Month: June 2021

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;,
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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;,
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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;,
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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. 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;,
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These common heterocyclic compound, 701-56-4, name is 4-Methoxy-N,N-dimethylaniline, 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-Methoxy-N,N-dimethylaniline

General procedure: Under an atmosphere of N2, KOt-Bu (2.2 mmol), dioxane (0.9 mL), DMSO (1.65 mmol), tertiary amine 1 (0.55 mmol), and aryl halide 2(1.65 mmol) were successively added to a Schlenk reaction tube. The mixture was stirred vigorously at 80-120 C for 12 h. Then the mixture was diluted with EtOAc, washed with sat. brine, and dried (anhyd Na2SO4). Then the solvent was removed under reduced pressure and the residue was purified by flash column chromatography (petroleum ether and petroleum ether-EtOAc, 100:1 for the methoxy group derived products) to give pure products 3.

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

Reference:
Article; Huang, Pei; He, Bang-Yue; Wang, Hui-Min; Lu, Jian-Mei; Synthesis; vol. 47; 2; (2015); p. 221 – 227;,
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Electric Literature of 116557-46-1, A common heterocyclic compound, 116557-46-1, name is 3-Bromo-2-methoxyaniline, molecular formula is C7H8BrNO, 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.

This material (1.8 g) is taken up in methanol (100 ml) containing concentrated hydrochloric acid (0.6 ml), treated with 10% palladium on carbon and hydrogenated at 45 psi for 8 hours. The catalyst is filtered off and the solvent removed at reduced pressure to afford 4-tert-butoxypiperidine hydrochloride.

The synthetic route of 116557-46-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CIBA-GEIGY AG; EP475895; (1992); 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. 5961-59-1, name is 4-Methoxy-N-methylaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H11NO

General procedure: Compound 1a (0.0016g, 0.0043 mmol),HBpin (94L, 0.645 mmol), N-methylaniline (23 L, 0.215mmol), the internal standard1,3,5-trimethoxybenzene (10 mg) and CD3CN (0.4 mL) were loaded in a dried J-Young Tube under argonatmosphere. The sample was degassed using a freeze-pump-thaw method, and CO2 (approximately 45 mg)was introduced into the NMR tube at -196 oC. The reaction was monitored by NMR spectroscopy.PhMeN(CHO) 8a was purified by preparative TLC using ethyl acetate/hexane/triethylamine as eluent.Spectral data of all products are in accordance with those reported in the literature.

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; Wu, Di; Wang, Ruixing; Li, Yongxin; Ganguly, Rakesh; Hirao, Hajime; Kinjo, Rei; Chem; vol. 3; 1; (2017); p. 134 – 151;,
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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 143-24-8 as follows. Computed Properties of C10H22O5

The bis (trifluoromethylsulfonyl) imide lithium described in(Hereinafter referred to as LiNTf 2) and G 4 or G 3 Bu were weighed in amounts listed in Table 1 and placed in a 50 mL round bottom flask,In this case, the mixture was stirred at 20 C. for 6 hours under a nitrogen atmosphere to obtain a single phase colorless transparent liquid without phase separation.

According to the analysis of related databases, 143-24-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KANEKA CORPORATION; SAITO, KEN; (13 pag.)JP2016/6022; (2016); 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. 929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, This compound has unique chemical properties. The synthetic route is as follows., name: 1,11-Diamino-3,6,9-trioxaundecane

Synthesis of Intermediate J To a solution of 2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethanamine (646 mg, 3.36 mmol) in anhydrous i-PrOH (10.0 mL) was added triethylamine (255 mg, 2.52 mmol, 349 muL) and the reaction mixture cooled to 0 C. A solution of [(3S,8S,9S,10R,13R,14S,17R)-17-[(1R,4R)-4-ethyl-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] carbonochloridate (800 mg, 1.68 mmol) in DCM (10 mL) was added dropwise to the reaction mixture over 10 minutes. The resultant solution was stirred at 0 C. for 2 hours then warmed to room temperature and stirred another 4 hours until completion of the reaction was indicated by TLC. The reaction mixture was concentrated under reduced pressure and purified via flash chromatography with an eluent of methanol/DCM (1:4) to afford the product [(3S,8S,9S,10R,13R,14S,17R)-17-[(1R,4R)-4-ethyl-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] N-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethyl]carbamate (823 mg, 1.30 mmol, 77.4% yield).

According to the analysis of related databases, 929-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Preceres Inc.; Heidebrecht, JR., Richard Wayne; Svenson, Sonke; Wiegand, Roger; Hwang, Jungyeon; Beaudoin, Jen; Zhong, Cheng; (181 pag.)US2017/325457; (2017); 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. 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Bromo-2-(2-bromoethoxy)ethane

Step 1 ): (0666) To 200 mg (0.984 mmol) of (R)-6-(4-aminophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one dissolved in 1 mL of DMF was added 250 muIota_ (2.00 mmol) of bis (2-bromoethyl) ether and 400 mg of K2CO3 and the mixture was stirred overnight at 60 C. The next day another 250 muIota_ of bis (2- bromoethyl) ether and 170 mg of K2CO3 was added. After 3 h, EtOAc and water were added, the water was rinsed with EtOAc, the combined EtOAc washes were dried and concentrated. Chromatography with 0-4% MeOH in CH2C12 yielded 125 mg of product Compound 3 (46%). 1H NMR (300 MHz, CDCI3) delta 8.61 (s, 1 H), 7.68 (d, J = 8.8, 2H), 6.92 (d, J = 8.8, 2H), 3.99 – 3.76 (m, 4H), 3.44 – 3.31 (m, 1 H), 3.29 – 3.22 (m, 4H), 2.70 (dd, J = 6.7, 16.8, 1 H), 2.46 (d, J = 16.7, 1 H), 1 .24 (d, J = 7.3, 3H). 13C NMR (75 MHz, CDCI3) delta 1 66.64, 154.05, 152.18, 127.1 0, 125.33, 1 14.73, 66.69, 48.33, 33.93, 27.94, 1 6.36. MS: 274 (M + 1 ). Anal. Calcd. for C15H19N3O2: C, 65.91 ; H, 7.01 ; N, 15.37; Found. 65.81 , H, 6.66, N, 15.26.

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 5414-19-7.

Reference:
Patent; THE BROAD INSTITUTE, INC.; DANA-FARBER CANCER INSITUTE, INC.; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; LEWIS, Timothy, A.; WU, Xiaoyun; GREULICH, Heidi; MEYERSON, Matthew; ELLERMANN, Manuel; LIENAU, Philip; EIS, Knut; WENGNER, Antje, Margret; KOPITZ, Charlotte, Christine; LANGE, Martin; (88 pag.)WO2018/141835; (2018); A1;,
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