Tag: M.W=100-200

Application of 656-64-4, These common heterocyclic compound, 656-64-4, name is 3-Bromo-4-fluoroaniline, 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.

EXAMPLE 195 4-[(3-Bromo-4-fluorophenyl)amino]-6-nitro-3-quinolinecarbonitrile A mixture of 3.8 g (16.33 mmol) of 4-chloro-6-nitro-3-quinolinecarbonitrile and 3.7 g (20 mmol) of 3-bromo-4-fluoroaniline in 200 mL of ethanol was refluxed for 3hr. After the solvent was removed, the residue as dissolved in ethyl acetate and washed with sodium bicarbonate. The product was collected as a pale yellow solid, 6.5 g (71%); ESMS m/z 387.3, 389.2, mp 269-270 C. (dec).

The synthetic route of 656-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US6002008; (1999); A;,
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Some common heterocyclic compound, 2550-36-9, name is (Bromomethyl)cyclohexane, molecular formula is C7H13Br, 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. COA of Formula: C7H13Br

General procedure: In Example 1, 17.98 g (108.95 mmol) of 1-bromohexane,(Bromomethyl) cyclohexane 19.29 g (108.95 mmol), In the same manner as in Example 1,19.74 g of Compound 5 was obtained as white crystals. The results are summarized in Table 1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2550-36-9, its application will become more common.

Reference:
Patent; ZEON CORPORATION; JAPAN FINECHEM INCORPORATED; SANUKI, KANAKO; OKUYAMA, KUMI; SATO, KOKI; TAMAKI, RYUSUKE; KURODA, TOSHIHIRO; SUZAKI, DAISUKE; (19 pag.)JP2016/190818; (2016); A;,
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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. 630-17-1, name is 1-Bromo-2,2-dimethylpropane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: bromides-buliding-blocks

Example 76 [(S)-(3-(4-N-Neopentyl-N-piperazinyl)propylthio)methyl-Sar] -3- [(y-hydroxy)-NMeLeu] – -cyclosporin [0243] [(S)-3-(N-Piperazinylpropylthio)methyl-Sar]-3-[(Y-hydroxy)-N-MeLeu]-4- cyclosporin (150 mg, 0.11 mmol) and neopentyl bromide (MW 151.05, d 1.195, 136 mu, 1.08 mmol) were dissolved in dichloromethane (20 ml), followed by adding sodium carbonate (MW: 105.99, 28.6 mg, 0.27 mmol). The mixture was stirred at room temperature overnight. Then the reaction mixture was washed with brine, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by chromatography on silica gel using dichloromethane and methanol as eluent to give product [Molecular Formula: C75H137N13O13S; Exact Mass: 1460.02; MS (m/z): 1460.64 (M+l)+, 1482.72 (M+Na)+; TLC Rf: 0.43 (dichloromethane/methanol = 9: 1); HPLC RT: 11.25 min (C8 reverse phase column: 250 mm; acetonitrile/water (0.05% trifluoroacetic acid); operation temperature: 64 C; detector: 210 nm)].

The synthetic route of 630-17-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SU, Zhuang; LONG, Zhengyu; YANG, Suizhou; WO2014/145686; (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. 630-17-1, name is 1-Bromo-2,2-dimethylpropane, A new synthetic method of this compound is introduced below., Quality Control of 1-Bromo-2,2-dimethylpropane

Lambda/-(1 -Methylcyclopropyl)-3-((3-methylisoxazol-5-yl)methyl)-2,4-dioxo-1 ,2,3,4- tetrahydroquinazoline-6-sulfonamide (100 mg, 0.260 mmol), cesium carbonate (100 mg, 0.3100 mmol), sodium iodide (8 mg, 0.05 mmol) and 1 -bromo-2,2-dimethylpropane (426 mg, 2.8 mmol) in DMF (2 mL) was heated by microwave irradiation to 130 C for 1 .5 h. The reaction mixture was diluted with water (10 mL) and extracted with EtOAc (2 x 20 mL). The organic phase was combined, washed with brine (10 mL), passed through a hydrophobic frit and evaporated to dryness. The crude product mixture was purified by prep HPLC (high pH) to give the desired product (14 mg, 0.03 mmol, 12%) as an off-white powder

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; CANCER RESEARCH TECHNOLOGY LIMITED; MCGONAGLE, Alison E.; JORDAN, Allan; WASZKOWYCZ, Bohdan; HUTTON, Colin; WADDELL, Ian; HITCHIN, James R.; SMITH, Kate Mary; HAMILTON, Niall M.; (497 pag.)WO2016/92326; (2016); A1;,
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Related Products of 4333-56-6, These common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, 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.

To a stirred suspension of potassium fert-butoxide (8.00 g, 71.33 mmol) in DMSO (70 mL) under nitrogen was added 3-mercaptophenol (5 g, 39.63 mmol) at 0 C; the reaction was stirred at room temperature for 30 min. Then bromocyclopropane (5.72 mL, 71.33 mmol) was added into the reaction mixture. The reaction was heated at 90C overnight. After the reaction was completed, it was diluted with EtOAc. The organic layer was washed with water, saturated NH4CI aqueous solution (2x), and brine. The aqueous layer was back extracted with EtOAc (lx). The combined organic layers were dried over Na2S04, filtered and concentrated. The residue was purified by silica gel column chromatography to give the title compound (6.19 g, 85% yield). LCMS m/z = 167.2 [M+H]+; NMR (400 MHz, CDCI3) delta ppm 0.68-0.74 (m, 2H), 1.05-1.12 (m, 2H), 2.13-2.22 (m, 1H), 4.75 (s, 1H), 6.60 (dt, / = 8.08, 1.26 Hz, 1H), 6.89 (t, 7 = 2.27 Hz, 1H), 6.93 (ddd, 7 = 7.83, 1.64, 0.88 Hz, 1H), 7.15 (t, 7 = 7.96 Hz, 1H

The synthetic route of 4333-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; TRAN, Thuy-Anh; DO, Quyen-Quyen; ULLMAN, Brett; (259 pag.)WO2017/214002; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 114078-88-5, name is 5-Bromo-1,2,3-triazine, belongs to bromides-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 114078-88-5, Computed Properties of C3H2BrN3

To a solution of compound S3 (400 mg, 2.5 mmol) in CHCl3(10 mL) was added 1-(cyclopent-1-en-1-yl)pyrrolidine (516 mg, 3.8 mmol). The reaction was stirred at 45 C. for 16 hrs. The reaction mixture was diluted with DCM and washed water, brine, dried over anhydrous Na2SO4, filtered, and concentrated. The residue was purified by silica gel column (eluted with EtOAc/PE=1/10) to give the title compound (170 mg, 34.3% yield) as a gray solid.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
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bromide – Wiktionary

Reference of 3814-30-0, 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. 3814-30-0, name is (Bromomethyl)cyclopentane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 1-9-1 Preparation of N-(cyclopentylmethyl)-2-[1 -(cyclopentylmethyl)-1 H-indazol-3-yl]-5- methoxypyrimidin-4-amine 610 mg 2-(1 H-indazol-3-yl)-5-methoxypyrimidin-4-amine (2.5 mmol, 1 .0 eq.) was dissolved in 4 mL DMF and treated with 1 1 1 mg sodium hydride (60 %, 2.9 mmol, 1 .1 eq.) at room temperature under Argon atmosphere. It was stirred for 15 minutes, then the 93 mg Tetra-n-butylammoniumiodid (0.25 mmol, 0.1 eq.) was added and the mixture was cooled down to 0. 453 mg (bromomethyl )cyclopentane (2.9 mmol, 1 .1 eq), dissolved in 1 mL DMF, was added dropwise. It was stirred in the ice bath for 10 minutes and at room temperature for 2 days. The reaction mixture was diluted with dichloromethane and water, extracted three times with dichloromethane. The collected organic layers washed once with water and brine, filtered through a silicone coated filter and concentrated in vacuo. The crude product was treated with hexane and stirred. The unsolved residue was filtered off. The residue was treated with Methanol and stirred. The unsolved residue was filtered off: 375 mg, 99% pure, 1 .2 mmol, 45%. 1 H-NMR (400 MHz, DMSO-d6) delta [ppm] = 1 .26 – 1 .40 (m, 2H), 1 .44 – 1.72 (m, 6H), 2.53 – 2.58 (m, 1 H), 3.90 (s, 3H), 4.37 (d, 2H), 6.87 (br. s, 2H), 7.16 – 7.24 (m, 1 H), 7.35 – 7.44 (m, 1 H), 7.70 (d, 1 H), 8.00 (s, 1 H), 8.58 (d, 1 H).

The synthetic route of (Bromomethyl)cyclopentane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HITCHCOCK, Marion; MENGEL, Anne; MUeLLER, Thomas; BAeRFACKER, Lars; CLEVE, Arwed; BRIEM, Hans; SIEMEISTER, Gerhard; BONE, Wilhelm; FERNANDEZ-MONTALVAN, Amaury, Ernesto; SCHROeDER, Jens; MOeNNING, Ursula; HOLTON, Simon; PREUSSE, Cornelia; (165 pag.)WO2017/157991; (2017); A1;,
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Synthetic Route of 39478-78-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 39478-78-9 name is 5-Bromo-2-methylaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a solution of 3-bromo-5-methoxyaniline (11b) (150.0 mg, 0.74 mmol) and a catalyticamount of DMAP in anhydrous CH2Cl2 (8 mL) was added pyridine(0.08 mL, 0.55 mmol) and 2-propanesulfonyl chloride (0.09 mL,0.82 mmol) under an argon atmosphere. The mixturewas stirred atroom temperature for 40 h. After being quenched with 1 N HCl(aq)(0.5 mL) and water, CH2Cl2 were added, and the layers wereseparated. The combined organic phases were washed with brine,dried over anhydrous Na2SO4, filtered and concentrated. The residuewas purified by column chromatography on silica gel (EtOAc/hexane,10:90 to 20:80) to give 13e (67.8 mg, 30%) as a yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-2-methylaniline, and friends who are interested can also refer to it.

Reference:
Article; Bufton, Joshua C.; Bullock, Alex N.; Cuny, Gregory D.; Dai, Bing; Degterev, Alexei; Duddupudi, Anantha Lakshmi; Gyrd-Hansen, Mads; Hu, Ming; Li, Li; Pinkas, Daniel M.; Schlicher, Lisa; Suebsuwong, Chalada; European Journal of Medicinal Chemistry; vol. 200; (2020);,
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Reference of 7745-91-7, 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. 7745-91-7, name is 3-Bromo-4-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 3-(trifluoromethyl) benzoic acid (511mg, 2.69mmol) was stirred in a solvent of 58 dimethyl formamide (10mL).The reaction solution was added with 59 HATU (1.12g, 2.96mmol), 72 DIPEA (890mul, 5.37mmol) and the appropriate substituted aromatic amine (500mg, 2.69mmol), followed by stirring for about 8h at room temperature. The reaction mixture was diluted with ethyl acetate and washed with a saturated aqueous sodium bicarbonate solution and saline. The organic layer thus obtained was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The resulting mixture was concentrated to give the crude product, which was purified by silica gel column chromatography (eluting with 0-5% EtOAc in 82 petroleum ether) to afford the 110 product as a white solid (815mg, 84%). 1H NMR (400MHz, Methanol-d4) delta 8.27 (s, 1H), 8.21 (d, J=8.4Hz, 1H), 8.06 (d, J=1.8Hz, 1H), 7.91 (d, J=7.4Hz, 1H), 7.75 (t, J=8.0Hz, 1H), 7.59 (dd, J=8.3, 1.8Hz, 1H), 7.30 (d, J=8.4Hz, 1H), 2.40 (s, 3H). MS m/z: 358.12 ([M+H]+).

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, 3-Bromo-4-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Qi; Dai, Yang; Ji, Yinchun; Shi, Huanyu; Guo, Zuhao; Chen, Danqi; Chen, Yuelei; Peng, Xia; Gao, Yinglei; Wang, Xin; Chen, Lin; Jiang, Yuchen; Geng, Meiyu; Shen, Jingkang; Ai, Jing; Xiong, Bing; European Journal of Medicinal Chemistry; vol. 163; (2019); p. 671 – 689;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 7051-34-5,Some common heterocyclic compound, 7051-34-5, name is (Bromomethyl)cyclopropane, molecular formula is C4H7Br, 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 solution of methyl 3-hydroxy-4-methoxybenzoate (5 g, 27.47 mmol) in DMF (30 mL) were added anhydrous potassium carbonate (7.58 g, 54.95 mmol) and (bromomethyl) cyclopropane (3.8 mL, 41.20 mmol) in turn. The mixture was stirrred in a sealing tube at 60 for 4.5 h. The reaction mixture was diluted with saturated aqueous NaCl solution (20 mL) . The resulting mixture was extracted with EtOAc (25 mL × 3) . The combined organic layers were washed with water (30 mL × 3) , dried over anhydrous Na2SO4 for 1 h and concentrated to give the title compound as a white solid (6.26 g, 96.5) 1H NMR (400 MHz, CDCl3) : delta ppm 7.66 (d, J 8.4 Hz, 1H) , 7.52 (s, 1H) , 6.87 (d, J 8.4 Hz, 1H) , 3.92 (s, 3H) , 3.89 (d, J 7.0 Hz, 2H) , 3.87 (s, 3H) , 1.32-1.36 (m, 1H) , 0.62-0.67 (m, 2H) , 0.34-0.38 (m, 2H) and MS-ESI: m/z 237.1 [M+H] +.

The synthetic route of 7051-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary