Month: August 2021

Related Products of 1836-62-0, 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. 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 2-phenoxy-ethylamine (5 eq.) or 2-(2-methoxyphenoxy-)ethylamine (5 eq.) in 2-methoxyethanol(25 mL per mmol of amine) the appropriate aliphatic chloride33-39 (1 eq.) and KI (cat.) was added. The mixturewas refluxed for18-48 h and concentrated. The residue was suspended in CHCl3and washed with 1M NaOH, brine, dried over anhydrous Na2SO4and concentrated. The crude was purified by flash chromatographyto give the titled compound.

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-(2-Methoxyphenoxy)ethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Franchini, Silvia; Sorbi, Claudia; Linciano, Pasquale; Carnevale, Gianluca; Tait, Annalisa; Ronsisvalle, Simone; Buccioni, Michela; Del Bello, Fabio; Cilia, Antonio; Pirona, Lorenza; Denora, Nunzio; Iacobazzi, Rosa Maria; Brasili, Livio; European Journal of Medicinal Chemistry; vol. 176; (2019); p. 310 – 325;,
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Electric Literature of 36805-97-7, 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. 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1,1-Di-teit-butoxy-N,N-dimethylmethanamine (6.77 ml, 28.3 mmol) was added to asuspension of 2-({[(benzyloxy)carbonyl]amino}methyl)- 1-ethyl-i H-i, 3-benzodiazole-6- carboxylic acid, Intermediate 4 (2.50 g, 7.08 mmol) in a,a,a-trifluorotoluene (50 ml). The reaction mixture was heated at 100 00 for 1 h. The reaction mixture was allowed to cool to RT then i,i-di-teit-butoxy-N,N-dimethylmethanamine (6.77 ml, 28.3 mmol) was added dropwise over 15 mm. The resultant mixture was heated at 100 00 for 45 mm. Thereaction mixture was cooled to 50 00 then i,i-di-teit-butoxy-N,N-dimethylmethanamine (3.38 ml, 14.2 mmol) was added dropwise over 5 mm. The resultant mixture was heated at 100C for 0.5 h then allowed to cool to RT. The reaction mixture was partitioned between EtOAc (50 ml) and water (50 ml). The phases were separated then the organic phase was washed with water (2 x 30 ml), saturated aqueous NaHCO3 solution (20 ml)and brine (10 ml) then dried over Na2504, filtered and concentrated in vacuo to afford a beige solid (2.5 g). The solid thus obtained was suspended in MeCN (10 ml). The solid was collected by filtration then dried under vacuum to afford the product as an off-white solid (2.30 g, 79%).1H NMR (500 MHz, DMSO-d6) O 8.07 (5, 1H), 7.97 (m, 1H), 7.76 (dd, J= 8.4, 1.5 Hz,1 H), 7.64 (d, J = 8.4 Hz, 1 H), 7.34 (m, 5H), 5.07 (5, 2H), 4.55 (d, J = 6.0 Hz, 2H), 4.38 -4.25 (m, 2H), 1.57 (5, 9H), 1.29 (m, 3H).LC/MS (System A): m/z (ESl) = 410 [MH], R = 1.17 mi UV purity = 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, 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENTERPRISE THERAPEUTICS LIMITED; HAY, Duncan, Alexander; SCHOFIELD, Thomas, Beauregard; WENT, Naomi; MCCARTHY, Clive; (108 pag.)WO2019/77340; (2019); A1;,
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Related Products of 36805-97-7, 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. 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 1-2; Synthesis of Compound 5 (di-tert-butyl ester of (2S, 3S)-N-(tert-butoxycarbonyl)-3-(3,5-dinitrobenzyloxy)aspartic acid) from Compound 3 in Figure 1; To a solution of Compound 3 (455 mg, 0.84 mmol) in methanol (3 mL), a catalytic amount of DL-camphorsulfonic acid was added and stirred at room temperature for 18 hours. After addition of saturated aqueous sodium bicarbonate to stop the reaction, the reaction mixture was extracted with ether and the organic layer was washed with saturated aqueous sodium chloride. After the organic layer was dried over magnesium sulfate, the solvent was distilled off and the resulting residue was dissolved in acetone (5 mL), followed by addition of Jones reagent until brown did not disappear. After stirring at room temperature for 30 minutes, 2-propanol was added to stop the reaction. The reaction mixture was extracted with ether and the organic layer was washed with saturated aqueous sodium chloride. The organic layer was dried over magnesium sulfate and the solvent was distilled off to give carboxylic acid (4) (26 mg, 72% for 2 steps). The thus obtained 4 was dissolved in methanol (2 mL) and 1 N NaOH (2.5 mL) was added thereto under ice cooling, followed by stirring at room temperature for 4 hours. The reaction mixture was adjusted with 2 N hydrochloric acid to pH 1 and extracted with ethyl acetate. The solvent was distilled off and the resulting residue was dissolved in N,N-dimethylformamide di-tert-butylacetal (5 mL) and heated at 90C for 15 minutes. The reaction mixture was cooled on ice and water was added thereto, followed by stirring for 18 hours. After extraction with ether, the organic layer was washed with saturated aqueous sodium chloride and dried over magnesium sulfate. The solvent was distilled off the resulting residue was purified by silica gel column chromatography (ether/hexane = 1/3) to give the titled compound (257 mg, 77% for 2 steps). Oil; [alpha]D -4.2 (c 1.22, CHCl3) ; 1H-NMR (CDCl3, 400 MHz) delta1.39 (s, 9 H), 1.44 (s, 9 H), 1.47 (s, 9 H), 4.51 (d, 1 H, J = 2.5 Hz), 4.58 (d, 1 H, J = 12.5 Hz), 4.81 (dd, 1 H, J = 2.0, 10.5 Hz), 5.03 (d, 1 H, J = 12.5 Hz), 5.19 (d, 1 H, J = 10.5 Hz), 8.50 (d, 2 H, J = 2.0 Hz), 8.93 (t, 1 H, J = 2.0 Hz).

The synthetic route of 1,1-Di-tert-butoxy-N,N-dimethylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNTORY LIMITED; EP1849766; (2007); A1;,
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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. 2398-37-0, name is 1-Bromo-3-methoxybenzene, A new synthetic method of this compound is introduced below., Product Details of 2398-37-0

Intermediate 1 l-AUyl-3-methoxy-benzene (Ha)A solution of 3-bromoanisole (4Og, 0.2138mol) dissolved in dry THF (220 rnL) was added dropwise to a solution of magnesium (7.9g, 0.328mol) activated by pinch of iodine in dry THF (20 ml) and the reaction was shortly heated with a heat -gun to get the reaction started. After 1 hr, when the solution was gray and most of the magnesium was dissolved, allyl bromide (28.4 mL, 0.328 mol) was added. After 3 h the reaction was quenched by a saturated NH4Cl solution and the organic layer was extracted with diethyl ether. The organic phase was dried over anhydrous Na2SO4, the solvent was evaporated and the crude product was subjected to flash chromatography on silica gel (230-400 mesh) using 3-4% ethyl acetate in petroleum ether which gave the allyl compound as yellow viscous liquid (24 g, 76%).

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; MEDIVIR AB; WO2008/135488; (2008); A1;,
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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. 62415-74-1, name is 1,2-Dibromo-4-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 62415-74-1

Add 4-methoxy-o-dibromobenzene (1.0 mmol), thentBuOOH (1.2mmol), Cu (acac) 2 (0.08mmol), then add 2mL of solvent water, and react at room temperature for 8 hours,After the reaction was completed, the reaction solution was concentrated, and the corresponding product was separated by column chromatography, with a separation yield of 91%.

According to the analysis of related databases, 62415-74-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Institute of Technology; Yao Zijian; Qiao Xinchao; (6 pag.)CN110981702; (2020); A;,
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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. 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-(Benzyloxy)-1-ethanamine

General procedure: Ethyl 2-(4-chloro-3-nitrophenyl)-2-methylpropanoate (3a)(16.15 g, 0.0594 mol), 4 (27.77 g, 0.149 mol), K2CO3 (28.69 g,0.208 mol), KI (0.99 g, 5.94 mmol), TBAB (1.91 g, 5.94 mmol) and150 mL DMSO were added into a round-bottomed flask. The mixturewas heated to 120 C for 24 h then cooling to room temperature.The reaction mixture was diluted with saturated NH4Claqueous solution (250 mL) and extracted with CH2Cl2 (450 mL).The combined organic layer was washed with brine (300 mL), driedover anhydrous sodium sulfate, filtered, and concentrated in vacuo.The residue was purified by silica gel column chromatography (PE:EtOAc = 4:1) to give compound 5a (15.82 g) as yellow oil in 69%yields.

According to the analysis of related databases, 38336-04-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Dongxing; Shi, Jinyu; Liu, Jing; Zhang, Xueying; Deng, Xiaoying; Yang, Yanyan; Cui, Shuang; Zhu, Qihua; Gong, Guoqing; Xu, Yungen; Bioorganic and Medicinal Chemistry; vol. 25; 2; (2017); p. 458 – 470;,
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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. 37466-89-0, name is 3-Methoxybenzene-1,2-diamine, A new synthetic method of this compound is introduced below., Recommanded Product: 37466-89-0

To a solution of Intermediate 7 (110 mg, 0.37 mmol), 3-methoxybenzene-1,2- diamine (50 mg, 0.34 mmol) and DIPEA (0.2 mL, 1 mmol) in DMF (2 mL) was added HATU (160 mg, 0.41 mmol). The reaction mixture was stirred at r.t. for 48 h, then partitioned between DCM and water. The organic phase was separated, then dried and concentrated in vacuo. The crude residue was purified by flash column chromatography (0-100% EtOAc/hexanes) to give the title compound (28.7 mg, 20%) as a white solid. LCMS (Method 5): [M+H]+ m/z 415, RT 1.31 minutes.

The synthetic route of 37466-89-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHAPPELL, Rose Elizabeth; FOULKES, Gregory; FROST, James Richard; HORSLEY, Helen Tracey; JONES, Elizabeth Pearl; LECOMTE, Fabien Claude; REUBERSON, James Thomas; SCHULZE, Monika-Sarah Elisabeth Dorothea; TAYLOR, Richard David; YAU, Wei Tsung; ZHU, Zhaoning; (246 pag.)WO2019/138017; (2019); A1;,
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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 592-55-2 as follows. COA of Formula: C4H9BrO

Example 65 Preparation of 2-[4-[2-(benzoxazol-2-ylthio)ethyl]piperazin-1-yl]-N-[2,6-diisopropyl-3-(2-ethoxyethyloxy)phenyl)acetamide: 2-Bromoethyl ethyl ether (2 ml) and potassium fluoride catalyst carried on alumina (40 wt %, 225 mg, 1.51 mmol) were added to a solution of 2-[4-[2-(benzoxazol-2ylthio)ethyl]piperazin-1-yl]-N-(2,6-diisopropyl-3-hydroxyphenyl)acetamide (150 mg, 0.30 mmol) in acetonitrile (3 ml) followed by stirring for 41 hours. The catalyst was filtered off and the filtrate was diluted with water and extracted with ethyl acetate. The organic layer was washed with a sodium chloride solution and dried over anhydrous sodium sulfate and the solvent was evaporated therefrom. The residue was purified by a preparative thin layer chromatography (developing solvent, chloroform:ammonia-saturated methanol=20:1) and the resulting crude crystals were recrystallized from ethyl acetate-hexane to provide 120 mg (yield 70%) of the desired compound as colorless powdery crystals. Melting point: 100-103 C. IR (KBr) cm-1: 3282, 2960, 1661, 1498, 1454. 1H-NMR (CDCl3) delta: 1.17 (6H, d, J=6.9 Hz), 1.23 (3H, t, J=7.0 Hz), 1.32 (6H, d, J=6.9 Hz), 2.62-2.79 (8H, m), 2.86 (2H, t, J=6.2 Hz), 2.93 (1H, sept, J=6.9 Hz), 3.19 (1H, sept, J=6.9 Hz), 3.21 (2H, s), 3.50 (2H, t, J=6.2 Hz), 3.59 (2H, q, J=7.0 Hz), 3.81 (2H, t, J=5.1 Hz), 4.09 (2H, t, J=5.9 Hz), 6.83 (1H, d, J=8.7 Hz), 7.09 (1H, d, J=8.7 Hz), 7.22-7.30 (2H, m), 7.43 (1H, m), 7.58 (1H, m), 8.56 (1H, br s). EIMSm/z (relative intensity): 568 (M+), 276 (100). Elementary analysis as C31H44N4O4S Calculated: C, 65.46; H, 7.80; N, 9.85; S, 5.64. Found: C, 65.16; H, 7.75; N, 9.81; S, 5.70.

According to the analysis of related databases, 592-55-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kowa Company, Ltd.; US6969711; (2005); B2;,
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Electric Literature of 50742-37-5, 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. 50742-37-5, name is (3-Phenoxyphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows.

(3-Phenoxyphenyl)methanamine (1.55 g, 7.79 mmol) was taken up in 60 mL of IPA, and 15 mL of volatile material was removed by distillation. The mixture was cooled, and TEA (1.50 mL, 10.7 mmol) and 4-chloroquinazoline (1.20 g, 7.32 mmol) in 15 mL of IPA were added. The mixture was heated at reflux for 5.5 hr, and then stirred at room temperature overnight. Then, the volatile components were evaporated, and the residue was partitioned between DCM (3×70 mL) and 5% Na2C03 (40 mL). The combined organic phases were dried over Na2S04, filtered, and concentrated. SPE, eluting with 25% and then 55% EA/Hex, gave product fractions that were combined and concentrated to yield an orange solid. Recrystallization from EA/Hex gave a pink solid, and then from MeOH gave 1.29 g of a light pink solid. R 0.19 (50% EA/Hex); mp 146.5- 148.0 C; 1H NMR (CDC13) delta 8.66 (s, 1H), 7.83 (d, 1H, J=8.5 Hz), 7.77 (d, 1H, J=8.1 Hz), 7.71 (m, 1H), 7.42 (m, 1H), 7.30 (m, 3H), 7.10 (m, 2H), 7.04 (br s, 1H), 6.99 (m, 2H), 6.90 (m, 1H), 6.44 (m, IH, NH), 4.84 (m, 2H, AB); C NMR (CDC13) delta 159.5, 157.9, 157.0, 155.5, 149.6, 140.4, 132.9, 130.3, 130.0, 128.7, 126.3, 123.7, 122.6, 120.9, 119.2, 118.3, 117.9, 115.1, 45.1.

The chemical industry reduces the impact on the environment during synthesis (3-Phenoxyphenyl)methanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; WELLSTAT THERAPEUTICS CORPORATION; SIMPSON, David, M.; ZERBY, Dennis, Bryan; LU, Ming; VON BORSTEL, Reid, W.; LI, Rui; READING, Julian; WOLPE, Stephen; AMAN, Nureddin; WO2014/120995; (2014); A2;,
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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. 34967-24-3, name is 3,5-Dimethoxybenzyl amine, A new synthetic method of this compound is introduced below., Recommanded Product: 34967-24-3

N-methylacrylamide (ABCR; 500 mg, 5.87 mmol) and 3,5-dimethoxybenzylamine (Aldrich; 0.98 mL, 6.46 mmol) were dissolved in ethanol (4 mL) and heated in a microwave at 140 C. for 45 minutes. The mixture was poured onto a 20 g SCX-2 column, washed with methanol and eluted with 3.5N NH3 in methanol. The product fractions were evaporated to the title compound as a yellow oil (1.3 g, 88%).1H NMR (CDCl3) 2.36 (t, 2H), 2.78 (d, 3H), 2.88 (t, 2H), 3.72 (s, 2H), 3.79 (s, 6H), 6.36 (m, 1H), 6.45 (m, 2H), 7.31 (bs, 1H); MS m/z 253 [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; ASTRAZENECA AB; US2008/9482; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem