Tag: M.W=100-200

Synthetic Route of 4117-09-3,Some common heterocyclic compound, 4117-09-3, name is 7-Bromo-1-heptene, 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.

S-6-heptenyl thioacetate 3.4 g (19.2 mmol) of 6-heptenyl-1-bromide in 15 ml of dimethylformamide were mixed with 2.4 g (21 mmol) of potassium thioacetate and stirred at room temperature for 2 hours. The mixture was taken up in 50 ml of MTBE and washed with saturated NaCl solution. Drying over sodium sulfate was followed by concentration, and the residue was employed without purification in the next stage.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-Bromo-1-heptene, its application will become more common.

Reference:
Patent; SANOFI-AVENTIS; US2009/149486; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 399-94-0, name is 1-Bromo-2,5-difluorobenzene, 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. Safety of 1-Bromo-2,5-difluorobenzene

Example 3 3 -((2.5 -difluorophenyl)ethynyl)-5 -( 1 -(piperidin-4-yl)- 1 H-pyrazol-4-yl)- 1 H- pyrrolor2,3-b1pyridine Step 1) tert-butyl 4-(4-(3-((2.5-difluorophenyl ethvnyl -lH-pyrrolor2.3-b1pyridin-5-yl -lH- pyrazol- 1 -yPpiperidine- 1 -carboxylate To a microwave vial was added tert-butyl 4-(4-(3-ethynyl-lH-pyrrolo[2,3-b] pyridin-5-yl)-lH- pyrazol-l-yl)piperidine-l -carboxylate (0.1 g, 0.26 mmol), 2-bromo-l,4-difluorobenzene (58 mg, 0.26 mmol), Pd(PPh3)2Cl2 (9.0 mg, 0.013 mmol), Cul (2.0 mg, 0.013 mmol), Et3N (1 mL), and DMF (4 mL). The mixture was degassed and charged with nitrogen for three times. The vial was capped and then stirred and heated under microwave conditions at 120 C for 30 minutes. Then the mixture was cooled to rt, diluted with DCM (100 mL), and washed with brine (100 mL x 3). The separated organic phase was dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v) = 1/2) to give the title compound as a light yellow solid (0.14 g, 81%). MS (ESI, pos. ion) m/z: 504.2 (M+l); ‘HNMR: (400 Hz, DMSO-i): delta 1.43 (s, 9H), 1.84 (m, 2H), 2.05 (m, 2H), 2.95 (s, 2H), 4.06 (m, 2H), 4.38 (m, IH), 7.31 (m, IH), 7.38 (m, IH), 7.62 (m, IH), 7.98 (d, J=2.8 Hz, IH), 8.02 (s, IH), 8.19 (d, J=1.8 Hz, IH), 8.41 (s, IH), 8.62 (d, J=1.8 Hz, IH), 12.26 (s, IH).

The synthetic route of 1-Bromo-2,5-difluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Xiaobo; ZHOU, Shiqing; WO2014/89280; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 626-88-0, 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 626-88-0 as follows.

General procedure: 4-Bromomethylbiphenyl (402 mg, 1.63 mmol) and K2CO3(247 mg, 1.79 mmol) were added to a stirred solution of 237)(500 mg, 1.63 mmol) in DMF (5 mL), followed by stirring atroom temperature for 15 h. After the addition of water, themixture was extracted with AcOEt, washed with water andsaturated brine, and then dried over Na2SO4. The solventwas removed under reduced pressure. The residue obtainedwas purified by silica gel column chromatography to give 3j(790 mg, quant.) as a white solid.

According to the analysis of related databases, 626-88-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Morishita, Ko; Shoji, Yoshimichi; Fukui, Masaki; Ito, Yuma; Kitao, Tatsuya; Ozawa, Shin-ichiro; Hirono, Shuichi; Shirahase, Hiroaki; Chemical and Pharmaceutical Bulletin; vol. 66; 12; (2018); p. 1131 – 1152;,
Bromide – Wikipedia,
bromide – Wiktionary

656-64-4, name is 3-Bromo-4-fluoroaniline, belongs to bromides-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. Formula: C6H5BrFN

The compound N-hydroxy-4-((3-methoxypropyl)amino)-1,2,5-oxadiazol-3-carbamimidinyl chloride (2.5 g, 10.64 mmol) was added to water. (14 ml) was heated to 60 C, 3-bromo-4-fluoroaniline (2.06 g, 11 mmol) was added, stirred for 10 minutes, then sodium bicarbonate (1.26 g, 15 mmol) was added at 60 C for 30 minutes until the reaction was complete. Extract with ethyl acetate, wash the organic phase with water, and wash with saturated brine.Drying the organic phase with anhydrous sodium sulfate,Concentrated under vacuumN-(3-Bromo-4-fluorophenyl)-N’-hydroxy-4-3-methoxypropyl)amino)-1,2,5-oxadiazole-3-carboximidamide 6e (3.9 g, 94.0%)

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

Reference:
Patent; Jiangsu Hansoh Pharmaceutical Group Co., LTD (CN); Shanghai Hansoh Biomedical Co.,Ltd (CN); WU, SHENG HUA; GUO, FENG YING; LI, KAI LONG; HUANG, ZHI QIANG; BAO, RUDI; (94 pag.)TW2018/23219; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

583-70-0, name is 2,4-Dimethylbromobenzene, belongs to bromides-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. HPLC of Formula: C8H9Br

To a suspension of Mg (1.32 g, 55 mmol) in THF (60 mL) was added a catalytic amount of and 1 -bromo-2,4-dimethylbenzene (0.50 g, 2.7 mmol). The reaction was initiated by heating and additional l-bromo-2,4-dimethylbenzene (8.75 g, 47.3 mmol) was added dropwise. The reaction mixture was stirred at rt for 4 h under N2. Benzonitrile (5.15 g, 50 mmol) was added dropwise to the Grignard system and the reaction mixture was stirred at rt for 16 h. The reaction was quenched by the addition of MeOH (20 mL), followed by portionwise addition of NaBH4 (1.9 g, 50 mmol). After stirring at rt for 5 h, the reaction was quenched by the addition of water (20 mL). Solvent was removed under reduced pressure. The residue was extracted with EtOAc (3 x 100 mL). The organic layer was washed with 1 N HC1 and the resultant precipitate was collected by filtration to afford the title compound (8.8 g, 84%) as a white solid. LC-MS-P1 : 195 [M- NH2]+; Rt: 1.232 min. lU NMR (500 MHz, DMSO-d6) delta ppm 9.15 (s, 2H), 7.55 (d, J= 8.0 Hz, IH), 7.45 – 7.32 (m, 5H), 7.12 (d, J= 8.0 Hz, IH), 7.04 (s, IH), 5.64 – 5.62 (m, IH), 2.27 (s, 3H), 2.22 (s, 3H).

The synthetic route of 583-70-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; BOHNERT, Gary, J.; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; SUNG, Leonard; WO2013/19682; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 399-94-0, These common heterocyclic compound, 399-94-0, name is 1-Bromo-2,5-difluorobenzene, 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.

Under nitrogen, 2,5-difluorobromobenzene (15.05 g, 78 mmol) was dissolved in dry toluene (50 mL)(66 mL, 1.3 mol / L), and the mixture was stirred at about -10 C for 1 hour, and the mixture was cooled to -10 C or lower and the isopropylmagnesium chloride / lithium chloride tetrahydrofuran solution (66 mL, 1.3 mol / L) was added dropwise.1D (10 g, 39 mmol) was dissolved in dry tetrahydrofuran (100 mL) and added dropwise to the above reaction solution. The temperature was maintained below -10 C and the reaction was carried out at room temperature for 4 hours. The temperature was reduced to below -10 C, saturated ammonium chloride solution (40 mL) was added dropwise, stirred for 10 minutes, adjusted to pH 5 to 6 with 3 mol / L hydrochloric acid solution, The organic phase was washed with saturated sodium chloride solution (30 mL x 2). The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated, and the column was separated by column chromatography. (Petroleum ether / ethyl acetate (nu / nu) = 50: 1 -8: 1) to give 1E as a pale yellow solid (10.1 g, yield 83.5%).

Statistics shows that 1-Bromo-2,5-difluorobenzene is playing an increasingly important role. we look forward to future research findings about 399-94-0.

Reference:
Patent; SICHUAN HAISCO PHARMACEUTICAL CO., LTD; FAN, JIANG; FENG, JIAN-CHUAN; PENG, FEI; CHEN, QING-PING; (89 pag.)TW2017/8224; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 54879-20-8, name is 2-Bromo-3-methylaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Bromo-3-methylaniline

2-Bromo-3-methyl-phenylamine (1.06 g; CAS 54879-20-8), Boc2O (3.73 g) and DMAP (69 mg) in 50 ml THF were refluxed 2 hrs. The reaction mixture was concentrated, followed by an acidic extraction. The combined organic phases were dried over magnesium sulfate and evaporated. The crude product was taken in 50 ml methanol and K2CO3 (2.36 g) was added. The suspension was heated to reflux 2 h, and at rt for 18 h, evaporated and extracted with 0.5M HCl/AcOEt. The organic layers were dried over magnesium sulfate and chromatographed (silica gel; AcOEt/heptane, 1/9) to deliver a yellow oil (1.38 g). MS: 285/287 (M+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; Boehringer, Markus; Zbinden, Katrin Groebke; Haap, Wolfgang; Panday, Narendra; Ricklin, Fabienne; Stahl, Martin; Schmitz, Petra; US2007/112012; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

2550-36-9, name is (Bromomethyl)cyclohexane, belongs to bromides-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. category: bromides-buliding-blocks

General procedure: To a solution of 9d (94 mg, 0.49 mmol) and potassium tert-butoxide (55 mg, 0.49 mmol) in anhydrous THF (10 mL) under argon was added benzyl bromide (0.06 mL, 0.54 mmol). The mixture was stirred at room temperature and monitored by TLC until complete. The solution was concentrated and dichloromethane (20 mL) was added. The organic layer was washed with water, dried (MgSO4), and evaporated under reduced pressure to afford the crude product which was purified on a silica gel column (5% MeOH/dichloromethane). The desired product was isolated as a white solid (83 mg, 60%).

The synthetic route of 2550-36-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; White, Alex W.; Carpenter, Nicholas; Lottin, Jerome R. P.; McClelland, Richard A.; Nicholson, Robert I.; European Journal of Medicinal Chemistry; vol. 56; (2012); p. 246 – 253,8;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 2550-36-9, 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. 2550-36-9, name is (Bromomethyl)cyclohexane, This compound has unique chemical properties. The synthetic route is as follows.

2,4-Dibenzyloxyphenol was dissolved in 2 mL of DMF, bromomethylcyclohexane (0.23 g, 1.2 mmol) and K2CO3 (0.46 g, 3.30 mmol) were added and stirred at 50 C. overnight. Ethyl acetate (30 mL) was added to the reaction solution to giveThe separated organic layer was washed three times with water (5 mL) and saturated brine (5 mL).The aqueous layers were combined and further extracted three times with ethyl acetate (5 mL), and all the obtained organic layers were dried over anhydrous sodium sulfate. The anhydrous sodium sulfate was filtered off, and the filtrate was concentrated to give a crude product. thisThe crude product is subjected to silica gel column chromatography (1-2.5% ethyl acetate / hexane)Then, 0.25 g of colorless oil 2,4-dibenzyloxy-1- (cyclohexylmethoxy) benzene was obtained (yield 90%).

The chemical industry reduces the impact on the environment during synthesis (Bromomethyl)cyclohexane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; National University corporation Utsunomiya University; Nihei, Ken’ichi; (23 pag.)JP5893442; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 10269-01-9,Some common heterocyclic compound, 10269-01-9, name is (3-Bromophenyl)methanamine, molecular formula is C7H8BrN, 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.

General procedure: A suspension of 2,5-dihydroxybenzaldehye 1 (0.107g,1 mmol, 1equiv.) and MnO2 (0.860g, 10 mmol) in toluene, were cooledin ice bath to 0C under constant stirring for 15 min and amine (1 mmol, 1equiv.) was added. The mixture was refluxed for 10 h. The mixture was filtered through celite and washed withtoluene. Removal of the solvent under reduced pressure followed by columnchromatography (5% EtOAc/Hexane) yielded pure benzo[d]oxazole derivative.

The synthetic route of 10269-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tangellamudi, Neelima D.; Shinde, Suchita B.; Pooladanda, Venkatesh; Godugu, Chandraiah; Balasubramanian, Sridhar; Bioorganic and Medicinal Chemistry Letters; vol. 28; 23-24; (2018); p. 3639 – 3647;,
Bromide – Wikipedia,
bromide – Wiktionary