Author: Jessica.F

Related Products of 910251-11-5, A common heterocyclic compound, 910251-11-5, name is Potassium trifluoro(methoxymethyl)borate, molecular formula is C2H5BF3KO, 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.

j0288j Combined 3 -chloro-6-(4-(2,4-difluorophenoxy)piperidin- l-yl)-5-(isopropylamino)pyrazine-2-carbonitrile (50 mg, 0.123 mmol), PdC12(dppf) (8.97 mg, 0.0 12 mmol), potassium methoxymethyltrifluoroborate (74.5 mg, 0.490 mmol) and 2N Na2CO3 (0.5 ml) in dioxane (1.0 mL). The reaction mixture was heated in a microwave at 130 C for 30 mm. The reaction mixture was filtered and purified by HPLC using Method A twice to afford the title compound as its TFA salt (6 mg, 10%) as a yellow film. 1H NMR (500 MHz, methanol-d4) ppm 1.27 (d, J=6.35 Hz, 6 H) 1.87 – 2.04 (m, 2 H) 2.08 – 2.20 (m, 2 H) 3.05 (ddd, J=12.45, 8.54, 3.42 Hz, 2 H) 3.37 – 3.50 (m, 2 H) 4.28 – 4.41 (m, 1 H) 4.43 – 4.53 (m, 3 H) 6.80 – 6.93 (m, 1 H) 6.98 (ddd, J=11.35, 8.66, 2.93 Hz, 1 H) 7.17 (td, J=9.28, 5.37 Hz, 1 H) ; ESI-MS mlz [M+H]+ 418.4.

The synthetic route of 910251-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; ADAMS, Mark E.; BROWN, Jason W.; HITCHCOCK, Stephen; HOPKINS, Maria; KIKUCHI, Shota; LAM, Betty; MONENSCHEIN, Holger; REICHARD, Holly; SUN, Huikai; WO2015/123533; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 102-52-3, name is 1,1,3,3-Tetramethoxypropane, 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 102-52-3, Safety of 1,1,3,3-Tetramethoxypropane

1,1,3,3-Tetramethoxypropan (0.16 g, 1.0 mmol) was added dropwise to a stirred solution of 4-hydrazinyl-6-methyl-2-(pyridin-2-yl)pyrimidine (0.20 g, 1.0 mmol) in a mixture of water (2 ml) and concentrated HCl acid (0.4 ml) at 40 C. The reaction mixture was stirred for 1 h, cooled down, diluted with CHCl3 and washed with the saturated solution of NaHCO3, then with water, and dried over MgSO4. After CDCl3 removal under reduced pressure the residue crystallized. Yield: 0.18 g (75%), m.p. 97 C (from hexane). Anal. Calc. for C13H11N5: C, 65.77; H, 4.62; N, 29.56. Found: C, 65.82; H, 4.64; N, 29.54%. 1H NMR (CDCl3, 300.15 MHz) delta (ppm): 8.85 (ddd, 1H, J = 4.7, 1.8, 1.0 Hz, 6-Hpyridine), 8.76 (dd, 1H, J = 2.7, 0.4 Hz, 5-Hpyrazole), 8.52 (dt, 1H, J = 7.7, 1.0 Hz, 3-Hpyridine), 7.86 (dt, 1H, J = 7.7, 1.8 Hz, 4-Hpyridine), 7.79 (s, 1H, 5-Hpyrimidine), 7.80-7,78 (m, 1H, 3-Hpyrazole), 7.40 (ddd, 1H, J = 7.7, 4.7, 1.0 Hz, 5-Hpyridine), 6.51 (dd, 1H, J = 2.7, 1.6 Hz, 4-Hpyrazole), 2.72 (s, 3H, Me). IR (KBr pellet, nu cm-1): 3161w, 3130w, 3076m, 3055w, 3008w, 2918w, 1587vs, 1560vs, 1523s, 1458vs, 1441s, 1394s, 1379s, 1225m, 1149w, 1115w, 1037m, 985w, 951m, 914m, 862m, 810m, 760s, 740m, 679w, 604m, 584w.

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, 1,1,3,3-Tetramethoxypropane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bushuev, Mark B.; Gatilov, Yuri V.; Nikolaenkova, Elena B.; Vasiliev, Vladimir G.; Krivopalov, Viktor P.; Inorganica Chimica Acta; vol. 395; (2013); p. 95 – 103;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 2393-23-9, name is 4-Methoxybenzylamine, molecular formula is C8H11NO, 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: 2393-23-9

1-methyl-1H-imidazole-2-carbaldehyde (0.882 g, 8.019 mmol, 1.1 equiv) and (4-methoxyphenyl)methanamine (0.943mL, 7.29 mmol, 1 equiv) were added to a 250 mL round bottom flask containing activatedmolecular sieves in methanol (73 mL). Reaction mixture was stirred at room temperature (RT).After completion of reaction (3 h), as monitored by TLC, reaction mixture was cooled to 0oC,followed by the addition of sodium borohydride. After complete consumption of imine (17 h), asmonitored by TLC, reaction was quenched with water (25 ml) followed by filtration of molecularsieves, evaporation of methanol in-vacuo, and extraction with ethyl acetate (25 ml X 5). Thecombined organic layers were dried over anhydrous Na2SO4, decanted, followed by removal ofvolatiles in-vacuo. Crude mixture was purified by flash column chromatography using 25-100%EtOAc in hexanes providing 10a (1.27 g, 76%) as a yellow oil

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2393-23-9, its application will become more common.

Reference:
Article; Joshi, Madhur S.; Lansakara, Ashabha I.; Pigge, F. Christopher; Tetrahedron Letters; vol. 56; 23; (2015); p. 3204 – 3207;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

2688-84-8, name is 2-Phenoxyaniline, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 2-Phenoxyaniline

General procedure: 4-phenoxyphenol (186mg, 1mmol) was stirred with TEA (278muL, 2mmol) in Anhydrous DCM (10mL) at 0C, then 2-Chloroethanesulfonyl chloride (105muL, 1mmol) which was diluted with DCM (2mL) was slowly added into the mixture. The reaction mixture was stirred for 2h then evaporated. The residue was diluted and extracted with EtOAc then washed with water for 3 times. The organic layers were dried over Na2SO4 and evaporated. The residue was chromatographed (silicagel, Petroleum ether/EtOAc=3:1) to give 4-phenoxyphenyl ethenesulfonate (DC-TEADin03) (193mg, 70%) as a colorless oil.

The synthetic route of 2688-84-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lu, Wenchao; Wang, Jun; Li, Yong; Tao, Hongru; Xiong, Huan; Lian, Fulin; Gao, Jing; Ma, Hongna; Lu, Tian; Zhang, Dan; Ye, Xiaoqing; Ding, Hong; Yue, Liyan; Zhang, Yuanyuan; Tang, Huanyu; Zhang, Naixia; Yang, Yaxi; Jiang, Hualiang; Chen, Kaixian; Zhou, Bing; Luo, Cheng; European Journal of Medicinal Chemistry; vol. 184; (2019);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 19056-40-7, 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. 19056-40-7, name is 4-Bromo-3-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

PPTS (38.3 g, 152 mmol) was added to a solution of the product from Step 1 (31.3 g, 152 mmol) and 4-bromo-3-methoxyaniline (28 g, 139 mmol) in DCM (700 mL). The mixture was heated to reflux and stirred for 20 h. The mixture was cooled, and the solids were removed by filtration and washed with DCM. The filtrate was concentrated and purified on silica gel (gradient elution 10percent to 50percent DCM in hexanes) to give the title compound (49 g, 94percent yield). LRMS (M+H)+ Calcd.: 376.0; found 376.2.

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-Bromo-3-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Sharp & Dohme Corp.; MSD Italia S.r.l.; MCCAULEY, John, A.; LIVERTON, Nigel, J.; HARPER, Steven; MCINTYRE, Charles, A.; RUDD, Michael, T.; (73 pag.)EP2268285; (2018); B1;,
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. 14804-31-0, name is 4-Bromo-1-methoxy-2-methylbenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 14804-31-0

n-Butyllithium (2.5 M in hexanes, 60 mL, 150.0 mmol) was added dropwise to a solution of 4-bromo-1-methoxy-2-methylbenzene (27.78 g, 138.2 mmol) in THF (300 mL) at-78 C. The mixture was stirred at -78 C for 1 h and then added dropwise to a solution of ethyl 4-oxocyclohexanecarboxylate (22.34 g, 131.3 mmol) in THF (300 mL) at -78 C. The mixture was stirred at -78 C for 2 h, added to sat?d NH4C1 (600 mL) and then extracted with EtOAc (2×600 mL). The combined organic extracts were washed with water (400 mL), washed with brine (400 mL), dried (Na2504), filtered, concentrated, and purified by silica gel chromatography (petroleum ether/EtOAc = 10/1) to give ethyl 4-hydroxy-4-(4-methoxy-3 – methylphenyl)cyclohexanecarboxylate (18.9 g, 45%) as a yellow oil. ?H NIVIR (400 MHz, DMSO): 7.11-7.26 (m, 2H), 6.75-6.84 (m, 1H), 4.59-4.64 (m, 1H), 3.98-4.11 (m, 2H), 3.72 (s, 3H), 2.25-2.39 (m, 1H), 2.07-2.13 (s, 3H), 1.77-1.93 (m, 3H), 1.42-1.75 (m, 5H), 1.11- 1.23 (m, 3H); LCMS: 275.2 [M-OH].

The synthetic route of 14804-31-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; METACRINE, INC.; SMITH, Nicholas D.; GOVEK, Steven P.; NAGASAWA, Johnny Y.; (169 pag.)WO2018/170166; (2018); 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. 175278-09-8, name is 4-Bromo-2-(trifluoromethoxy)aniline, A new synthetic method of this compound is introduced below., Recommanded Product: 175278-09-8

EXAMPLE 647-(2,6-dichlorobenzyl)-5-{ [4-^iperazin- l -yl)-2-(trifluoromethoxy)phenyl]amino}pyrido[3,4- d]pyridazin-4-ol EXAMPLE 64A /V,N-dibenzyl-4-bromo-2-(trifluoromethoxy)aniline To a mixture of 4-bromo-2-(trifluoromethoxy)aniline (5 g. 19.53 mmol) and potassium carbonate (8.09 g, 58.89 mmol) in acetonitrile (200 mL) was added (bromomethyl)benzene (6.96 mL, 58.59 mmol) and the mixture was refluxed for 20 hours. The mixture was filtered and the filtrate was concentrated. The residue was purified by flash chromatography on silica gel (200-300 mesh) eluting with 5/1 petroleum ether/ethyl acetate to give the title compound. MS : 436 (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; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97682; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 16452-01-0, 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 16452-01-0 as follows.

(a) 4-methyl-3-methoxy aniline, (7.6 g, 50 mmol) 6 ml acetic acid and 6 ml acetic anhydride were combined which produced an exotherm. The mixture was cooled to ambient temperature. Concentrated nitric acid (15 ml) which had been cooled in an ice bath was added. The mixture crystallized and was treated liberally with water to yield 7.8 g of 2-nitro-4-methyl-5-methoxy acetanilide solids.

According to the analysis of related databases, 16452-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zeneca Limited; US5369086; (1994); A;,
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. 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, A new synthetic method of this compound is introduced below., Quality Control of 1-(Benzyloxy)-3-bromobenzene

Compound 2: A flask charged with compound 1 (2818 g, 10.71 mol), (3- fluorophenyl)boronic acid (1574 g, 11.25 mol), and Na2C03 (1135.1 g, 10.71 mol, 1 equiv) was evacuated and refilled with Ar for three times. Deionized water (5.6 L), DME (14 L) and Pd(PPh3)4 (123.8 g, 0.107 mol) were added sequentially. The resulting mixture was degassed and refilled with Ar for three times and then refluxed for 7 h. The suspension was filtered through Celite (500 g) plug. The filtrate was a two-phase mixture. The organic phase was separated. The aqueous phase was extracted with EtOAc (10 L). The combined organic extracts was dried over Na2S04 (3 kg), filtered and concentrated. Half of the crude product was purified by column chromatography (silica gel, eluting with 20% CH2Cl2 in hexanes) to give compound 2 (1040 g, 70% yield) as a white solid.

The synthetic route of 53087-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REATA PHARMACEUTICALS, INC.; JIANG, Xin; VISNICK, Melean; BENDER, Christopher, F.; BOLTON, Gary; CAPRATHE, Bradley; LEE, Chitase; (393 pag.)WO2019/222269; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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, Recommanded Product: 1-Bromo-2,2-dimethoxypropane

A mixture of (R)-tert-butyl 3-((R)-(3-chlorophenyl)(hydroxy)methyl)piperidine- 1-carboxylate (0.2234 g, 0.68 mmol), 60% NaH (1.460 g, 36.5 mmol), and 1-bromo- 2,2-dimethoxypropane (7.760 g, 42.4 mmol) in THF (20 mL) was heated at 80 C for 3 d and then cooled to rt. The reaction mixture was then quenched with water, extracted with ethyl acetate (3x), and dried over Na2SO4. After the solvent was evaporated under reduced pressure, the crude product (R)-tert-buty 3-((R)-(3-chlorophenyl)(2,2- dimethoxypropoxy)methyl)piperidine-1-carboxylate was directly used in the next step without further purification.

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; VITAE PHARMACEUTICALS, INC.; WO2007/70201; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem