Author: Jessica.F

Synthetic Route of 538-86-3, 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 538-86-3 as follows.

General procedure: A mixture of nitriles (5 mmol), methyl ethers (6 mmol) and Fe(ClO4)3·H2O (5percentmol) was placed in a round bottom flask. Then the reaction mixture was heated at 100 °C for the given time. After completion of the reaction monitored by thin layer chromatography (TLC), 10 ml water was added into reaction system and extracted with ethyl acetate (3 × 20 ml). The organic layers were collected, combined, washed with water (3 × 20 ml), dried over anhydrous Na2SO4, and concentrated under vacuum. The pure products (1a?1k and 2a?2p) were obtained by directly passing through a silica gel (200?300 mesh) column using petroleum ether/ethyl acetate (10:1?5:1).

According to the analysis of related databases, 538-86-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yin, Guibo; Yan, Bin; Chen, Junqing; Ji, Min; Journal of the Iranian Chemical Society; vol. 16; 6; (2019); p. 1355 – 1363;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 6298-96-0, A common heterocyclic compound, 6298-96-0, name is 1-(4-Methoxyphenyl)ethylamine, molecular formula is C9H13NO, 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.

EXAMPLE 2; Preparation of 2-chloro-N-[(lS)-1-(4-methoxyphenyl) ethyl] -6-methyl-4-propoxy-3-pyridine- carboxamide (Compound 103); To 2-chloro-6-methyl-4-propoxy-3-pyridinecarboxylic acid (i. e. product of Example 1, Step A) (100 mg) was added thionyl chloride (2 mL), and the reaction mixture was stirred at room temperature for 2 hours. The excess thionyl chloride was evaporated in vacuo, and dichloromethane was added and evaporated in vacuo. The residual oil was dissolved in dichloromethane (approximately 2 mL) and added to a solution of (aS)-4-methoxy- a-methylbenzenemethanamine (79.2 mg) in dichloromethane (3 mL). A molar excess of PS-DMAP was added, and the reaction mixture was shaken at room temperature overnight. The reaction mixture was then filtered, and the solvent was evaporated in vacuo. The residual oil was triturated with 1-chlorobutane-hexanes (approximately 1: 1) to provide the title product, a compound of the present invention, as a white solid (92.3 mg) melting at 110-111 C. 1H NMR (CDC13,300 MHz) 8 7.33 (d, 2H), 6. 87 (d, 2H), 6.61 (s, 1H), 5.88 (br d, 1H), 5.29-5. 39 (m, 1H), 3.96 (t, 2H), 3.80 (s, 3H), 2.48 (s, 3H), 1.73-1. 84 (m, 2H), 1.59 (d, 3H), 0.98 (t, 3H)

The synthetic route of 6298-96-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E.I. DUPONT DE NEMOURS AND COMPANY; WO2005/70889; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 5111-65-9, name is 2-Bromo-6-methoxynaphthalene, 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 5111-65-9, Computed Properties of C11H9BrO

6-Methoxy-2-naphthaldehyde ((a) Harvey, R. G.; Cortez, C.; Sawyer, T. W.; DiGiovanni, J.; J. Med. Chem. 1988, 31, 1308-1312. (b) Harvey, R. G.; Cortez, C. Tetrahedron, 1997, 53, 7101-7118) was prepared by formylation (Beringer, F. M.; Nathan, R. A. J. Org. Chem. 1969, 34, 685-689) of 6-methoxy-2-bromonaphthalene in 53% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-6-methoxynaphthalene, and friends who are interested can also refer to it.

Reference:
Patent; University of Pittsburgh; US6706839; (2004); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 93919-56-3,Some common heterocyclic compound, 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, molecular formula is C8H8F3NO, 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 81 N-1H-indol-4-yl-N’-[4-(trifluoromethoxy)benzyl]urea 4-(Trifluoromethoxy)benzylamine (0.21g, 1.1 mmol) and the product of Example 80A (0.16 g, 1 mmol) were treated as described in Example 80B to provide the title compound (0.23 g). mp 177 C.; 1H NMR (300 MHz, DMSO-d6) delta 4.36 (d, 2 H), 6.52 (m, 1H), 6.95 (m, 3H), 7.24 (t, 1 H), 7.36 (d, 2H), 7.48 (d, 2H), 7. 63 (dd, 1H), 8.32 (1H), 11.06 (s, 1H); MS (DCI+) m/z 349.9 (M+H)+; Anal. Calcd. For C17H14N3F3O2: C, 58.63, H. 4.34, N, 12.07. Found: C, 58.51, H, 3.98, N, 12.03.

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

Reference:
Patent; Lee, Chih-Hung; Bayburt, Erol K.; DiDomenico JR., Stanley; Drizin, Irene; Gomtsyan, Arthur R.; Koenig, John R.; Perner, Richard J.; Schmidt JR., Robert G.; Turner, Sean C.; White, Tammie K.; Zheng, Guo Zhu; US2003/158188; (2003); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 4698-11-7, name is 10-Methoxy-5H-dibenzo[b,f]azepine, molecular formula is C15H13NO, 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: 10-Methoxy-5H-dibenzo[b,f]azepine

EXAMPLE I; Preparation of 5,11-Dihydro-10H-dibenz[b,f]azepine-10-one (Oximinostilbene) IV; A 2-L, three-necked flask equipped with a mechanical stirrer, thermometer and nitrogen inlet was charged with 10-methoxyiminostilbene I (110.0 g, 0.49 mol) and 330 mL acetone. A 10% solution of hydrochloric acid (28.6 g, 0.08 mol) was then added. The reaction mixture was stirred at ambient temperature for 1-1.5 hours until reaction completion. The product was precipitated by the addition of 660 mL of deionized water, and the resulting suspension was stirred for 3-4 hours. The suspension was filtered and washed with water. After drying, oximinostilbene (99.92 g, 97%) was obtained as a bright yellow solid having a purity of 99% by HPLC. 1H NMR (CDCl3, d): 3.80, 6.87, 7.04-7.15, 7.22-7.24, 7.32-7.37, 8.04 ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4698-11-7, its application will become more common.

Reference:
Patent; Apotex Pharmachem Inc.; US2005/282797; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 7252-83-7,Some common heterocyclic compound, 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, molecular formula is C4H9BrO2, 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.

A solution of 6-chloro-1,2- diazinan-3-amine (10 g, 73.75 mmol, l.OOequiv), 2-bromo-l,l-dimethoxyethane (50 g, 295.83 mmol, 4.01 equiv), and HBr(40%, 45 mL) in ethanol (100 mL) was stirred overnight at 90 C. The majority of the ethanol was removed under reduced pressure then the pH value of the solution was adjusted to 10 with 5% aqueous potassium carbonate solution. The resulting mixture was extracted with 6×500 mL of ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified on a silica gel column eluted with ethyl acetate/petroleum ether (1 /2-1 /1) to give 6,5 g (57%) of the title compound as a yellow solid. NMR (300 MHz, CDCl3 ) delta 7.95 (s, 1 H), 7.91 (s, 1 H), 7.80 (s, 1 H), 7.05 (d,.7 = 9.3 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-1,1-dimethoxyethane, its application will become more common.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; DRAGOVICH, Peter; GOSSELIN, Francis; YUEN, Po-Wai; ZAK, Mark; ZHENG, Xiaozhang; WO2013/127267; (2013); 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. 645-36-3, name is 2,2-Diethoxyethanamine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2,2-Diethoxyethanamine

2,2-Diethoxyethylamine (3.35 mL, 23 mmol) and Et3N (3.2 mL, 23mmol) were added to a suspension of pyrimidine 818 (3.0 g, 15.4mmol) in i-PrOH (50 mL), and the mixture was heated in the sandbath at 60-65 C for 3 h. H2O (200 mL) was added and the precipitate was collected by filtration, dried, and crystallized (hexane) to give a colorless solid; yield: 4.05 g (90%); mp 76-77 C.IR (KBr): 3324 (NH) cm-1.1H NMR (300 MHz, CDCl3): delta = 1.26 (t, J = 6.9 Hz, 6 H, 2 × CH3),2.53 (s, 3 H, SCH3), 3.45-3.64 (m, 4 H, NCH2 and 2 × CHAHBCH3),3.75 (dq, 2J = 9.6 Hz, 3J = 6.9 Hz, 2 H, 2 × CHAHBCH3), 4.62 (t,J = 5.1 Hz, 1 H, OCH), 5.21 (br s, 1 H, NH), 6.11 (s, 1 H, Ar-H).13C NMR (75 MHz, DMSO-d6): delta = 14.1, 16.0, 43.5, 62.5, 99.9,100.5, 157.3, 163.3, 171.9.Anal. Calcd for C11H18ClN3O2S: C, 45.28; H, 6.22. Found: C,45.48; H, 6.52.

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 645-36-3.

Reference:
Article; Juskenas, Robertas; Masevicius, Viktoras; Tumkevicius, Sigitas; Synthesis; vol. 45; 17; (2013); p. 2438 – 2446;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, 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. Application In Synthesis of (4-(Trifluoromethoxy)phenyl)methanamine

A mixture of 4,7-dichloro-l-methyl-lH-pyrrolo[2,3-c]pyridine (153 mg, 760 muiotaetaomicron) obtained in Reference example 2 and 4-(trifluoromethoxy)benzylamine (1.45 g, 7.60 mmol) was stirred at 200C for 6 hours under microwave irradiation. After cooling, to the reaction solution was added 1 mol/L aqueous citric acid solution, and the mixture was extracted with ethyl acetate twice. The organic layer was combined, washed with water, filtered through diatomite column, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate = 19:1?1 : 1) to give 4- chloro- 1 -methyl -N- [4-(trifluoromethoxy)benzyl] – 1 H-pyrrolo [2,3 -c]pyridine-7-amine (138 mg, 51%) as a yellow viscous material.APCI-MS m/z:356/358[M+H]+.

The synthetic route of (4-(Trifluoromethoxy)phenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; TSUZUKI, Yasuyuki; SAWAMOTO, Daisuke; SAKAMOTO, Toshiaki; KATO, Taku; NIWA, Yasuki; AWAI, Nobumasa; WO2012/124825; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 109-85-3, 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 109-85-3 as follows.

To a colorless solution of methyl 3-fluoro-4-nitrobenzoate (50 g, 250 mmol) in tetrahydrofuran (400 mL) was added triethylamine (40.7 g, 402 mmol, 55.8 mL) followed by addition of 2-methoxyethanamine (30.2 g, 402 mmol) in tetrahydrofuran (100 mL), drop-wise, at room temperature. The resultant yellow solution was stirred at 55 C. for 18 hours. The solution was cooled to room temperature and concentrated under reduced pressure to remove tetrahydrofuran. The resultant yellow solid was dissolved in ethyl acetate (800 mL) and washed with saturated aqueous ammonium chloride solution (250 mL). The aqueous phase was separated and extracted with ethyl acetate (200 mL). The combined organic layers were washed with saturated aqueous sodium chloride solution (3×250 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure to yield C15 (60.2 g, 94%) as a yellow solid. 1H NMR (600 MHz, chloroform-d) delta 8.23 (d, 1H), 8.17 (br s, 1H), 7.58 (d, 1H), 7.25 (dd, 1H), 3.95 (s, 3H), 3.69-3.73 (m, 2H), 3.56 (m, 2H), 3.45 (s, 3H); LCMS m/z 255.4 [M+H]+.

According to the analysis of related databases, 109-85-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; Aspnes, Gary Erik; Bagley, Scott W.; Curto, John M.; Edmonds, David James; Flanagan, Mark E.; Futatsugi, Kentaro; Griffith, David A.; Huard, Kim; Lian, Yajing; Limberakis, Chris; Londregan, Allyn T.; Mathiowetz, Alan M.; Piotrowski, David W.; Ruggeri, Roger B.; (127 pag.)US2019/382384; (2019); 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. 17715-69-4, name is 1-Bromo-2,4-dimethoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 17715-69-4

General procedure: A suspension of Pd2(dba)3 (6.9mg, 0.0075mmol), tBu3PHBF4 (8.7mg, 0.03mmol), KOH (42mg, 0.75mmol), aryl bromide 4 (0.36mmol) and tetralone 3 (0.3mmol) in a mixture of dioxane/water (4:1, v/v, 3mL) was degassed and heated under Ar and microwave irradiation (80W of initial power, 100°C, 40min, infrared probe). Then, the mixture was allowed to cool to rt, diluted in AcOEt, washed with saturated NH4Cl solution, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude material was purified by silica gel chromatography. Dioxane quality is extremely important for the success of the reaction. Characterization of alpha-aryl-alpha-tetralones is given in Ref.[26].

The synthetic route of 17715-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fernandes, Talita de A.; Costa, Paulo R. R.; Manvar, Dinesh; Basu, Amartya; Kaushik-Basu, Neerja; Domingos, Jorge L. O.; Nichols, Daniel Brian; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 33 – 38;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem