Month: July 2021

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. 74137-36-3, name is 1,3-Dibromo-5-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1,3-Dibromo-5-methoxybenzene

Tris [(DIBENZYLIDENEACETONE)] [DIPALLADIUM (0)] (6.53g, 7. [15MMOL)] was added in one portion to a stirred solution of the bromide of Preparation 1 (38. [0G,] [143MMOL),] 1,1′-bis (diphenylphosphino) ferrocene (9.3g, 16. [8MMOL)] and zinc cyanide (20. [OG,] [172MOL)] in N,N-dimethylformamide (300ml) at room temperature under nitrogen. The reaction was heated at [100°C] for 14 hours and cooled to room temperature. Water (1500ml) was added and the mixture was extracted with ethyl acetate (3x500ml). The combined organics were filtered and the filtrate was washed with water (500ml). dried over magnesium sulphate, filtered and concentrated under reduced pressure. The resulting solid was triturated with toluene [(1000ML)] to provide the title compound [(18. 0G)] as a tan solid. [1H-NMR (300MHZ, CDCI3)] : 8 = 3.83 (3H, s), 7.31 (2H, s), 7.48 (1 H, s).

According to the analysis of related databases, 74137-36-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.,; WO2004/29042; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 52189-63-6,Some common heterocyclic compound, 52189-63-6, name is 1-Fluoro-3,5-dimethoxybenzene, molecular formula is C8H9FO2, 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.

[0321} Preparation of 5-fluorobenzene- 1 ,3-diol: To a solution of 1 -fluoro-3 ,5-dimethoxybenzene (2.0 g, 12.8 mmol) in dichloromethane (50 mL) cooled in a dry ice/acetone bath was added a solution of boron tribromide (2.8 mL, 29.0 mmol) in dichloromethane (50 mL) dropwise over half an hour. The reaction mixture was stirred over night during which reaction temperature raised to room temperature, and then cooled in a ice/water bath. 60 mL of methanol was added slowly.Organic solvents were evaporated under vaccum. The residue was extracted between ethyl acetate and aqueous sodium bicarbonate. The ethyl acetate phase was dried over sodium sulfate and evaporated to dryness. The crude product was purified by column chromatography with 0-40% ethyl acetate in hexanes to give desired product (1.6 g, 97% yield) LC-MS: 127 (M-H).

The synthetic route of 52189-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHROMOCELL CORPORATION; LUO, Robert, Zhiyong; CURRAN, Kevin, Joseph; HAYDEN, Stuart; YANG, Gengcheng; JIANG, Deshou; KRAL, Vincent; WO2014/153000; (2014); 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. 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine, A new synthetic method of this compound is introduced below., SDS of cas: 1836-62-0

General procedure: Synthetic method: 1-alkyl-2-methyl-5-hydroxy-1H-indole-3-carboxylic acid 0.020 mol, O-methoxyphenoxyethylamine (12.16 g, 0.060 mol), N, N-dimethylformamide 10 mL and dichloromethane 100 mL were placed in a 250 mL eggplant flask, The HOBt (4.05 g, 0.030 mol), Triethylamine (6.07 g, 0.060 mol) EDCI (5.75 g, 0.030 mol) were added thereto, respectively, The reaction was stirred at room temperature for 16 h, The reaction solution was washed with a 2 mol / L aqueous hydrochloric acid solution and a saturated sodium bicarbonate solution, Add a large amount of water to stir the precipitated solid, Filter, Product crude ethanol recrystallization.

The synthetic route of 1836-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenyang Pharmaceutical University; Hu Chun; Zhang Lan; Ke Jia; Jin Zhe; Yao Dongming; Guo Wanxin; Liu Xiaoping; (35 pag.)CN106946761; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, 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 332-48-9, Computed Properties of C8H8BrFO

EXAMPLE 49 1-(2-(4-Fluorophenoxy)ethyl)-2-(hydroxymethyl)piperidine hydrobromide From 2-hydroxymethylpiperidine (500 mg, 4.34 mmol) and 2-(4-fluorophenoxy)ethyl bromide (999 mg, 4.56 mmol) there was obtained a colorless oil (970 mg, 88%): 1H NMR (CDCl3) d 1.60-2.11 (m, 6 H), 2.67-3.59 (m, 6 H), 3.80 (dd, J1=11 Hz, J2=3.9 Hz, 1 H), 4.15 (dd, J, =11 Hz, J2=3.9 Hz, 1 H) 4.37-4.42 (m, 2 H), 7.13-7.35 (m, 4 H). The hydrobromide was obtained as a colorless powder (1.08 g, 96%): mp 103.5-105.5 C.; Anal. Calcd for C14H21BrFNO2: C, 50.31; H, 6.33; N, 4.19. Found: C, 50.39; H, 6.15; N, 3.99.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(2-Bromoethoxy)-4-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Warner-Lambert Co.; Cocensys, Inc.; US6218404; (2001); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 95970-08-4, name is 2,5-Dibromoanisole, molecular formula is C7H6Br2O, 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. COA of Formula: C7H6Br2O

(0957) [00336] Into a lOG-mL round-bottom flask, purged and maintained under an inert atmosphere of nitrogen, was added l,4-dibromo-2-methoxybenzene (2.60 g, 9.78 mmol), benzyl piperazine- 1-carboxylate (2.37 g, 10.8 mmol), Pd2(dba)3-CHCij (0.508 g, 0.490 mmol), XantPhos (0,583 g, 0.980 mmol), and NaOtBu (2.82 g, 29.3 mmol) followed by toluene (40 mL). The reaction mixture was stirred, for 3 h at 80 C and then concentrated in vacuo. The resulting crude product was purified by FCC eluting with ethyl acetate/petroleum ether (1 : 10) to afford benzyl 4-(4- (0958) 131 (0959) 144628010 vl bromo-3-methoxyphenyl)piperazine-l-carboxylate as a brown solid (2 g, 50%). LCMS (ESi, m/z): 405, 407 [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 95970-08-4, its application will become more common.

Reference:
Patent; FORMA THERAPEUTICS, INC.; GUERIN, David Joseph; BAIR, Kenneth W.; CARAVELLA, Justin A.; IOANNIDIS, Stephanos; LANCIA JR., David R.; LI, Hongbin; MISCHKE, Steven; NG, Pui Yee; RICHARD, David; SCHILLER, Shawn E. R.; SHELEKHIN, Tatiana; WANG, Zhongguo; (365 pag.)WO2017/139778; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 111-95-5, name is Bis(2-methoxyethyl)amine, 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: 111-95-5

Example 6 N4,N4-bis(2-methoxyethyl)-1-methyl-N-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-1H-pyrazole-4,5-dicarboxamide A suspension of 1-methyl-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid with 1 eq. lithium chloride (80 mg, 0.198 mmol), bis(2-methoxyethyl)amine (87 ul, 0.59 mmole), diisopropylethylamine (104 ul, 0.59 mmol) and propylphosphonic anhydride (50% in ethyl acetate, 291 ul, 0.494 mmol) in tetrahydrofurane (4 ml) is stirred for 2.5 hours at 70 C. giving after 20 min a light yellow solution. The cooled solution is diluted with ethyl acetate, washed once with sat. aqueous sodium carbonate solution, once with 1N aqueous hydrochloric acid, once with brine, dried with magnesium sulfate and the solvent is evaporated to dryness affording N4,N4-bis(2-methoxyethyl)-1-methyl-N-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-1H-pyrazole-4,5-dicarboxamide (80 mg, 84.8%) as a colorless waxy solid. MS: m/z=478.2 (M+H+).

The synthetic route of Bis(2-methoxyethyl)amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Flohr, Alexander; Gobbi, Luca; Groebke Zbinden, Katrin; Koerner, Matthias; Peters, Jens-Uwe; US2012/142665; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 93919-56-3, 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. 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4- (trifluoromethoxy) benzylamine (3.46 g, 57.6 mmol) in DMF (75 mL) and acetic acid (10.0 g, 52.3 mmol) at-10 C were added 0- (BENZOTRIAZOL-1-YL)-N, NN’, N’- tetramethyluronium tetrafluoroborate (20.2 g, 62.8 mmol) and NN-DIISOPROPYLETHYLAMINE (20.0 mL, 115 mmol) and the reaction mixture was stirred at room temperature overnight. Ethyl acetate (200 ML) was added and the organic phase was washed with water (100 mL), 0.25 M NAOH (100 mL), saturated aqueous NAHCO3 (100 ML), water (100 mL), 0.5 M HCl (100 ML), and water (100 ML), dried over MgS04, and concentrated in vacuo to afford 11.2 g (92%) of a colourless oil. ‘H NMR (600 MHz, CDC13) : 8 2.03 (s, 3H), 4.43 (d, 2H), 5.83 (bs, 1H), 7.17 (d, 2H), 7.31 (d, 2H). 13C NMR (125 MHZ, CDC13) : 8 22.9, 42.8, 120.5 (q), 121.1, 129.0, 137.3, 148.4, 170.6.

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, (4-(Trifluoromethoxy)phenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/56748; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C11H16N2O2

[0567] A solution of7 -( dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine (intermediate 4, 2 g, 9.60 mmol) anddiphenylcarbonate ( 4.11 g, 19.21 mmol) in THF ( 40 ml) at-15 C. was treated with LHMDS (1M in THF, 13.3 ml, 13.3mmol) over 0.5 h. The reaction mixture was quenched withsat. aq. NH4Cl, extracted with EtOAc (2x). The combinedorganic layers were washed with brine, dried over Na2S04 ,filtered and concentrated under reduced pressure. The crudeproduct was purified by normal phase chromatography (80 gsilica gel cartridge, heptanes/EtOAc 100:0 to 25:75) to givethe title compound as a pale yellow solid. 1H-NMR (400MHz, DMSO-d6 ) o7.65 (d, lH), 7.46-7.38 (m, 2H), 7.27-7.18 (m, 4H), 5.17 (s, lH), 3.87-3.80 (m, 2H), 3.26 (s, 6H), 2.83(t, 2H), 2.00-1.92 (m, 2H).

The synthetic route of 204452-91-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; Buschmann, Nicole; Fairhurst, Robin Alec; Furet, Pascal; Knoepfel, Thomas; Leblanc, Catherine; Liao, Lv; Mah, Robert; Nimsgern, Pierre; Ripoche, Sebastien; Xiong, Jing; Han, Bo; Wang, Can; Zhao, Xianglin; US2015/119385; (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 175278-09-8 as follows. Formula: C7H5BrF3NO

A solution of 8 g (31 mmol) of 4-bromo-2-trifluoromethoxyaniline and 4.2 g (37.5 mmol) of DABC (triethylenediamine) in 40 mL of toluene was slowly added dropwise 7 mL of carbon disulfide and the reaction was stirred at room temperature 8h. After the reaction, the reaction solution was suction filtered, and the filter cake was 3g of [4-bromo-2-trifluoromethoxyphenyl] dithioic acid with a yield of about 28%.

According to the analysis of related databases, 175278-09-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Xi’an Jiao Tong University; He, LangChong; Zhang, Jie; Pan, XiaoYan; Wang, Jinfeng; Su, Ping; Lu, Wen; Wang, Sicen; (17 pag.)CN105924385; (2016); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 19056-40-7, name is 4-Bromo-3-methoxyaniline, molecular formula is C7H8BrNO, 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. Quality Control of 4-Bromo-3-methoxyaniline

Step 1: 6-Bromo-7-methoxyquinoline In a 100 mL round-bottom flask, a solution of concentrated sulfuric acid (2.1 mL, 39.6 mmol) in water (2.4 mL) was treated with 3-nitrobenzenesulfonic acid (2.06 g, 10.1 mmol) and glycerol (2.5 mL, 34.8 mmol) to give a thick grey suspension. The mixture was heated to 110 C. (oil bath) and 4-bromo-3-methoxyaniline (1.952 g, 9.66 mmol) was added portion-wise, resulting in an immobile slurry. Additional portions of water (3 mL), glycerol (3 mL), and concentrated sulfuric acid (3 mL) were added and the temperature increased to 140 C. After three hours the mixture had become a homogeneous dark brown solution, and LCMS analysis indicated reaction completion. The solution was cooled to RT, poured onto ice, and the pH was adjusted to 8 by addition of concentrated (30%) aqueous ammonium hydroxide. The mixture was partitioned between ethyl acetate and water, washed with water, brine, dried over magnesium sulfate and concentrated to a brown liquid. Purification by flash column chromatography (24 g silica gel, gradient of 0-20% ethyl acetate in dichloromethane over 25 column volumes) provided 6-bromo-7-methoxyquinoline (1.18 g, 46.2%) as a light brown fluffy solid. 1H NMR (400 MHz, CHLOROFORM-d) ppm 8.86 (dd, J=4.0, 1.5 Hz, 1H), 8.01-8.12 (m, 2H), 7.53 (s, 1H), 7.34 (dd, J=8.1, 4.5 Hz, 1H), 4.07 (s, 3H). NMR indicates the presence of about 10% 7-methyoxyquinoline.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19056-40-7, its application will become more common.

Reference:
Patent; NOVARTIS AG; AXFORD, Jake; DALES, Natalie; SUNG, Moo Je; US2014/206661; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem