Month: July 2021

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. 42726-73-8, name is tert-Butyl methyl malonate, A new synthetic method of this compound is introduced below., COA of Formula: C8H14O4

A 100 mL round-bottom flask equipped with a stirring bar was charged with compound 7 (1000 mg, 5.8 mmol) and DMF (20 mL). To the solution, sodium hydride (60percent oil suspension, 233 mg, 5.8 mmol) was added. The reaction was allowed to stir at 0 °C for 1 h. To the mixture, 4-bromobenzyl bromide (1437 mg, 5.8 mmol) was added at 0 °C and the mixture was stirred at room temperature for 20 h. To the reaction mixture, H2O was added, and the mixture was extracted with CH2Cl2 (3x), dried over MgSO4, and concentrated in vacuo. The remaining residue was purified by silica gel column chromatography (hexanes/AcOEt = 90:10) to afford the desired product 4 (1551 mg, 79percent) as a colorless oil. 1H NMR (400 MHz, CDCl3) delta 7.39 (d, J = 8.3 Hz, 2H), 7.08 (d, J = 8.3 Hz, 2H), 3.70 (s, 3H), 3.53 (t, J = 7.8 Hz, 1H), 3.13 (d, J = 7.8 Hz, 2H), 1.40 (s, 9H); 13C NMR (100 MHz, CDCl3) delta 169.4, 167.5, 137.0, 131.5, 130.6, 120.5, 83.2, 54.3, 52.4, 34.0, 27.8; HR-FAB MS calcd for C15H20BrO4 [M+H]+ 343.0545, found 343.0558.

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; Kanemitsu, Takuya; Furukoshi, Saeka; Miyazaki, Michiko; Nagata, Kazuhiro; Itoh, Takashi; Tetrahedron Asymmetry; vol. 26; 4; (2015); p. 214 – 218;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 5335-05-7,Some common heterocyclic compound, 5335-05-7, name is Chloromethyl benzoate, molecular formula is C8H7ClO2, 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.

The phosphinic acid (65mg, O.OSmmol) was suspended in 1.5mL of DMF.Chloromethyl benzoate (llSmg, O.Slmniol), triethylamine (167., 1.20mmol)and tetrabutyl ammonium iodide (TBAI) (7mg, 0.02mmol) were added. Thesolution was heated at 70C for 3 hours. The solution was cooled to roomtemperature, purified using a Reverse Phase Gilson HPLC to yield compound41 (20mg, 27%). :H NMR (300 MHz, CDsOD): 5 8.08 (dd, 2H), 7.63 (d, J=7.3Hz, 1H), 7.48 (d, J=6.4 Hz, 1H) 7.42 (s, 1H), 7.35 (s, 1H), 7.04 (d, J=9.1 Hz, 1H),5.98 (m, 1H), 5.95 (m, 1H), 5.60 (d, 2H), 5.44 (s, 1H), 5.33 (d, 1H), 5.18 (d, J=9.1Hz, 1H), 5.14 (d, J=9.1,1H), 4.87 (s, 1H), 4.5.2 (d, J=9.4,1H), 4.56 (d, 1H), 4.27 (s,1H), 3.94 (s, 3H), 2.66 (m, 1H), 2.58 (m, 1H), 2.37 (m, 1H), 2.14 (m, 1H), 1.64 (m,6H), 1.33 (d, 6H), 1.04 (s, 9H). 31P (75 MHz, CDsOD): 5 52.994, 57.542.

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

Reference:
Patent; GILEAD SCIENCES, INC.; WO2006/20276; (2006); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 50413-30-4,Some common heterocyclic compound, 50413-30-4, name is Methyl 2-amino-4-methoxylbenzoate, molecular formula is C9H11NO3, 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.

To a mixture of methyl 2-amino-4-methoxybenzoate (5.4 g, 30.0 mmol) and chloroacetonitrile (2.8 mL, 45.0 mmol) was added anhydrous hydrogen chloride (4M solution in 1,4-dioxane, 20.0 mL, 80 mmol) and the reaction mixture was stirred at 50 C for 30 minutes. After cooling it to room temperature the resulting slurry was diluted with diethyl ether (100 mL) and the stirring was continued for an additional 30 minutes. The off-white precipitate was collected by filtration, washed with diethyl ether and dried in vacuo to provide 2-(chloromethyl)-7-(methyloxy)quinazolin-4-ol hydrochloride (7.5 g, 96%). MS (EI) for C10H9ClN2O2: 225 (MH+).

The synthetic route of 50413-30-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EXELIXIS, INC.; ANAND, Neel, Kumar; BLAZEY, Charles, M.; BOWLES, Owen, Joseph; BUHR, Chris, Allen; BUSSENIUS, Joerg; CURTIS, Jeffry, Kimo; DEFINA, Steven, Charles; DUBENKO, Larisa; HARRIS, Jason, R.; JACKSON-UGUETO, Eileen; JOSHI, Anagha; KIM, Angie, Inyoung; TSUHAKI, Amy, Lew; MA, Sunghoon; MANALO, Jean-claire, Limun; NG, Stephanie; PETO, Csaba, J.; RICE Kenneth D.; TSANG, Tsze, H.; ZAHARIA, Cristiana, A.; WO2010/135524; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 107045-28-3, name is tert-Butyl 4-(aminomethyl)benzoate, A new synthetic method of this compound is introduced below., Recommanded Product: tert-Butyl 4-(aminomethyl)benzoate

The compound [3] produced in example 1 (800 mg, 2.14 mmol) was dissolved in anhydrous DMF (20 mL) under nitrogen, to which was added diisopropyl ethyl amine (DIPEA) (1.27 mL, 7.27 mmol) and the amine [10] (700 mg, 2.35 mmol) followed by HATU (1.88 g, 4.93 mmol). This reaction mixture was stirred at 25 C for 24 hours to produce [6]. The contents of the flask were diluted with ethyl acetate. The organic phase (ethyl acetate) was washed with 1 M hydrochloric acid, saturated sodium bicarbonate and water. The ethylacetate layer was then dried over sodium sulfate, which was filtered off. Removal of the ethylacetate solvent provided the crude product [6], which was purified by flash chromatography with 100% EtOAc and 1-2% MeOH / EtOAc to obtain the pure product [6] (680 mg, 57%) as a white solid. iH NMR (300 MHz, DMSO-d6): delta 11.03 (s, lH), 9.82 (s, lH), 8.46 (t, J = 6.0 Hz, lH), 7.82-7.86 (m, 3H), 7.46-7.52 (m, 2H), 7.35 (d, J = 8.3 Hz, 2H), 5.14 (dd, J = 5.0, 13.5 Hz, lH), 4.32-4.38 (m, 4H), 2.86-2.96 (m, iH), 2.56-2.64 (m, 2H), 2.39 (t, J = 7.5 Hz, 2H), 2.25 (t, J = 7.5 Hz, 2H), 1.97-2.05 (m, lH), 1.82-1.92 (m, 2H), 1.53 (s, 9H). APCrj- = 561.

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; SALADAX BIOMEDICAL INC.; SALAMONE, Salvatore, J.; COURTNEY, Jodi, Blake; SARD, Howard; HEGDE, Vishnumurthy; VOLKOV, Alexander; WO2011/112358; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 1188911-72-9, These common heterocyclic compound, 1188911-72-9, name is Methyl 3,3,3-trifluoro-2,2-dimethylpropanoate, 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.

To a mixture of acetonitrile (3.32 mL, 97 mmol) in THF (300 mL) cooled to -78 C. was added n-BuLi (56.4 mL, 141 mmol).The mixture was stirred at -30 C. for 30 min. Then to the mixture was added methyl 3,3,3-trifluoro-2,2-dimethylpropanoate (15 g, 88 mmol) dropwise. The mixture was stirred at 25 C. for 10 h. The mixture was quenched with NH4Cl (aq) and extracted with DCM/MeOH (10:1). The organic layer was dried over Na2SO4, filtered and concentrated. The crude material was purified by silica column chromatography (PE/EA=10:1). All fractions found to contain product by TLC (PE/EA=5:1, Rf=0.6) were combined and concentrated to yield a light yellow solid of 5,5,5-trifluoro-4,4-dimethyl-3-oxopentanenitrile (5 g, 27.9 mmol, 31.7% yield): 1H NMR (400 MHz, CDCl3) delta: 3.75 (s, 2H), 1.41 (s, 6H).

Statistics shows that Methyl 3,3,3-trifluoro-2,2-dimethylpropanoate is playing an increasingly important role. we look forward to future research findings about 1188911-72-9.

Reference:
Patent; GlaxoSmithKline Intellectual Property Development Limited; EIDAM, Hilary Schenck; Raha, Kaushik; Gong, Zhen; Guan, Huiping; Wu, Chengde; Yang, Haiying; Yu, Haiyu; Zhang, Zhiliu; CHEUNG, Mui; US2014/275111; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 111-61-5, name is Ethyl stearate, 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 111-61-5, Quality Control of Ethyl stearate

Reaction experiments were carried out in a 50 ml stainless steelautoclave. All the catalysts were pre-reduced in hydrogen at tem-perature (150, 200, 500C) for 90 min before the reaction. Afterreduction, the catalyst was transferred into the autoclave, in which5.0 ml hexane was added as solvent, under the protection of hydro-gen. After that, a certain amount of ethyl stearate was added andthe autoclave was sealed. The reaction was operated under a stir-ring rate of 1300 rpm (without diffusion limitation) at 230C and aH2pressure of 3.0 MPa H2. After the reaction for several hours, the autoclave was cooled to room temperature. The products were col-lected and then analyzed by gas chromatography with FID detectorwith a DB-1 capillary column and GC-MS.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl stearate, and friends who are interested can also refer to it.

Reference:
Article; He, Limin; Li, Xiaoru; Lin, Weiwei; Li, Wei; Cheng, Haiyang; Yu, Yancun; Fujita, Shin-Ichiro; Arai, Masahiko; Zhao, Fengyu; Journal of Molecular Catalysis A: Chemical; vol. 392; (2014); p. 143 – 149;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 56441-97-5, name is Methyl 4-(benzyloxy)-3-methoxybenzoate, 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 56441-97-5, Formula: C16H16O4

Methyl-4-Benzyloxy-3-methoxy Benzoate (5.00 g, 18.4 mmol) was dissolved in Ac20 (23.5 mL) and cooled to 0C. Cu(N03)2 (5.05g, 27.0 mmol) was added in small portions overminutes. After 90 mi LCMS indicated product formation. The mixture was poured into ice- water and stirred for 45 minutes. Crude product was recovered by centrifugation, rinsed with water, and dried. The crude product was purified via silica-gel chromatography onCombiflash system using a petroleum ether/ethyl acetate gradient. 5.80g (99%), off-white solid. ?H NMR (CD3OD, oe in ppm): 7.62 (s, 1H), 7.45 (d, 2H), 7.40 (t, 2H), 7.35 (m, 1H), 7.25 (s, 1H), 5.20 (s, 2H), 3.95 (s, 3H), 3.90 (s, 3H). MS (ESI-QMS): mlz = 318.03 (M+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 4-(benzyloxy)-3-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENDOCYTE, INC.; VLAHOV, Iontcho Radoslavov; LEAMON, Christopher Paul; QI, Longwu; WANG, Yingcai; WANG, Kevin Yu; (202 pag.)WO2016/148674; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 260806-90-4, name is Methyl 3-bromo-2-methoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of Methyl 3-bromo-2-methoxybenzoate

2.4 g of lithium borohydride (LiBH4) was added to a solution of 5.3 g of 3-bromo-2-methoxy-benzoic acid methyl ester 5 in 200 mL of ether (Et2O) at 0 C. After stirring for 5 minutes, 5 mL of methanol was added. The reaction mixture was warmed to room temperature and kept there for 2.5 hours. Thereafter, 2.4 g more of lithium borohydride was added. The reaction mixture was quenched with aluminum chloride. After standard aqueous work up, and silica gel column purification (hexane/ethyl acetate 2:1), 4.0 g of 3-bromo-2-methoxy-phenyl-methanol 6 was obtained.

The synthetic route of 260806-90-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALLERGAN, INC.; US2009/306161; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 61367-07-5, name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, 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. HPLC of Formula: C8H16ClNO2

To a suspension of (lr,4r)-methyl 4-aminocyclohexanecarboxylate hydrochloride (3.4g, 17.56 mmol) and DIPEA (7.67 mL, 43.9 mmol) in acetonitrile (68.8 mL) was added 4- (4-fluoro-3 -nitrophenyl)-3, 5 -dimethyli soxazole (4.56 g, 19.31 mmol). The (0408) heterogeneous reaction was stirred at 75C for 39 h. The reaction was cooled down to RT and filtered. The filtrate was concetrated in vacuo to give a mixture of oil and orange solid (11 g). The solid was triturated twice with Et20 (50 mL), then z’so-hexanes (50 mL). The solid was dried in vacuo to give 7.5 g of solid which was dried loaded and purified by chromatography column (120g, DCM/MeOH: 100/0 to 95/5) to give (lr,4r)- methyl 4-((4-(3,5-dimethylisoxazol-4-yl)-2-nitrophenyl)amino)cyclohexanecarboxylate (4.29 g, 63%) was isolated as an orange solid; Rt 2.49 min (method 1); m/z 374 (0409) (M+H)+ (ES+).

The synthetic route of Methyl trans-4-aminocyclohexanecarboxylate hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CELLCENTRIC LTD; PEGG, Neil Anthony; ONIONS, Stuart Thomas; TADDEI, David Michel Adrien; SHANNON, Jonathan; PAOLETTA, Silvia; BROWN, Richard James; SMYTH, Don; HARBOTTLE, Gareth; (376 pag.)WO2018/73586; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 55666-43-8, A common heterocyclic compound, 55666-43-8, name is tert-Butyl 3-bromopropanoate, molecular formula is C7H13BrO2, 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 18; 1,1-Dimethylethyl 3-[6-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl]propan-oate In a 5 ml microwave reaction vessel was added 6-(5-{3-chloro-4-[(1-methyl ethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2,3,4,5-tetrahydro-1H-3-benzazepine (Free base of Example 8, obtained by standard methods e.g. partitioning between organic and basic aqueous solvents and collecting organic solvent) (70 mg) in DMF (3 ml) to give a brown solution. Then potassium carbonate (101 mg) was added followed by 1,1-dimethylethyl 3-bromopropanoate (38.1 mg, 0.182 mmol). The reaction mixture was heated at 100 C. for 10 minutes. The cooled reaction mixture was diluted with DCM (5 ml) and purified by SCX (washing with methanol and eluting the crude amino ester with methanolic ammonia). Purification by MDAP yielded the amino ester, 1,1-dimethylethyl 3-[6-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl]propanoate (25 mg, 0.046 mmol, 25.4% yield) isolated as a light yellow oil. MS (ES) C28H3435ClN3O4 requires 511. found 512 [M+H]+.

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; GLAXO GROUP LIMITED; US2010/174065; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics