Tag: M.W=100-200

Related Products of 20781-20-8, 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 20781-20-8 as follows.

To a solution of ethyl 4,6-dichloronicotinate (15 g, 68 mmol), TEA (8.25 g, 81.5 mmol) in MeCN (200 mL) at 0 C was added (2,4-dimethoxyphenyl)methanamine (12 g, 71 mmol) over 0.5 h. The mixture was stirred at rt for 1 6h and then concentrated. The residue was diluted withEtOAc, washed with water, brine, dried over Na2SO4 and then concentrated to afford ethyl 6-chloro-4-((2,4-dimethoxybenzyl)amino)nicotinate (22 g, 92%) as a yellow solid.

According to the analysis of related databases, 20781-20-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PRINCIPIA BIOPHARMA, INC.; VERNER, Erik; BRAMELD, Kenneth Albert; WO2015/120049; (2015); A1;,
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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. 6851-80-5, name is 1-(2-Methoxyphenyl)-N-methylmethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 1-(2-Methoxyphenyl)-N-methylmethanamine

General procedure: To a mixture of the corresponding secondary amines 14A-F (0.6 mmol), anhydrous K2CO3 (89.7 mg, 0.65 mmol) and KI (8.6 mg, 0.052 mmol) in anhydrous CH3CN (12 ml) were added the appropriate intermediates 10-13 (0.5 mmol). The reaction mixture was warmed to 60-65 C and stirred for 6-10 h under an argon atmosphere. After complete reaction, the solvent was evaporated under reduced pressure. The residue was dissolved in water (40 mL) and the mixture was extracted with dichloromethane (25 mL×3). The combined organic phases were washed with saturated aqueous sodium chloride (20 mL), dried over sodium sulfate, and filtered. The solvent was evaporated to dryness under reduced pressure. The residue was purified on a silica gel chromatography using mixtures of CH2Cl2/CH3OH (100:1) as eluent to afford the corresponding scutellarein-O-alkylamine derivatives 15-18.

The synthetic route of 6851-80-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sang, Zhipei; Qiang, Xiaoming; Li, Yan; Yuan, Wen; Liu, Qiang; Shi, Yikun; Ang, Wei; Luo, Youfu; Tan, Zhenghuai; Deng, Yong; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 348 – 366;,
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Adding a certain compound to certain chemical reactions, such as: 2930-05-4, name is 2-((Benzyloxy)methyl)oxirane, 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 2930-05-4, HPLC of Formula: C10H12O2

3-Benzyloxypropan-2-ol 16 To a suspension of lithium aluminum hydride (6.1 g, 0.16 mol) in ether (50 mL) at 25 C. was added a solution of glycidyl benzyl ether 15 (52.9 g, 0.32 mol) in 50 mL of ether (Step 13). The mixture was refluxed for 2 h and cooled to room temperature. A solution of 1N NaOH was added dropwise to the mixture and the precipitated metal salts were removed by filtration. The ether containing the product was washed with water (50 mL), dried (MgSO4) and the solvent removed by roto-evaporation. Distillation gave 43.3 g (82%) of 3-benzyoxypropan-2-ol; 16 bp 110-112 (5 mm). 1 H NMR (CDCl3) delta 1.13 (d, J=6.6 Hz, 3H, CH3), 2.5 (br s, 1H, OH), 3.28 (dd, 1H, OCH), 3.45 (dd, 1H, OCH), 4.0 (m, 1H, OCH), 4.55 (s, 2H, OCH2), 7.35 (s, 5H, phenyl).

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Reference:
Patent; Emory University; US5808146; (1998); A;,
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Related Products of 1535-75-7, 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 1535-75-7 as follows.

g (2-Trifluoromethoxy-phenyl)-carbamic acid ethyl ester 2-(Trifluoromethoxy)aniline (50 g, 0.282 mol) was dissolved in DME (1000 mL) and cooled to -5 C. Sodium hydride (12.3 g, 55%, 0.282 mol) was added in portions and the suspension was allowed to warm to room temperature. Ethyl chloroformate (23.5 mL, 0.245 mol) was added drop by drop and the mixture was stirred for 2 h at room temperature and for 1.5 h at reflux after addition was complete. Hydrolysis was with water (110 mL). The phases were separated and the water phase was extracted with ethyl acetate. The organic phases were washed with brine, pooled and dried with MgSO4. Evaporation of the solvent yielded 70.6 g of brown oil, which was purified by chromatography on silica gel with hexane/ethyl acetate (6:1). This yielded the title compound, (44.2 g, 62%) as a beige yellow oil. (EI-MS: m/e=249.1 (M+)).

According to the analysis of related databases, 1535-75-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hebeisen, Paul; Mattei, Patrizio; Muller, Marc; Richter, Hans; Roever, Stephan; Taylor, Sven; US2002/169163; (2002); 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., Formula: C7H7F2NO

4-(Difluoromethoxy)aniline (1 g, 6.28 mmol) was dissolved in aqueous hydrochloric acid (12%, 7.35 ml, 25.1 mmol). The solution was cooled to 0 C. and sodium nitrite (434 mg, 6.28 mmol) dissolved in water (2 ml) was slowly added at a temperature below 5 C. After being stirred at 0 C. for 30 min, a solution of ethyl isocyanoacetate (711 mg, 6.28 mmol) and sodium acetate (5.16 g, 62.8 mmol) in MeOH (20 ml) and water (6 ml) was slowly added dropwise at the same temperature. The reaction mixture was stirred for 2 h at 0 C. The solvent was evaporated, 1 M hydrochloric acid was added and the mixture was extracted with ethyl acetate. The organic phase was washed with sodium bicarbonate solution and brine and dried with MgSO4. After chromatography (Silica gel, 40 g, 50% EtOAc in heptane) 220 mg ester was obtained that was dissolved in a mixture of tetrahydrofuran (2 ml), methanol (1 ml) and water (1 ml). Lithium hydroxide hydrate (97.8 mg, 2.33 mmol) was added and the solution was heated to 80 C. for 2 h. The solvent was removed under reduced pressure. The residue obtained was dissolved in 1 M hydrochloric acid and the solution was extracted with ethyl acetate twice. The combined organic layers were dried over MgSO4 and evaporated. The orange solid was recrystallized in a mixture of heptane and ethyl acetate (4:1). 121 mg (7%) of an off-white solid was obtained. 1H NMR (300 MHz, CDCl3) ? ppm: 7.34 (t, 1H; J=73 Hz), 7.41 (d, 2H; J=8.7 Hz), 7.95 (d, 2H; J=8.7 Hz), 9.38 (s, 1H).

According to the analysis of related databases, 22236-10-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-La Roche Inc.; Galley, Guido; Ghellamallah, Cedric; Norcross, Roger; Pflieger, Philippe; US2015/191458; (2015); 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. 1758-46-9, name is 2-Phenoxyethylamine, A new synthetic method of this compound is introduced below., Computed Properties of C8H11NO

General procedure: A solution of 2-phenoxyethylamine (1.31 mL, 10 mmol) in methanol (10 mL) was added to a solution of triethylamine(Et3N) (2.76 mL, 20 mmol) in methanol (10 mL) at 0 C. A solution of 2-chloropyridine (3.80 mL, 40 mmol) in methanol(10 mL) was then added at 0 C under N2. After being stirred for 30 min, the reaction mixture was heated to 25 C and stirred for 3 days. Then, the solvent was evaporated under reduced pressure to afford a yellow solid L1 washed with methanol and dried under vacuum. Yield: 2.31 g (79%).FTIR data (KBr, pellet, cm-1): upsilon 3335, 3057, 2922, 1573,1436, 1243. 1H NMR (400 MHz, CDCl3,ppm): delta 3.94 (t,2H, CH2,J 47.8 Hz), 4.59 (t, 2H, CH2),6.85 (t, 2H, Py-H),6.87 (d, 2H, Py-H, J 7.1 Hz), 7.15 (d, 2H, Ph-H), 7.26 (t,1H, Ph-H), 7.54 (t, 2H, Ph-H), 7.57 (t, 2H, Py-H), 8.33 (d,2H, Py-H). 13C NMR (100 MHz, CDCl3,ppm): delta 42.83,67.63, 115.72, 116.79, 117.17, 121.13, 130.02, 137.32,147.14, 157.30, 159.39. ESI-MS (m/z): 291.16 [L1 + H]+.Anal. Calcd for C18H17N3O(Found) %: C, 74.23 (74.01); H,5.84 (5.71); N, 14.43 (14.13).

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:
Article; Wang, Jun; Liu, Jinyi; Chen, Liduo; Lan, Tianyu; Wang, Libo; Transition Metal Chemistry; vol. 44; 7; (2019); p. 681 – 688;,
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Application of 2398-37-0,Some common heterocyclic compound, 2398-37-0, name is 1-Bromo-3-methoxybenzene, molecular formula is C7H7BrO, 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 round-bottomed flask was charged acetyl chloride (4.20g, 53.56mmol, leq), AICI3 (7.13g, 53.56mmol, leq), and carbon disulfide (80mL). To the mixture was added dropwise a solution of 3-bromoanisole (9.75g, 52.13mmol) in carbon disulfide (20mL) and stirred for 16 h. The resulting solution was diluted with ice water (l OOmL) and extracted with CH2G12 (50mLx3). The extracts were washed with H20, brine, and IN NaOH (30mL). The organic layer was dried over MgS04 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexanes = 1 :10) to afford the title compound (6.2g, 51%).1H NMR (300MHz, CDC13) delta 7.48(dd, J = 8.4Hz, 1,2Hz, 1H), 7.04(brs. 1H), 6.76(dd, 1H), 3.74(s, 3H), 2.52(s, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-methoxybenzene, its application will become more common.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; HEO, Jung Nyoung; BAE, Myung-Ae; KIM, Nack Jeong; CHANG, Sung Youn; KANG, Namsook; YOO, Sung Eun; HWANG, Eun Sook; WO2011/30955; (2011); 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. 104-92-7, name is 1-Bromo-4-methoxybenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-4-methoxybenzene

General procedure: A mixture of Ni(cod)2 (0.050 mmol), SIPr·HCl (0.050 mmol),KOt-Bu (0.050 mmol), and CPME was stirred at 100 C for 30min. To this was added NaOAc (0.85 mmol), aryl bromide 1(0.50 mmol), and N-TMS-carbazole 2 (0.65 mmol). The reactionmixture was quenched with H2O. The aqueous layer wasextracted with Et2O and washed with brine. The combinedorganic layers were dried over anhydrous MgSO4. After concentrationin vacuo, the residue was purified by flash chromatographyon silica gel or preparative TLC to afford N-aryl-carbazoles 3.

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:
Article; Minami, Yasunori; Komiyama, Takeshi; Shimizu, Kenta; Uno, Shu-Ichi; Hiyama, Tamejiro; Goto, Osamu; Ikehira, Hideyuki; Synlett; vol. 28; 18; (2017); p. 2407 – 2410;,
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Reference of 437-83-2,Some common heterocyclic compound, 437-83-2, name is 3-Fluoro-2-methoxyaniline, molecular formula is C7H8FNO, 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.

Hydrobromic acid (48% in water, 140 mL) is added slowly to an aliquot of 11 (14. 33 g, 101. 5 mmol) cooled to 0 C. The resulting solid is broken up with a glass rod and stirred vigorously at 0 C for 10 min. A solution of sodium nitrite (7. 40g, 107. 2 mmol) in water (50 mL) is added slowly (-1. 5 h) to the stirred slurry containing 3-fluoro-2- methoxyphenylamine and hydrobromic acid, maintaining the temperature of the reaction mixture below 5 C. A purple solution of cuprous bromide (9. 62 g, 67. 1 mmol) in hydrobromic acid (48% in water, 50 mL) is added dropwise to the reaction mixture, maintaining the temperature of the reaction mixture below 5 C. The resulting reaction mixture is heated at 60 C until the evolution of gas ceases (-2. 5 h). The reaction mixture is cooled to room temperature, and the product extracted with diethyl ether (6 x 150 mL). The combined organic extracts are washed with brine (3 x 150 mL), dried over magnesium sulfate, and evaporated under reduced pressure to give 1-BROMO-3-FLUORO-2-METHOXYBENZENE as a brown oil. This product is of sufficient purity (295% by NMR spectroscopy) to use directly in the next synthetic STEP. 1H NMR (CDCl3) : No.3. 95 (d, JH-F= 1.5 Hz, 3H, OCH3), 6. 88 (apparent t OF D, JH-H = 8. 0 Hz, JH-F = 5. 5 Hz, 1H, H-5), 7. 04 (ddd, JH-F = 10. 5 Hz, JH-H = 8. 0 HZ, JH-H = 1. 5 Hz, 1H, H-4), 7. 30 (d of apparent T, JH-H = 8. 0 Hz, JH-H = 1. 5 Hz, JH-F = 1. 5 Hz, 1H, H-6). I9F {LH} NMR (CDCl3) : S-127. 7 (s). 13C {IH} NMR (CDCl3) : 1561. 4 (d, JC-F= 5. 0 Hz, OCH3), 116. 2 (d, JC-F = 19. 5 Hz, C-4), 117. 7 (D, JC-F = 3. 0 Hz, C-1), 124. 5 (d, JC-F = 8. 0 Hz, C-5), 128. 5 (D, JC-F = 3. 5 Hz, C-6), 145. 7 (d, Jc-F = 12. 5 Hz, C-2), 156. 2 (d, JC-F = 250. 5 Hz, C-3).

The synthetic route of 437-83-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WO2005/19228; (2005); A1;,
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Some common heterocyclic compound, 36865-41-5, name is 1-Bromo-3-methoxypropane, molecular formula is C4H9BrO, 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. Quality Control of 1-Bromo-3-methoxypropane

To a 50 Ljacket reactor containing 5-bromo-2-methoxy-phenol (1.185 kg, 5.78mo1), 1- bromo-3-methoxy-propane (1.028 kg, 6.52 mol) and acetonitrile (12 L) was added anhydrousK2C03 (1.212 kg, 8.68 mol) in one portion at room temperature. The resulting mixture was heated to 75 C and the agitation was maintained for 16 hours. The reaction mixture was slowly cooled to room temperature, and to the mixture was added water (6 L) and EA (8 L). The organic phase was separated and washed with 5% brine (6 L) again. The organic layer was filtered through a Na2504 pad, and concentrated under reduced pressure to give 1.6 Kg of 4-bromo- 1-methoxy-2-(3-methoxypropoxy)benzene as a light brown solid, which was used directly in thenext step without further purification. The yield was 98 %, the purity was 99.3 %, and MS obsd.(ESIj [(M+H)i: 275.1. ?H NMR (400 MHz, DMSO-d6) oe ppm 1.84 – 2.04 (m, 2 H) 3.25 (s, 3H) 3.33 (s, 1 H) 3.46 (t, J=6.27 Hz, 2 H) 4.01 (t, J=6.27 Hz, 2 H) 5.58 – 9.80 (m, 3 H) 5.58 – 9.80(m, 3 H) 6.92 (d, J=8.53 Hz, 1 H) 7.04 – 7.13 (m, 2 H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36865-41-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DU, Zhengming; WANG, Lin; (43 pag.)WO2017/16960; (2017); A1;,
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