Month: March 2021

Adding a certain compound to certain chemical reactions, such as: 89282-70-2, name is 2-Methoxy-2-methylpropan-1-amine, 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 89282-70-2, SDS of cas: 89282-70-2

A solution of 2- { [5-bromo- 1 -(2-chlorophenyl)- 1 H-i ,2,4-triazol-3 -yl]methyl} -5-(4-chlorophenyl)-4- [(2S)-3 ,3,3 -trifluoro-2-hydroxypropyl] -2,4-dihydro-3H- 1 ,2,4-triazol-3 -one (Example 5A, 100mg, 173 jimol) in acetonitrile (330 jil) was treated with N,N-diisopropylethylamine (450 jil, 2.6mmol) and 2-methoxy-2-methylpropan-1-amine (178 mg, 1.73 mmol). The resulting mixture washeated for 5 h at 180C under microwave irradiation and evaporated. The residue was purified by preparative HPLC (Method 5) affording 82.5 mg (79% of th.) of the title compound.LC-MS (Method 2): R = 1.05 mm; MS (ESIpos): mlz = 600.2 [M+H]1H-NMR (400 MHz, DMSO-d6) [ppm]: 7.44 – 7.81 (m, 8H), 6.87 (d, 1H), 6.12 (t, 1H), 4.77 -4.93 (m, 2H), 4.29 (br ddd, 1H), 3.78 – 4.08 (m, 2H), 3.30 – 3.19 (m, 2H, overlapping with HDO peak), 3.06 (s, 3H), 1.05 (s, 6H).

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, 2-Methoxy-2-methylpropan-1-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; COLLIN-KROePELIN, Marie-Pierre; KOLKHOF, Peter; NEUBAUER, Thomas; FUeRSTNER, Chantal; POOK, Elisabeth; TINEL, Hanna; SCHMECK, Carsten; WASNAIRE, Pierre; SCHIRMER, Heiko; LUSTIG, Klemens; (205 pag.)WO2019/81299; (2019); A1;,
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Related Products of 658-89-9,Some common heterocyclic compound, 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine, molecular formula is C7H7F3N2O, 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.

General procedure: The mixture of o-phenylenediamine (1) and cyanoacetamide (2) were stirred in 200 C for 30 min without any solvent. After cooling, the mixture was dissolved in ethanol. The crude product was purified by silica gel column chromatography using dichloromethane-methanol (60:1) as eluant to give the pure compound 3.

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)benzene-1,2-diamine, its application will become more common.

Reference:
Article; Pan, Ting; He, Xin; Chen, Bing; Chen, Hui; Geng, Guannan; Luo, Haihua; Zhang, Hui; Bai, Chuan; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 500 – 513;,
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Electric Literature of 25245-34-5, 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. 25245-34-5, name is 2-Bromo-1,4-dimethoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of sodium amide (8.5 g, 218 mmol) in anhydrous THF(100 mL) was added furan (59.3 g, 872 mmol) and the mixture warmed to 50 C under nitrogen. 4 (11 g,50.7 mmol) dissolved in anhydrous THF (20 mL) was added to the reaction mixture which was thenstirred at 50 C for 24 h. After cooled to room temperature, EtOAc (80 mL) and water (80 mL) wereadded to the solution. The organic layer was separated and washed with saturated aqueous NaCl and driedover anhydrous Na2SO4. The solvent was removed under reduced pressure to give a brown oil 5 withoutfurther purification which was dissolved in MeOH (100 mL) containing conc. hydrochloric acid (5 mL)and the mixture heated at reflux for 3 h. MeOH was removed under reduced pressure and the residue between EtOAc and water. The organic layer was washed with a solution of saturated aqueous NaHC03 and saturated aqueous NaCl in sequence and then dried over anhydrous Na2S04. The solvent was evaporated under reduced pressure and the residue was subjected to flash column chromatography (petroleum ether: EtOAc, 10:1, V/V) to give 6 (9.5 g, 91.3%) as white solid

The synthetic route of 2-Bromo-1,4-dimethoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Qijing; Dong, Jinyun; Huang, Guang; Li, Shaoshun; Heterocycles; vol. 96; 2; (2018); p. 334 – 338;,
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Adding a certain compound to certain chemical reactions, such as: 6358-77-6, name is 5-Bromo-2-methoxyaniline, 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 6358-77-6, Safety of 5-Bromo-2-methoxyaniline

Intermediate 20: Step a 4-Bromo-2-isothiocyanato-1-methoxy-benzene A solution of sodium bicarbonate (3.74 g, 44.5 mmol) in water (75 mL) was added to commercially available 5-bromo-2-methoxy-phenylamine (3 g, 14.8 mmol) in chloroform (75 mL). Thiophosgene (1.42 mL, 18.6 mmol) was then added. The biphasic solution was stirred at room temperature for 1 h. The phases were separated and the aqueous phase was extracted with CH2Cl2. The organic phase was dried (Na2SO4), filtered, and concentrated, yielding the crude title compound as an off-white solid.

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; JACKSON, Paul Francis; Tounge, Brett Andrew; Leonard, Kristi Anne; Zhang, Yan; Wang, Aihua; Hawkins, Michael; Maharoof, Umar S.M.; Barbay, Joseph Kent; US2012/129842; (2012); A1;,
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Reference of 5467-58-3, The chemical industry reduces the impact on the environment during synthesis 5467-58-3, name is 1-Bromo-4-methoxynaphthalene, I believe this compound will play a more active role in future production and life.

(0357) General procedure B: a mixture of 1-bromo-4-methoxynaphthalene (166 mg, 0.70 mmol), 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (164 mg, 0.70 mmol), K2CO3 (290 mg, 2.10 mmol) and [Iota, – bis(diphenylphosphino)ferrocene]palladium(II) dichloride (29 mg, 0.04 mmol) in dioxane (10 mL) and H2O (2 mL) was heated at 100 C overnight in an atmosphere of nitrogen. The reaction was then quenched with water and extracted with ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered and concentrated. The residue was purified by flash column chromatography on silica gel (eluent: dichloromethane/methanol, 0-10%) to give the title compound as light yellow solid (143 mg, 77% yield). ESI-MS m/z: 263.1075 [M-H]”; Punty: 93.6%. (0358) 1H NMR (400 MHz, chloroform- ) delta 8.35- 8.28 (m, 1H), 7.91 – 7.84 (m, 1H), 7.52 – 7.40 (m, 2H), 7.30 (d, J = 7.9 Hz, 1H), 7.25- 7.21 (m, 1H), 7.18 (dd, J = 8.0, 2.2 Hz, 1H), 6.87 (t, J= 8.0 Hz, 2H), 4.04 (s, 3H), 2.33 (s, 3H). 13C NMR (101 MHz, CDC13) delta 154.82, 153.02, 133.56, 132.98, 132.84, 132.58, 129.03, 126.82, 126.50, 126.02, 125.81, 125.16, 123.58, 122.27, 114.83, 103.56, 55.71, 15.99.

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-Bromo-4-methoxynaphthalene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; YIN, Hang Hubert; ZHANG, Shuting; HU, Zhenyi; (114 pag.)WO2019/89648; (2019); A1;,
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Electric Literature of 1836-62-0,Some common heterocyclic compound, 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine, molecular formula is C9H13NO2, 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 mixture of 4-(oxiran-2-ylmethoxy)-9H-carbazole (II) (25.0 g, 104.60 mmole) and 62.5 ml 2-propanol is heated to 70C to 80C. To this 2- (2- methoxyphenoxy) ethylamine (III) (25.33 g, 151.67 mmole) is added in one lot. The temperature of reaction mass is raised to reflux (80C to 85C) and maintained at this temperature for 2 hour. After that, this reaction mass is added to the pre-heated (80C to 85C) solution of L (+) tartaric acid (24. 32 g) (162.1 mmole) in 2-propanol (287.5 ml) and continued the reflux for next 1 hour, cooled to 50C to 55C and maintained for 1 hour. The product is filtered at the same temperature (50C to 55C) followed by three 33.5 ml wash with hot (50C to 55C) 2-Propanol. The wet product dried at 60C to 65C for 6-8 hours or till constant weight gave 33.0 g of Carvedilol tartarate (Yield = 56. 89%).

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

Reference:
Patent; CADILA HEALTHCAR LIMITED; WO2005/80329; (2005); A2;,
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Adding a certain compound to certain chemical reactions, such as: 19500-02-8, name is 3-Methoxy-2-methylaniline, 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 19500-02-8, Safety of 3-Methoxy-2-methylaniline

[00188] lambda/-fe/t-Butyloxycarbonyl-2-methyl-3-methoxyaniline (3) [04-035-12].; A stirred solution of amine 2 (42.58 g, 0.31 mol) and di-fe/Y-butyl dicarbonate (65.48 g, 0.30 mol) in THF (300 mL) was heated to maintain reflux for 4 h. After cooling to RT, the reaction mixture was concentrated under reduced pressure and the residue was dissolved in EtOAc (500 mL). a iota . , , saturated aqueous NaHCO3 (200 mL), brine (200 mL) and dried over MgSO4. After filtration and removal of the solvent from the filtrate, the residue (red oil, 73.6 g) was dissolved in hexanes (500 mL) and filtered through a pad of Silica Gel (for TLC). The filtrate was evaporated under reduced pressure to provide /V-Boc aniline 3 as a yellow solid. Yield: 68.1 g (96percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Methoxy-2-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; ILYPSA, INC.; WO2007/56280; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 113421-98-0, name is 4-Fluoro-3-(trifluoromethoxy)aniline, 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 113421-98-0, COA of Formula: C7H5F4NO

4-fluoro-3-(trifluoromethoxy)aniline (99i mg, 5.08 mmol) dissolved in toluene (iO mL) wasadded to 4-chlorosulfonyl-i-methyl-pyrrole-2-carbonyl chloride (i.23 g, 5.079 mmo) in toluene (65 mL) at reflux and refluxed 2 hours. The reaction mixture was filtered while still hot and concentrated yielding crude 5- [[4-fluoro-3 -(trifluoromethoxy)phenyl] carbamoyl] – i-methylpyrrole-3-sulfonyl chloride as a beige powder which was used as such.?H NMR (400 MHz, acetonitrile-d3) oe ppm 3.97 (s, 3 H), 7.27 – 7.35 (m, i H), 7.38 (d, J2.0 Hz, i H), 7.57 (ddd,J9.0, 4.0, 2.6 Hz, i H), 7.73 (d, Ji.5 Hz, i H), 7.87 – 7.94 (m, i H), 8.79 (br. s., i H).

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; JANSSEN R&D IRELAND; VANDYCK, Koen; HACHE, Geerwin, Yvonne, Paul; LAST, Stefaan, Julien; MC GOWAN, David, Craig; ROMBOUTS, Geert; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2014/184350; (2014); A1;,
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Synthetic Route of 102503-23-1,Some common heterocyclic compound, 102503-23-1, name is 1-(2,4-Dimethoxyphenyl)-N-methylmethanamine, molecular formula is C10H15NO2, 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.

General procedure: N-(2,4-dimethoxybenzyl)-N-methyl-3-phenylprop-2-yn-1-amine (5a). CuI (20 mg, 0.10 mmol) was added to a solution of phenylacetylene(510.6 mg, 5.0 mmol), HCHO (36% aq., 2 mL),N-methyl(2,4-dimethoxybenzyl)amine (1.09 g, 6.0 mmol) in DMSO (10.0mL). The resulting yellow green solution was stirred at room temperatureovernight and then diluted with H2O (10 mL), extracted with Et2O (15 mL x 3). The combined extractswas washed with H2O (2 x), brine (2 x) respectively, dried over Na2SO4, filtered, concentrated. Theresultant yellow oil was purified through flash column chromatography (silica gel, EtOAc/Hex = 1:6 to1:3) to give the product (5a, 1.14 g, 96%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(2,4-Dimethoxyphenyl)-N-methylmethanamine, its application will become more common.

Reference:
Article; Yang, Miao; Odelberg, Shannon J.; Tong, Zongzhong; Li, Dean Y.; Looper, Ryan E.; Tetrahedron; vol. 69; 27-28; (2013); p. 5744 – 5750;,
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Reference of 6358-77-6,Some common heterocyclic compound, 6358-77-6, name is 5-Bromo-2-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.

[00166] Intermediate 10A. (5-Bromo-2-methoxyphenyl)hydrazine: A suspension of 5-bromo-2-methoxyaniline (5.0 g, 25 mmol) in 6 M HC1 (13 mL) was cooled to -10 C and a solution of sodium nitrite (1.77 g, 26.0 mmol) in water (5 mL) was added slowly to keep the temperature below 0 C. After the addition, the reaction was stirred for an additional 20 min at -10 to 0 C. A solution of tin (II) chloride (14.1 g, 74.2 mmol) in cone. HC1 (25 mL) was added slowly, resulting in precipitation. The precipitate was filtered, suspended in 10% NaOH solution, and extracted with ether (3 x). The combined organics were dried over MgS04, filtered and evaporated to give Intermediate 10A (4.1 g, 76%) which was used directly in the next step. LCMS (ESI) m/z 200, 202 (M-NH3+H, M-NH3+2+H)+, RT = 1.01 min (Method A).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-2-methoxyaniline, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; L’HEUREUX, Alexandre; HIEBERT, Sheldon; HU, Carol; LAM, Patrick Y.S.; LLOYD, John; PI, Zulan; QIAO, Jennifer X.; THIBEAULT, Carl; TORA, George O.; YANG, Wu; WANG, Yufeng; WANG, Tammy C.; BOWSHER, Michael S.; RUEL, Rejean; WO2014/22343; (2014); A1;,
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