Tag: M.W=100-200

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. 102-52-3, name is 1,1,3,3-Tetramethoxypropane, This compound has unique chemical properties. The synthetic route is as follows., category: ethers-buliding-blocks

EXAMPLE 53 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid, ethyl ester A stirred mixture of 10.88 g of 5-amino-4-pyrazolecarboxylic acid, ethyl ester, 11.51 g of malonaldehyde bis(dimethyl acetal) and 100 ml of glacial acetic acid was heated at reflux for 16 hours, then worked up as described in Example 50 to give 7.8 g of pyrazolo[1,5-a]pyrimidine-3-carboxylic acid, ethyl ester.

According to the analysis of related databases, 102-52-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Cyanamid Company; US4847256; (1989); A;,
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Reference of 458-52-6, 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. 458-52-6, name is 2-Fluoro-4-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 2,4-dichloro-5-chloromethyl-pyrimidine (3.70 g, 18.7 mmol) (from Example 1b supra), 2-fluoro-4-methoxy-phenylamine (2.40 g, 17.0 mmol) (from Example 14a supra) and potassium carbonate (4.70 g, 34.0 mmol) in acetone (100 ML) was stirred at room temperature for 18 hours.The precipitate was filtered off and the solution was concentrated under reduced pressure.The residue was diluted with ethyl acetate and washed with water and brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure.This residue was purified by flash chromatography eluding with ethyl acetate-hexanes (1:4) to give [(2,4-dichloropyrimidin-5-yl)methyl]-(4-methoxyphenyl)-amine. (Yield 3.99 g, 78percent).

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

Reference:
Patent; Chen, Yi; Dermatakis, Apostolos; Liu, Jin-Jun; Luk, Kin-Chun; Michoud, Christophe; Rossman, Pamela Loreen; US2004/204427; (2004); A1;,
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145903-31-7, name is 7-Methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine, 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. Safety of 7-Methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine

As Scheme 4 demonstrates, sulfuryl chloride (15.0 mg; 0.111 mM) and Et3N (28.0 mg; 0.22 mM) were added to 7-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (1) (19.4 mg; 0.1 mM) in CH2Cl2 (20 ml), at 0 C. After stirring the mixture for 2 h at 0 C., 1-piperonylpiperazine (27 mg; 0.12 mM) was added. The mixture was stirred for another 2 h, and then washed with H2O and a saturated NaHCO3 solution. The excess amine was removed by addition of a base scavenger (3-(2-succinic anhydride)propylfunctionalized silica gel, 0.2 g). The yield from this synthesis was 36 mg, or 77%.

The synthetic route of 145903-31-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Marks, Andrew R.; Landry, Donald W.; Deng, Shi Xian; Cheng, Zhen Zhuang; US2005/215540; (2005); 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. 27191-09-9, name is 3-Methoxyaniline hydrochloride, A new synthetic method of this compound is introduced below., SDS of cas: 27191-09-9

General procedure: To a solution of compound 27 (1 mmol) in 20 mL dried CH2Cl2 was added oxalyl chloride (4 mmol). The mixture was stirred at room temperature for 24 h under argon and then concentrated to dryness under reduced pressure. Hexane (3 * 10 mL) was added to the residue, then concentrated under vacuum to dryness. To a dried CH2Cl2 (20 mL) solution of aniline hydrochloride, 4-methoxyaniline hydrochloride, 4-(trifluoromethoxy)aniline hydrochloride, 4-fluoroaniline hydrochloride, 4-chloroaniline hydrochloride, 4-bromoaniline hydrochloride, 3-methoxyaniline hydrochloride, 3-chloroaniline hydrochloride, 2-methoxyaniline hydrochloride, 2-chloroaniline hydrochloride, benzylamine hydrochloride, 4-methoxybenzylamine hydrochloride, N,N-Dimethylethylenediamine, or pyrrolidine (1.5 mmol) was added to the above acid chloride in the presence of triethylamine (3.0 mmol). The reaction mixture was stirred at room temperature for 3 h under argon and then concentrated. The obtained residue was dissolved in 2:1 MeOH/CH2Cl2 (15 mL) and then NaOMe was added until pH = 10. After stirred at r.t. for 12 h, the solution was neutralized with Dowex 50 * 8 (H+) resin until pH = 7, filtered and concentrated under vacuum. Then the residue was purified by silica gel column chromatography (CH2Cl2-MeOH, 6:1) to give compounds 4-18, respectively.

The synthetic route of 27191-09-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liao, Yixian; Chen, Lizhu; Li, Sumei; Cui, Zi-ning; Lei, Zhiwei; Li, Hui; Liu, Shuwen; Song, Gaopeng; Bioorganic and Medicinal Chemistry; vol. 27; 18; (2019); p. 4048 – 4058;,
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Synthetic Route 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.

To a stirred solution of N-boc-O-methyl-L-threonine (1.99 g, 8.53 mmol) in acetonitrile (27 ml) at 0C was added N-methylmorpholine (1.3 ml, 12.0 mmol) followed by the dropwise addition of isobutyl chloroformate (1.3 ml, 10 mmol). The reaction mixture was stirred at 0C for 45 minutes. 4-(Trifluoromethoxy)benzene-1,2-diamine (1.64 g, 8.53 mmol) was dissolved in acetonitrile (14 mL) and cooled to 0C. To this was added the solution of the activated N-Boc-O-methyl-L-threonine via a dropping funnel fitted with a cotton wool plug. After the addition was complete the dropping funnel and cotton wool plug was rinsed with acetonitrile (10 mL) and was stirred at room temperature overnight. The reaction concentrated in vacuo, then diluted with EtOAc (80 mL) and citric acid (40 mL, 5% aqueous solution) was added. The organics were separated, washed with citric acid (40 mL, 5% aqueous solution), followed by brine (20 mL), dried over sodium sulphate and reduced in volume to afford an orange solid (3.69 g) which was used without further purification (mix of regioisomers). tert-Butyl ((1R,2R)-2-methoxy-1-(6-(trifluoromethoxy)-1H-benzo[d]imidazol-2-yl)propyl)carbamate. A mixture of tert-butyl ((2S,3R)-1-((2-amino-4-(trifluoromethoxy)phenyl)amino)-3-methoxy-1-oxobutan-2-yl)carbamate and tert-butyl ((2S,3R)-1-((2-amino-5-(trifluoromethoxy)phenyl)amino)-3-methoxy-1-oxobutan-2-yl)carbamate (3.48 g, 8.54 mmol) was diluted with acetic acid (33 ml) and stirred at room temperature for 4.5 days. The reaction was quenched by slow addition of a K2CO3 solution (10% aqueous solution, 50 ml) and EtOAc (50 ml) was added. The organics were separated, combined and washed with brine (20 mL), dried over Na2SO4 and concentrated in vacuo to afford a dark brown gum which was purified by column chromatography (120g ISCO column, 0-30% EtOAc/heptane) to obtain 1.64 g (49%) of the title compound as a solid. This was taken on to next step without further purification. 1H NMR (400 MHz, DMSO-d6) delta 12.43 (br. s., 1H), 7.54 (br. s., 2H), 7.13 (br. s., 1H), 7.02 (d, J=7.81 Hz, 1H), 4.83 (dd, J=4.98, 8.10 Hz, 1H), 3.72-3.85 (m, 1H), 3.21 (s, 3H), 1.38 (s, 9H), 1.02 (d, J=6.25 Hz, 3H)

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; Brown, Alan D.; Bagal, Sharan K.; Blackwell, Paul; Blakemore, David C.; Brown, Bruce; Bungay, Peter J.; Corless, Martin; Crawforth, James; Fengas, David; Fenwick, David R.; Gray, Victoria; Kemp, Mark; Klute, Wolfgang; Malet Sanz, Laia; Miller, Duncan; Murata, Yoshihisa; Payne, C. Elizabeth; Skerratt, Sarah; Stevens, Edward B.; Warmus, Joseph S.; Bioorganic and Medicinal Chemistry; vol. 27; 1; (2019); p. 230 – 239;,
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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 19500-02-8 as follows. COA of Formula: C8H11NO

Example 10: Preparation of 17-[2-(3-isopropylpyrazol-l-yl)-7-methoxy-8- methylquinolin-4-yloxy] – 13 -methyl-2, 14-dioxo-3 , 13 -diazatricyclo[ 13.3.0.04’6]octadec- 7-ene-4-carboxylic acid (65).Step 1: Synthesis of ethyl 4-hydroxy-7-methoxy-8-methylquinoline-3-carboxylate (58).; Diethyl ethoxymethylenemalonate (17.2 g, 79.6 mmol) was added to 2-methyl-roe- anisidine (8.4 g, 61.2 mmol) (exothermic reaction). Then, diethylether (100 mL) was added and the mixture was stirred overnight at room temperature. The solvent was evaporated and the residue re-dissolved in ether (50 mL), filtered, washed with heptane and dried to give 12 g of an intermediate. This intermediate was added portion wise to diphenyl ether (50 mL) pre-heated at 230 0C. The reaction mixture was successively EPO heated to 250 0C for 1.5 h, cooled at room temperature, and diluted with heptane (200 mL). The precipitate was filtered off, and successively washed with heptane and ether to give 9.2 g (57.5 percent) of the target product 58 as a yellow powder: m/z = 262 (M + H)+.

According to the analysis of related databases, 19500-02-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; MEDIVIR AB; WO2007/14926; (2007); 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. 22236-10-8, name is 4-(Difluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows., name: 4-(Difluoromethoxy)aniline

Preparation 110; 2, 6-dichloro-4- (difluoromethoxy) phenylamine; To a solution of 4-[(difluoromethoxy) methyl] aniline (15.0 g, 94.3 mmol) in acetonitrile (150 ml) was added N-chlorosuccinimide (25.2 g, 18.9 mmol) and the reaction mixture was stirred under nitrogen for 2 h. The reaction mixture was concentrated in vacuo and the residue was partitioned between diethyl ether (500 ml) and water (125 ml). The organic layer was separated, washed with aqueous sodium thiosulphate solution, water and brine, dried (MgS04) and treated with charcoal. The solution was then filtered and concentrated in vacuo. The residue was extracted with hexane (2 x 300 mi) and the combined extracts were concentrated in vacuo to give the titled compound (13.8 g). Experimental MH+ 228. 0; expected 228.0

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 22236-10-8.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/90313; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane, 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 54149-17-6, name: 1-Bromo-2-(2-methoxyethoxy)ethane

A solution of 3-hydroxybenzaldehyde (1.00 g, 8.18 mmol) and K2CO3 (1.13 g, 8.18 mmol) dissolved in anhydrous DMF (25 mL) was heated to 80 & lt; 0 & gt; C for 30 min. After addition of l-bromo-2- (2-methoxyethoxy) ethane (3.31 mL, 24.6 mmol), the reaction mixture was stirred at room temperature for an additional 12 h. The solvent was removed under reduced pressure to give a crude product dissolved in ethyl acetate. The solution was treated with aqueous NH4Cl and extracted with ethyl acetate. The collected organic layer was washed with brine, dried over anhydrous MgSO4 and concentrated in vacuo. The crude residue was purified by flash column chromatography (EA: Hex = 1: 4) using silica gel to obtain the desired compound (1.47 g, 80%)

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-2-(2-methoxyethoxy)ethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Seoul National University R&DB Foundation; Kim, Byeong-Moon; Kwon, Tae-Hui; Choi, Bong-Kyu; Ryu, Eun-Ju; Shim, Jae-Hyun; (39 pag.)KR101672829; (2016); B1;,
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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. 702-24-9, name is 4-Methoxy-N-methylbenzylamine, A new synthetic method of this compound is introduced below., Safety of 4-Methoxy-N-methylbenzylamine

A mixture of 3-(5-amino-2-chlorophenyl)-7-chloro-1-methyl-1,6-naphthyridin-2(1H)-one (5 g, 15.67 mmol), 4-methoxybenzylmethylamine (3.6 g, 23.5 mmol) and DBU(3.7 g, 23.5 mmol) in NMP (80 mL) was heated at 180¡ãC under N2 for 4 h. The reaction wascooled toRT and poured into water (600 mL). The precipitate was collected by filtration anddried in vacuo to give 7-((4-methoxybenzyl)(methyl)amino)-3-(5-amino-2-chlorophenyl)-1-methyl-1,6-naphthyridin-2(1H)-one (6.5 g, 95percent yield). 1H NMR (400 MHz, DMSO-d6): 88.46 (s, 1 H), 7.68 (s, 1 H), 7.16 (d, J = 8.8 Hz, 2 H), 7.06 (d, J = 8.4 Hz, 1 H), 6.85 (d, J = 8.8Hz, 2 H), 6.54-6.51 (m, 2 H), 6.29 (s, 1 H), 5.23 (s, 2 H), 4.85 (s, 2 H), 3.69 (s, 3 H), 3.51 (s,3 H), 3.07 (s, 3 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; FLYNN, Daniel L.; KAUFMAN, Michael D.; WO2013/184119; (2013); A1;,
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Synthetic Route of 592-55-2, A common heterocyclic compound, 592-55-2, name is 1-Bromo-2-ethoxyethane, molecular formula is C4H9BrO, 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.

A suspension of methyl 3-hydroxybenzoate (104 mg, 0.68 mmol), 2-bromoethyl ethyl ether (0.22 mL, 2.0 mmol) and K2CO3 (550 mg, 4.0 mmol) in DMF (13 mL) was stirred for 16 h at 70 C. After addition of a saturated solution of NaHCO3 the mixture was extracted with EtOAc. The organic layer was washed with brine and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by flash chromatography (hexane/EtOAc 5:1) to give 4a in 89% yield (136 mg). EI-MS: m/z 224 (M+); 1H NMR: (CDCl3, 360 MHz) delta (ppm): 1.25 (t, J = 7.0 Hz, 3H), 3.61 (q, J = 7.0 Hz, 2H), 3.78-3.83 (m, 2H), 3.91 (s, 3H), 4.14-4.19 (m, 2H), 7.11-7.15 (m, 1H), 7.33 (t, J = 8.0 Hz, 1H), 7.58-7.60 (m, 1H), 7.61-7.65 (m, 1H); 13C NMR: (CDCl3, 90 MHz) delta (ppm): 15.1, 52.1, 66.9, 67.7, 68.9, 114.8, 120.2, 122.2, 129.4, 131.4, 158.9, 167.0; IR: (NaCl) nu (cm-1): 2872, 1724, 1445, 1289, 1230, 1109, 756.

The synthetic route of 592-55-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Huber, Daniela; Loeber, Stefan; Huebner, Harald; Gmeiner, Peter; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 455 – 466;,
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