Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, belongs to ethers-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 126-38-5, Application In Synthesis of 1-Bromo-2,2-dimethoxypropane

Methyl 2-amino-6-chloro-isonicotinate (9.33 g, 50.0 mmol) was suspended in n-propanol. 1-Bromo-2,2-dimethoxypropan (20.26 ml, 150 mmol) was added dropwise. After stirring at reflux for 20 h, n-propanol was removed in vacuo and the residue was recrystallized from diisopropyl ether. 14.55 g (95%) of the title compound were obtained as pale brown solid.1H-NMR (200 MHz, d6-DMSO): delta = 8.29 (s, 1 H), 8.25 (s, 1 H), 7.83 (s, 1 H), 6.14 (br s), 3.95 (s, 3H), 2.53 (s, 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; NYCOMED GMBH; WO2008/15196; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 111-95-5, A common heterocyclic compound, 111-95-5, name is Bis(2-methoxyethyl)amine, molecular formula is C6H15NO2, 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.

Compound 6-3 (5.3 g, 17.4 mmol) was dissolved in 1,4-dioxane (60 mL), followed by addition of compound 5-1 (4.85 g, 36.5 mmol), and potassium carbonate (4.9 g, 34.8 mmol) was added under stirring in batches, followed by stirring the reaction overnight at 70 C., TLC monitoring showed that the starting material 6-3 was completely reacted. The solvent was removed under reduced pressure to obtain a concentrated residue. The concentrated residue was dispensed with dichloromethane (20 mL), an appropriate amount of silica gel was added and the sample was stirred, spin-dried under reduced pressure and directly placed on a silica gel column for column chromatographic purification, with an eluent (dichloromethane:methanol=20/1-5/1) to obtain the target product 10-1 (2.2 g, 47.7%) as a pale yellow oil, LC-MS: m/z=266[M+H]+.

The synthetic route of 111-95-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen China Resources Gosun Pharmaceutical Co., Ltd.; Jiang, Xiongjie; Huang, Quanhua; Yang, Zhanao; (43 pag.)US2017/2028; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 402-52-8,Some common heterocyclic compound, 402-52-8, name is 1-Methoxy-4-(trifluoromethyl)benzene, molecular formula is C8H7F3O, 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.

2-methoxy-5-(trifluoromethyl)benzoic acid (12-3). nBuLi (276 mL, 2.5 M, 0.69 mol, 1.1 equiv) and KOtBu (77 g, 0.69 mol, 1.1 equiv) were added to a THF solution (1 L) of crude 12-2 (110 g) at -78 0C. The reaction was stirred at -78 0C for 4 h. Dry CO2 was bubbled into the solution at -78 0C for 1 h. The reaction was allowed to warm to 25 0C over 0.5 h. NaOH (6N, 300 mL) and H2O were added to the resulting reaction mixture. The mixture was extracted with t-butylmethyl ether (400 mL x 2). The aqueous layer was acidified with HCl (6N) to pH 1 and extracted with EtOAc (300 mL x 4). The combined EtOAc extracts were concentrated and re- dissolved in CH2Cl2. The solution was dried (Na2SO4), filtered through a pad of Celite and concentrated. Flash chromatography on silica gel (1:1 PE/EtOAc) yielded 82 g of compound 12-3 (53% for 2 steps): 1H NMR (400 MHz, CDCl3) delta 8.45 (s, 1 H), 7.81 (d, J= 8.0 Hz5 1 H), 7.16 (d, J= 8.0 Hz5 1 H), 4.13 (s, 3 H); MS (ESI) m/z 221.0 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methoxy-4-(trifluoromethyl)benzene, its application will become more common.

Reference:
Patent; TETRAPHASE PHARMACEUTICALS, INC.; DENG, Yonghong; PLAMONDON, Louis; SUN, Cuixiang; XIAO, Xiao-Yi; ZHOU, Jingye; SUTCLIFFE, Joyce, A.; RONN, Magnus, P.; WO2011/25982; (2011); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 454-90-0, A common heterocyclic compound, 454-90-0, name is 3-(Trifluoromethyl)anisole, molecular formula is C8H7F3O, 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 stirred solution of 1-methoxy-3-(trifluoromethyl)benzene (9.8 mL, 68 mmol) in 50 mL THF under N2 at O0C was added n-BuLi (1.6 M in hexanes, 45 mL, 68 mmol) dropwise. The reaction mixture was stirred at O0C for 2 h, then triisopropylborate (11.6 ml_, 68 mmol) was added. The reaction mixture was slowly warmed up to room temperature and stirred overnight. A solution of 10% HCI in water was added and the mixture was stirred for 1 h. The mixture was extracted with CH2CI2 (3X), The organic layers were combined, washed with brine and dried over Na2SO4 to give 8.14 g of 2-methoxy-4-(trifluoromethyl)phenylboronic acid as a viscous oil. The crude was directly used in the next step without further purification.

The synthetic route of 454-90-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/12623; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 126-38-5

2-aminc-5-brcmcpyrazine (lOg, 57mmcl) and 1-brcmc-2,2-dimethcxy-prcpane (15 g) were dissolved in IPA (30 mL) and heated at 100 00 in a sealed tube for 3 days. The reactionwas quenched with sodium bicarbonate solution and filtered and extracted with ethyl acetate;the organic layer was dried over sodium sulphate and concentrated to give a brown solid that was used for the next step without further purification.

According to the analysis of related databases, 126-38-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK PATENT GMBH; GARDNER, John Mark Francis; BELL, Andrew Simon; (87 pag.)WO2020/16235; (2020); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 41406-00-2,Some common heterocyclic compound, 41406-00-2, name is 3-Isopropoxyaniline, molecular formula is C9H13NO, 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.

EXAMPLE 11 Preparation of 3′-iso-propoxy-2-methylbenzanilide A 13.6 g (0.1 mol) portion of o-methylbenzoic acid, 15.1 g (0.1 mol) of m-isopropoxyaniline and 10.1 g (0.1 mol) of triethylamine were dissolved in 100 ml of xylene. A 5.1 g (0.033 mol) amount of phosphorus oxychloride was added dropwise to the prepared solution with stirring at 90-100C. Stirring of the resulting solution was continued at 90-100C for 3 hours. The reaction mixture was cooled and washed with water, and the product was dried over anhydrous sodium sulfate. The xylene was removed to obtain 20.9 g (77.9%) of white prismatic crystals having a melting point of 92-94C.

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

Reference:
Patent; Kumiai Chemical Industry Co., Ltd.; US3937840; (1976); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, belongs to ethers-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 7252-83-7, Quality Control of 2-Bromo-1,1-dimethoxyethane

To a solution of 4-(diethylamino)benzothioamide (2.29 g, 11 mmol) in EtOH (60 mL) were added 2-bromo-1,1-dimethoxyethane (1.86 g, 11 mmol) and p-toluenesulfonic acid (1.89 g, 11 mmol). The reaction mixture was heated at 95 C. overnight, then cooled to rt and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc/Et3N (V/V/V)=2:1:0.05) to give the title compound as a white solid (1.40 g, 55%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1,1-dimethoxyethane, and friends who are interested can also refer to it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; Zhang, Yingjun; Zhang, Jiancun; Wang, Xiaojun; Lin, Runfeng; Cao, Shengtian; Wang, Zhaohe; Li, Jing; US2015/87639; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 398-62-9 as follows. HPLC of Formula: C8H9FO2

EXAMPLE 118 4-Chloro-1-[3,4-dimethoxy-6-fluorophenyl]-1-hexanone A solution of 0.1056 g (0.64 mmol) of 4-fluoroveratrole in 1 mL of methylene chloride was added to a mixture of 0.2289 g (1.7 mmol) of aluminum chloride and 0.09 mL (0.8 mmol) of 4-chlorobutyryl chloride in 2 mL of methylene chloride at 25. The reaction mixture was stirred at 25 for 22 hours. Water was added and the organic layer was separated and washed with sodium bicarbonate solution. The dried extract was concentrated under reduced pressure to an oil which was chromatographed on 10 g of silica gel using 25% ethyl acetatehexane to give 0.041 g, mp 81-82, of 4-chloro-[3,4-dimethoxy-6-fluorophenyl]-1-hexanone. The nmr spectrum was consistent with the structure and the mass spectrum gave the molecular ion at m/z 260 (C12 H14 ClFO3)

According to the analysis of related databases, 398-62-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-La Roche Inc.; US5025036; (1991); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 651734-54-2 as follows. Safety of 2,6-Difluoro-3,5-dimethoxyaniline

To a stirred slurry of 2,6-difluoro-3,5-dimethoxyaniline (500 mg, 2.64 mmol) in 6.0 M hydrogen chloride in water (4 mL, 24 mmol) was added a solution of sodium nitrite (191 mg, 2.78 mmol) in water (1 mL) dropwise over 15 min at 0 C. After stirring the resulting mixture at 0 C. for another 15 min, a solution of potassium iodide (1.8 g, 10. mmol) in water (2 mL) was slowly added to the resulting orange-red slurry at 0 C. with vigorus stirring. After completion of the addition, the reaction mixture was allowed to warm up to r.t. for 1 hour. The solid was collected by filtration, washed with water and dried under vacuum. 570 mg solid was collected and used directly in the next step.

According to the analysis of related databases, 651734-54-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Incyte Corporation; Li, Zhenwu; Wu, Liangxing; Yao, Wenqing; (48 pag.)US2017/320875; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 41365-75-7, name is 1-Amino-3,3-diethoxypropane, A new synthetic method of this compound is introduced below., Product Details of 41365-75-7

3,3-diethoxypropan-1-amine (6 g, 40.76 mmol, 1.00 equiv) was dissolved in1,4-dioxane (30 mL) in the presence of TEA (4.45 g, 43.98 mmol, 1.08 equiv), then cooled to 0C. (Boc)20 (9.6 g, 43.99 mmol, 1.08 equiv) diluted in 20 mL of 1,4- dioxane was added drop-wise. The solution was agitated 2 hours at 0C then overnight at ambient temperature before being neutralised with 10 mL of water. The pH was adjusted to 5 with HC1 (1 %). The solution was extracted 3 times with 50 mL of EtOAc.The organic phases were combined, dried over sodium sulfate, filtered and concentrated to yield 8.21 g (81 %) of compound 1ZD in the form of a pale yellow oil.

The synthetic route of 41365-75-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PIERRE FABRE MEDICAMENT; PEREZ, Michel; RILATT, Ian; LAMOTHE, Marie; WO2014/174060; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem