bromophenethyl alcohol, bp. about 130-132 (8mm), nD20 1,5760.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2178-24-7, its application will become more common.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US3957787; (1976); A;,
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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. 62638-06-6, name is Dimethyl cyclohexane-1,3-dicarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: esters-buliding-blocks

To a solution of dimethyl 1,3-cyclohexanedicarboxylate (11.6 g, 57.9 mmol) in MeOH (58 mL) was added a 1N NaOH solution (58 mL) dropwise over 1 hr at 0 C. The resulting mixture was stirred at 0 C. for 0.5 hrs, and at room temperature for 2 hrs. The mixture was concentrated under reduced pressure, and the residual solution was partitioned between ethyl acetate and water. The aqueous phase was separated, acidified with conc. HCl (15 mL), saturated with NaCl, and then extracted with ethyl acetate. The extract was dried over Na2SO4, filtered and concentrated under reduced pressure to give 3-(methoxycarbonyl)cyclohexanecarboxylic acid as a colorless oil (6.16 g, yield; 57%).

The synthetic route of 62638-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Aktiengesellschaft; US6562811; (2003); B1;,
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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. 1150566-27-0, name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H8ClN3O2

[0328] Step 3: To a solution of B7-3 (600 mg, 2.0 mmol) and {2-[4-fluoro-2-(1-hydroxy-ethyl)- phenoxy]-ethyl}-carbamic acid tert-butyl ester (450 mg, 2.0 mmol) in dry THF (40.0 mL) at -78C was added NaH (60%, 80 mg, 2.0 mmol) in portion. The suspension was stirred at -78 C for 4 h and allowed to warm to 0 C and stirred for additional 4 h. The mixture was then put in the freezer at -20 C overnight. LC-MS showed a good conversion to the desired product. The mixture was then quenched with a mixture of ice and iN HC1 and extracted with EtOAc (3 x 20 mL). The organic layer was dried over Na2504, concentrated and purified twice to afford the desired product B7 as a yellow solid (240 mg, 25%):

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; TP THERAPEUTICS, INC.; CUI, Jingrong Jean; LI, Yishan; ROGERS, Evan W.; ZHAI, Dayong; WO2015/112806; (2015); A3;,
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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. 27007-53-0, name is Methyl 2-bromo-5-chlorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 27007-53-0

Step B. Methyl 5-chloro-2-cyanobenzoate To a solution of methyl 2-bromo-5-chlorobenzoate (1.15 g, 4.6 mmol) in degassed DMF was added zinc cyanide (282 mg, 2.40 mmol) and palladium tetrakis triphenylphosphine (100 mg, 0.086 mmol) and the reaction is stirred at 90C over night. The reaction was partitioned between ethyl acetate and water. The organic was concentrated in vacuo and purified by flash chromatography eluding a gradient to 10 to 25% ethyl acetate in hexane yielding a white solid (methyl 5-chloro-2-cyanobenzoate). H NMR (CDCl3, 400 MHz): delta 8.13 (d, 1H, J=1.83 Hz); 3.09 (d, 1H, J=8.24 Hz); 7.29 (dd, 1H, J=8.34,2.10 Hz); 4.02(s, 3H).

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 27007-53-0.

Reference:
Patent; Selnick, Harold G.; Barrow, James C.; Nantermet, Philippe G.; Williams, Peter D.; Stauffer, Kenneth J.; Sanderson, Philip E.; Rittle, Kenneth E.; Morrissette, Matthew M.; Wiscount, Catherine M.; Tran, Lekhanh O.; Lyle, Terry A.; Staas, Donnette D.; US2002/119992; (2002); 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. 107947-17-1, name is Methyl 3-bromo-4-chlorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Methyl 3-bromo-4-chlorobenzoate

The compound methyl 4-chloro-3-bromobenzoate 19b (1.2 g, 4.8 mmol), trimethyl Silyl acetylene (0.95 g, 9.7 mmol), palladium acetate (108 mg, 0.48 mmol), triphenylphosphine (254 mg, 0.97 mmol), cuprous iodide (185 mg, 0.97 mmol) and triethylamine (25 mL) Mix in a tube and heat and stir at 100 C for 15 hours.After the reaction was completed, the solution was desolvated under reduced pressure, and the residue was purified by column chromatography silica gel chromatography (petroleum ether / ethyl acetate = 10/1) to obtain the target product 4-chloro-3-((trimethylsilyl) ethynyl). Methyl benzoate 19c (1 g, yellow solid), yield: 78%.

The synthetic route of 107947-17-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BEIJING TIANCHENG PHARMA CO., LTD.; CHEN, XIANGYANG; GAO, YINGXIANG; KONG, NORMAN XIANGLONG; (118 pag.)TW2019/38538; (2019); A;,
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Synthetic Route of 681465-85-0, 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. 681465-85-0 name is Methyl 4-amino-3-isopropoxybenzoate, 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.

4-(2-(Benzyloxy)-3-isopropoxy-4-nitrobenzamido)-3-isopropoxybenzoate 2-Benzyloxy-3-isopropoxy-4-nitrobenzoic acid (51.5 mg, 0.16 mmol) was dissolved in CH2Cl2 (8 mL) and preactivated with Ghosez’s reagent (66.0 muL, 0.50 mmol) for 3 hours at 40 C. 3-Isopropoxy-4-aminomethylbenzoate (0.12 g, 0.55 mmol) was dissolved in CH2Cl2 (8 mL) and N,N-diisopropylethylamine (DIPEA) was added (0.20 mL, 1.12 mmol). The solution containing the acid chloride was then added and the reaction mixture stirred for 2 days at 40 C. The solvent was then removed and the crude product was purified by preparative HPLC (RP-18; run time 100 min; H2O/MeCN=100:0?0:100; tr=80 min) providing the title compound (56.9 mg, 0.11 mmol, 68%) as a light yellow oil. 1H NMR (400 MHz, CDCl3) delta 10.33 (s, 1H-NH), 8.55 (d, J=8.5 Hz, 1H), 7.85 (d, J=8.7 Hz, 1H), 7.70 (dd, J=8.5, 1.7 Hz, 1H), 7.59 (d, J=8.7 Hz, 1H), 7.57 (d, J=1.7 Hz, 1H), 7.25-7.12 (m, 5H), 5.25 (s, 2H), 4.75-4.67 (m, 1H), 4.67-4.59 (m, 1H), 3.93 (s, 3H), 1.40 (d, J=6.2 Hz, 6H), 1.28 (d, J=6.0 Hz, 6H) ppm. 13C NMR (100 MHz, CDCl3) delta 167.0, 161.4, 151.1, 147.9, 146.1, 145.2, 134.1, 132.9, 132.9, 130.0, 129.4, 128.7, 125.79, 125.6, 123.3,120.1, 119.5, 113.3, 78.9, 77.4, 71.7, 52.3, 22.6, 22.1 ppm. HRMS (ESI): Calculated for C28H31N2O8 (M+H+: 523.2080. found: 523.2075.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-amino-3-isopropoxybenzoate, and friends who are interested can also refer to it.

Reference:
Patent; HELMHOLTZ-ZENTRUM FUeR INFEKTIONSFORSCHUNG GMBH; GOTTFRIED WILHELM LEIBNIZ UNIVERSITAeT HANNOVER; Baumann, Sascha; Herrmann, Jennifer; Mohr, Kathrin; Steinmetz, Heinrich; Gerth, Klaus; Raju, Ritesh; Mueller, Rolf; Hartmann, Rolf; Hamed, Mostafa; Elgaher, Walid A.M.; Moreno, Maria; Gille, Franziska; Wang, Liang Liang; Kirschning, Andreas; (196 pag.)US2016/145304; (2016); A1;,
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