Tag: M.W=200-300

Synthetic Route of 937046-98-5, A common heterocyclic compound, 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, molecular formula is C6H5BrN4, 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.

Step 1: 7-Methylpyrrolo[2,1-f][1,2,4]triazin-4-amine To a solution of 7-bromopyrrolo[2,1-f][1,2,4]triazin-4-amine (from J & W Pharm Lab, 150 mg, 0.70 mmol) in tetrahydrofuran (2.86 mL) under N2 at rt was added tetrakis(triphenylphosphine)palladium(0) (163 mg, 0.14 mmol). The mixture in a sealed flask was evacuated and refilled with N2 several times, followed by the addition of 2.0 M dimethylzinc in toluene (5.3 mL, 10 mmol) at rt. The reaction mixture was heated at 90 C. for 4 h. The reaction mixture was quenched with ice-water, extracted with EtOAc. The combined organic layers were dried over Na2SO4, filtered, concentrated under vacuum to give the crude, which was purified by prep LC-MS (pH=10 method; XBridge PrepC18 5 mum OBD column, 30*100 mm, 60 mL/min, eluting with a gradient of MeCN and water with 0.15% NH4OH) to afford the desired product as white powders (29.2 mg, 28%). LCMS calcd for C7H9N4 (M+H)+: m/z=149.1. Found: 149.1.

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; Incyte Corporation; Li, Yun-Long; Wang, Xiaozhao; Barbosa, Joseph; Burns, David M.; Feng, Hao; Glenn, Joseph; He, Chunhong; Huang, Taisheng; Mei, Song; Zhuo, Jincong; (169 pag.)US2017/275290; (2017); A1;,
Bromide – Wikipedia,
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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. 24358-62-1, name is 1-(4-Bromophenyl)ethylamine, A new synthetic method of this compound is introduced below., Quality Control of 1-(4-Bromophenyl)ethylamine

General procedure: Into a screw cap reaction vial were added a mixture of dry toluene (1.0 mL), immobilized CaLB enzyme (15.0 mg, CaLB-CV-T2-150), the corresponding racemic amine rac-1a-d (0.778 mmol) and the corresponding isopropyl 2-alkoxyacetate 2A-D (1.0 equiv., 0.778 mmol). The reaction mixture was shaken (750 rpm) at 30 C and monitored by taking samples (20 mL) after different reaction times (0.25, 0.5, 1, 2, 3, 4, 6, 8 h). After 8 h, the reactions were worked up.

The synthetic route of 24358-62-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Olah, Mark; Kovacs, Daniel; Katona, Gabriel; Hornyanszky, Gabor; Poppe, Laszlo; Tetrahedron; vol. 74; 27; (2018); p. 3663 – 3670;,
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Application of 4263-52-9, 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. 4263-52-9, name is Sodium 2-bromoethanesulphonate, This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of intermediate II (1-delta-sulphoethyl,-2,3,3-trimethyl-5-sulphonamido indolenininium inner salt); [Show Image] 150 g of 2-bromoethanesulfonic acid sodium salt, Fluka, 1,5 1 of ethanol are mixed together, the mixture is then cooled to 5C and 29,2 g of hydrochloric acid gas are bubbled through the mixture. After that, the mixture is brought back to RT and left under stirring for 4 hours. After filtration of sodium chloride, the mixture is concentrated to dryness under vacuum. 1,6 g of 2-bromoethanesulfonic acid, obtained with the method reported above, 1,3 g of intermediate I, 0,7 g of triethylamine and 5 ml of butirronitrile are mixed together and heated to reflux for 20 hours. The mixture is then cooled to rrom temperature and 15 ml of acetone are added. The solid product is vacuum filtered and washed with methanol and acetone. The reaction yield is 50%.

The chemical industry reduces the impact on the environment during synthesis Sodium 2-bromoethanesulphonate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Ferrania Technologies S.p.A.; EP1810998; (2007); 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. 6627-78-7, name is 1-Bromo-4-methylnaphthalene, A new synthetic method of this compound is introduced below., SDS of cas: 6627-78-7

To a stirred N-methyl-2-pyrrolidone (NMP, 70 mL) solution of 1-bromo-4-methylnaphthalene (13.3 g, 60.3 mmol) was added CuCN(27.0 g, 301 mmol) at room temperature. The solution was suddenly heated by an oil bath preheated to 200 C, then the solution was stirred at 200 C for 60 min. CHCl3 (500 mL) was added. The solution was washed with 10% NH3 aqueous solution (60 mL¡Á3). The combined organic layers were concentrated in vacuo to remove NMP. The brown solid was subjected to silica gel column chromatography (eluent:AcOEt) to give 1-cyano-4-methylnaphthalene (7.33 g, 43.8 mmol, 73%yield). Colorless solid; 1H NMR (300 MHz, CDCl3)delta 2.76 (s, 3 H), 7.36(d, J =8.0 Hz, 1 H), 7.64-7.73 (m, 2 H), 7.81 (d, J=8.0 Hz, 1 H), 8.08(dd, J = 8.3, 1.7 Hz, 1 H), 8.24 (dd, J = 8.3, 1.7 Hz, 1 H) ppm.

The synthetic route of 6627-78-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Maeda, Hajime; Enya, Kouhei; Negoro, Naoki; Mizuno, Kazuhiko; Journal of Photochemistry and Photobiology A: Chemistry; vol. 374; (2019); p. 173 – 184;,
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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. 393-36-2, name is 4-Bromo-3-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Bromo-3-(trifluoromethyl)aniline

Step 3.1: 3′-Chloro-2-trifluoromethyl-biphenyl-4-amine; A mixture of 5-amino-2-bromobenzotrifluoride (Dakwood Products, Inc.) (500 mg, 2.1 mMol), 3-chlorophenylboronic acid (970 mg, 6.2 mMol, 3 equiv) (Aldrich), Pd(PPh3J4 (70 mg, 0.018 mMol, 0.03 equiv), Na2CO3 (2 M solution in H2O, 5 mL, 10 mMol, 4.76 equiv), and toluene (14 mL) is stirred at reflux for 1 h. The reaction mixture is allowed to cool to rt and filtered through a pad of celite, washing the filter cake with CH2CI2 and H2O. The layers are EPO separated and the aqueous phase is extracted with CH2CI2 (2 x 60 ml_). The combined organic phase is washed with brine, dried (Na2SO4), filtered and concentrated in vacuo. MPLC (CH3CNZH2OrTFA) purification of the crude material affords the title compound: MS: 270.0 [M-2]”; HPLC DtRef = 4.9.

According to the analysis of related databases, 393-36-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/108640; (2006); 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. 4549-33-1, name is 1,9-Dibromononane, A new synthetic method of this compound is introduced below., Quality Control of 1,9-Dibromononane

General procedure: The synthesis of p-aminophenoxy alkanes was accomplished intwo steps, as shown in Fig. 1. In the first step various p-nitrophenoxyalkanes were synthesized according to the given procedure [28]. Finely powdered anhydrous potassium carbonate (7.86 g,57 mmol) was added to a solution of p-nitrophenol (8.0 g, 57 mmol) in DMF (50 mL) and toluene (30 mL). The reaction mixture was stirred at room temperature for 1 h under an inert atmosphere of nitrogen. Afterwards, dropwise addition of the corresponding dibromoalkane (28.5 mmol) was made over a period of 30 min andthe mixture was maintained at 120 C for 12 h. The conversion of reactants into the product was monitored by TLC (n-hexane: ethylacetate 1:4). After the complete consumption of reactants, the reaction mixture was cooled to room temperature and then precipitated in distilled water, filtered and recrystallized from ethanol. In the second step, 10% Pd/C (0.03 g) was added in solution of p-nitrophenoxy p-nitrophenoxyalkanes (4 mmol) in 90 mL of ethanol followed by the dropwise addition of hydrazinium monohydrate (3.8 mL) to the reaction mixture over a period of 1 h. The reaction mixture was refluxed for 3 h after which the catalyst was filtered off. The p-aminophenoxyalkanes (D3,D5,D9,D10 and D11) were obtained byprecipitation in distilled water, followed by drying and recrystallization in the smallest possible volume of ethanol [29].

The synthetic route of 4549-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Iqbal, Asma; Siddiqi, Humaira Masood; Akhter, Zareen; Qaiser Fatmi, Muhammad; Journal of Molecular Structure; vol. 1151; (2018); p. 135 – 141;,
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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. 24358-62-1, name is 1-(4-Bromophenyl)ethylamine, A new synthetic method of this compound is introduced below., Recommanded Product: 24358-62-1

[0207] To a mixture of l-(4-Bromophenyl)ethan-l -amine (1.0 g, 5.0 mmol, 1.0 equiv) and IPA (15 mL) in a microwave vial (20 mL) were added 4,6-dichloropyrimidine (0.89 g, 6.0 mmol, 1.2 equiv) and DIPEA (1.6 g, 12.0 mmol, 2.4 equiv). The vial was sealed and heated at 160 C in a microwave reactor for 1 h. The mixture was concentrated onto 5 g of Si02 and purified by silica gel chromatography (80 g column, 0-10% MeOH in DCM with 1% TEA) to provide 1.1 g (70%) of A-(l-(4-bromophenyl)ethyl)-6-chloropyrimidin-4-amine as a white solid. LRMS (ES) m/z 312.0 (M+H). 1 H-NMR (Chlorofom /, 400 MHz, ppm) d 8.29 (s, 1H), 7.46 (d, / = 8.4 Hz, 2H), 7.19 (d, / = 8.4 Hz, 2H), 6.19 (s, 1H), 4.79 (bs, 1H), 1.54 (d, 7 = 6.8 Hz, 3H).

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; CYTOKINETICS, INC.; MORGAN, Bradley P.; VANDERWAL, Mark; CHUANG, Chihyuan; (0 pag.)WO2020/5888; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 626-40-4,Some common heterocyclic compound, 626-40-4, name is 3,5-Dibromoaniline, molecular formula is C6H5Br2N, 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.

The starting material, 3,5-dibromoaniline(125.35 g, 499.6 mmol) to a round bottom flask in CH2Cl2 (2498ml) todissolve after, acetic anhydride (56.10 g, 549.5 mmol) and K2CO3 (82.85 g,599.5 mmol) at room temperature and the mixture It was stirred. Aftercompletion of reaction, then extracted with water and CH2Cl2 and the organiclayer the product was dried with MgSO4 and concentrated to 140.50 g wasobtained (96% yield).

The synthetic route of 626-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DuksanNeoluxCo., Ltd.; Oh, Dae Hwan; Kim, Dae Sung; Lee, Yun Suk; Jo, Hay Min; Jung, Yeong Suk; Choe, Yeon Hee; Kim, Suk Hyun; (69 pag.)KR101535606; (2015); B1;,
Bromide – Wikipedia,
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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. 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-(Bromomethyl)benzo[d][1,3]dioxole

General procedure: Isatin (1 mmol), corresponding benzyl bromide (1 mmol) andK2CO3 (3 mmol) were heated in acetonitrile for 1e2 h. Aftercompletion of the reaction, acetonitrile was removed on rotavoparand the product was extracted using ethyl acetate. The organic layer was dried over anhydrous Na2SO4 and concentrated. Theproduct obtained was used for next step without furtherpurification

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 2606-51-1.

Reference:
Article; Kamal, Ahmed; Mahesh, Rasala; Nayak, V. Lakshma; Babu, Korrapati Suresh; Kumar, G. Bharath; Shaik, Anver Basha; Kapure, Jeevak Sopanrao; Alarifi, Abdullah; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 476 – 485;,
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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. 58971-11-2, name is 3-Bromophenethylamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Bromophenethylamine

Synthesis of 2-[3-(4,4,5,5-Tetramethyl-[l,3,2] dioxaborolan-2-yl)-phenyI]-ethyIamine; To a solution of 2-(3-bromo-phenyl)-ethylarnine (500 mg, 2.5 mmol) and 4,4, 5,5,4′ ,4′,5′,5′- octamethyl-[232′]bi[[l,3,2]dioxaborolanyl] (1.9 g, 7.5 mmol) in N, N-dimethylformamide (5.0 mL) was added potassium acetate (1.23 g, 12.5 mmol) and [1,1′- bis(diphenylphosphino)ferrocene]dichloropalladium(II) (185 mg, 0.250 mmol) and the solution was heated at 80 0C overnight. The solution was filtered through a plug of silica, washed with dichloromethane and the solvent was concentrated to afford the crude 2-[3- (4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-phenyl]-ethylamine. The crude material was carried on without further purification.

The synthetic route of 58971-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2007/76247; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary