Month: September 2021

Application of 117635-21-9, The chemical industry reduces the impact on the environment during synthesis 117635-21-9, name is 1,4-Dibromo-2,5-dihexylbenzene, I believe this compound will play a more active role in future production and life.

[N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-[1,1′-biphenyl]-4-amine](15) (1.2g, 3.3mmol)And 1,4-dibromo-2,5-dihexylbenzene] (16) (0.6 g, 1.5 mmol)To this reaction flask is added toluene / EtOH / 2N K2CO3 (aq) (2v: 1v: 1v) solvent.Degassing using a vacuum pump. Pd (PPh3) 4 (347 mg, 0.3 mmol) was added to the reaction flask and stirred at 90 for one day. Ethanol was removed using a vacuum evaporator and organic matter was extracted with dichloromethane (DCM). The organic layer was dried over MgSO4, filtered and purified by column to obtain 730 mg (yield 66%) of Intermediate 17

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, 1,4-Dibromo-2,5-dihexylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LG Chem, Ltd.; Kang Seong-gyeong; Bae Jae-sun; Lee Jae-cheol; Yoon Seok-hui; Lee Dong-gu; Kim Yong-uk; Lee Ho-gyu; (54 pag.)KR2018/92270; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 3814-30-0,Some common heterocyclic compound, 3814-30-0, name is (Bromomethyl)cyclopentane, molecular formula is C6H11Br, 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 3-(tetrahydro-2H-pyran-4-yl)imidazo[1,5-a]pyrazin-8(7H)-one (400 mg, 1.82 mmol) in anhydrous DMF (5 mL) was added K2CO3 (503 mg, 3.64 mmol) and (bromomethyl)cyclopentane (445 mg, 2.73 mmol). The reaction mixture was stirred at 60C for 16 hours. The mixture was filtered and the filtrate was purified by preparative LC-MS to afford 7-(cyclopentylmethyl)-3-(tetrahydro-2/-/-pyran-4-yl)imidazo[1 ,5- a]pyrazin-8(7H)-one 290 mg (53%). NMR (DMSO-de, 400 Mhz): delta 7.62 (s, 1 H), 7.49 (d, J = 6.0 Hz, 1 H), 6.90 (d, J = 6.0 Hz, 1 H), 3.91 -3.88 (m, 2H), 3.69 (d, J = 7.6Hz, 2H), 3.48-3.43 (m, 2H), 3.42-3.31 (m, 1 H), 2.27- 2.24 (m, 1 H), 1.78-1.73 (m, 4H), 1.58-1.44 (m, 6H) , 1.21 -1.20 (m, 2H). LC-MS: (m/z) 302.2 (MH+) tR (minutes, method 3) = 2.29 minutes .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (Bromomethyl)cyclopentane, its application will become more common.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (157 pag.)WO2018/78038; (2018); A1;,
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. 6911-87-1, name is 4-Bromo-N-methylaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8BrN

To a microwave reaction vessel were added 2-aminopyridine-5-boronic acid pinacol ester (220 mg, 1.0 mmol), 4-bromo-N-methylaniline (184 mg, 1.0 mmol), 1,4-dioxane (4 mL) and 20% aq sodium carbonate (3 mL). Argon gas was bubbled through the solution for 5 min, then tetrakis(triphenylphosphine) palladium(O) (57 mg, 0.05 mmol) was added. The vial was sealed and heated in a microwave reactor for 30 min at 150 C. After cooling to rt, silica gel was added and the mixture was concentrated under reduced pressure. Purification by silica gel flash chromatography eluting with 1 :20 MeOH/ EtOAc gave 5-(4- (methylamino)phenyl)pyridin-2-amine (79 mg, 39%) as an off white solid. LC-MS (ESI) m/z 200 (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; AMBIT BIOSCIENCES CORPORATION; ABRAHAM, Sunny; HOLLADAY, Mark, W.; LIU, Gang; XU, Shimin; WO2011/22473; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1647-26-3, 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. 1647-26-3, name is 1-Bromo-2-cyclohexylethane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[00319] A reaction vial was charged with N-(quinolin-3-yl)-5,6,7,8-tetrahydro-2,6-naphthyridin-1-amine (15.00 mg, 0.05428 mmol), 2-bromo ethylcyclohexane (10.4 mg, 0.0000543 mol), NN- diisopropylethylamine (0.0189 mL, 0.000108 mol) and acetonitrile (1 mL, 0.02 mol) and the reaction heated in a microwave at 120 0C for 1 h. The reaction was then quenched with water and extracted with dichloromethane. The solvent was removed and the residue purified by prep HPLC to get the product as peach colored solid. MS (M+H)= 386.9;1H-NMR (DMSOd6I3): (400 MHz) 59.09 (d, J=2.12Hz, IH), 8.70 (d, J=I .87 Hz, IH), 8.26 (s, IH), 7.98 (d, J=5.34 Hz, IH), 7.90 (d, J=8.85 Hz, IH), 7.83 (d, J=7.58 Hz, IH), 7.56-7.48 (m, 2H), 6.64 (d, 7=5.38 Hz, IH), 3.49 (s, 2H), 2.74 (s, 4H), 1.80-0.85 (m, 15 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, 1-Bromo-2-cyclohexylethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RENOVIS, INC.; WO2009/11904; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 10485-09-3, The chemical industry reduces the impact on the environment during synthesis 10485-09-3, name is 2-Bromoindene, I believe this compound will play a more active role in future production and life.

General procedure: Into a 25 mL round-bottomed flask were added Pd(PPh3)2Cl2 (0.035 g, 2.0 mol %), ethyl 5-bromothiophene-2-carboxylate (0.47 g, 2.0 mmol), and 5.0 mL of 5-bromo-2-thienylzinc bromide (B) (0.5 M in THF, 2.5 mmol) under an argon atmosphere at room temperature. The resulting mixture was stirred at room temperature for 2 h. Quenched with 3 M HCl solution, then extracted with ethyl ether (10 mL × 3). Washed with saturated NaHCO3, Na2S2O3 solution and brine, then dried over anhydrous MgSO4. Purification by column chromatography on silica gel (2% ethyl acetate/98% heptane) afforded 0.39 g of ethyl 5?-bromo-2,2?-bithiophene-5-carboxylate (3d) in 62% isolated yield as a yellow solid.

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, 2-Bromoindene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Jung, Hye-Soo; Cho, Hyun-Hee; Kim, Seung-Hoi; Tetrahedron Letters; vol. 54; 8; (2013); p. 960 – 964;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 876-53-9, 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 876-53-9 as follows.

EXAMPLE II Preparation of 1,3-bis(2,2-dibromoethyl)adamantane. A solution of 147 g (0.5 mol) of 1,3-dibromoadamantane and 300 ml (3 mol) of vinyl bromide in 250 ml of methylene chloride was stirred and cooled to -20 C. in an ice-methanol bath and then 25 g (0.094 mol) of aluminum bromide was added portionwise over 1 h. The mixture was stirred for 2 h. during which time the temperature was allowed to rise to ambient. The solution was washed with 100 ml of water, 250 ml of concentrated aqueous hydrochloric acid, and 100 ml of water, drived (MgSO4) and evaporated to give 292 g of an oil. This material contained 1,3-bis(2,2-dibromoethyl)-adamantane and polyvinyl bromide, and was used without further purification.

According to the analysis of related databases, 876-53-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Baum; Kurt; Archibald; Thomas G.; US4849565; (1989); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1786-36-3,Some common heterocyclic compound, 1786-36-3, name is (2-Bromo-1-fluoroethyl)benzene, molecular formula is C8H8BrF, 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.

Accordingly, using the Formula-XXVII bicyclo compound wherein -Ct H2t represents alkylene substituted with one or 2 fluoro, for example the bicyclo compound prepared by the procedures of Preparation 1 and Example 1 from (2-bromo-1-fluoroethyl)benzene, (5-bromo-4-fluoropentyl)benzene, or (6-bromo-5,5-difluorohexyl)benzene there are obtained compounds corresponding to the products of Example 3 wherein -Ct H 2t – represents alkylene substituted with one or 2 fluoro. Accordingly, using the Formula-XXVII bicyclo compounds wherein (T)s on the phenyl ring is alkyl of one to 4 carbon atoms, inclusive, fluoro, chloro, trifluoromethyl, or OR9 wherein R9 is hydrogen, alkyl of one tp 4 carbon atoms, inclusive, or tetrahydropyranyl, and s is one, 2, or 3, for example Formula-XXVII bicyclo compounds wherein (T)s is 2-methyl, 2,4,6-trimethyl,2-chloro,3-trifluoromethyl, or 3,4-dimethoxy, there are obtained compounds corresponding to the products of Example 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (2-Bromo-1-fluoroethyl)benzene, its application will become more common.

Reference:
Patent; The Upjohn Company; US3987087; (1976); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 2695-48-9,Some common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, molecular formula is C8H15Br, 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: 4-(trans-4-pentyl-cyclohexyl)phenol (3.00 g, 12.2mmol), 5-bromo-1-pentene (2.18 g,14.6mmol), potassium carbonate (3.37 g, 24.2mmol) weremixed in N,N-dimethylformamide (30ml). The reaction mixturewas stirred and allowed to react at 80 C for 8 h. The crudeproduct was washed with water and a saturated aqueous sodiumchloride solution and extracted with ethyl acetate. The productwas purified by silica gel chromatography (eluent: hexane).Compound 3(3) was obtained with 39% yield (1.49 g, 4.74mmol). 1HNMR (400 MHz, CDCl3, ): 7.11 (2H, d, J = 8.3Hz), 6.82 (2H, d, J = 8.8 Hz), 5.905.80(1H, m), 5.064.99(2H, m), 3.94 (2H, t, J = 6.3 Hz), 2.40 (1H, tt, J = 12.2, 3.2Hz), 2.23 (2H, q, J = 7.3 Hz), 1.87 (6H, m), 1.451.20(11H,m), 1.03 (2H, dd, J = 24.2, 13.2), 0.89 (3H, t, J = 6.8 Hz)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 8-Bromo-1-octene, its application will become more common.

Reference:
Article; Mizumura, Yurika; Hoegberg, Daniel; Arai, Kenichiro; Sakuda, Junji; Soberats, Bartolome; Yoshio, Masafumi; Kato, Takashi; Bulletin of the Chemical Society of Japan; vol. 92; 7; (2019); p. 1226 – 1233;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 20191-76-8, name is 2,4-Dibromonaphthalen-1-amine, molecular formula is C10H7Br2N, 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. Formula: C10H7Br2N

52.0 g (172 mmol) of 48-4, 12.1 g (17 mmol) of Pd (dppf) Cl2,63.2 g (518 mmol) of phenylboronic acid, 119.4 g (863 mmol) of K2CO3,The EtOH / H2O mixture was refluxed at 80C for 6 hours. After the temperature was lowered and the mixture was extracted with MC / H2O, the organic layer was dried over MgSO4.After concentration, the product was purified by column chromatography (SiO2, hexane: MC = 1: 2)To thereby obtain objective compound 48-3 (42.0 g, 82%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 20191-76-8, its application will become more common.

Reference:
Patent; HEESUNG MAT LTD; Hui Sanctum Jae Co., Ltd.; JUNG YU JUN; Jeong Yu-jun; DONG GWANG IL; Dong Gwang-il; KIM YONG WOO; Kim Yong-u; CHOI JIN SEOK; Choi Jin-seok; CHOI DAE HYUK; Choi Dae-hyeok; LEE JOO DONG; Lee Ju-dong; (34 pag.)KR2018/72058; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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 58534-95-5 as follows. category: bromides-buliding-blocks

Step 4: N-(3-bromo-2-fluoroph pane-l-sulfonamideTo a stirred solution of 3-bromo-2-fluoroaniline (3 g, 0.0158 mol) in dichloromethane (300 mL) were added dropwise pyridine (12.53 mL, 0.158 mol) and 3-fluoropropane-l-sulfonyl chloride (7.64 mL, 0.047 mol) at 0C. To the resulting mixture was added DMAP (0.387 g, 0.00317 mol) at 0C. The reaction mixture was stirred overnight at room temperature. Water (500 mL) was added and the reaction mixture was extracted with DCM (2×100 mL). The combined organic layers were washed with IN HCI (50 mL) followed by brine and dried over anhydrous sodium sulfate, then filtered. The filtrate was evaporated under reduced pressure and the crude product was purified using column chromatography (100-200 mesh silica gel, 10% EtOAc in hexane) to afford the title compound (3.4 g, 69%). *H NMR (400 MHz, DMSO-d6) : delta 9.99 (s, 1H), 7.54 (t, J = 7.6 Hz, 1H), 7.42 (t, J = 8.4 Hz, 1H), 7.16 (t, J = 8.4 Hz, 1H), 4.61 (t, J = 3.2 Hz, 1H), 4.49 (t, J = 4.0 Hz, 1H), 3.25 (t, J = 5.6 Hz, 2H), 2.16-2.03 (m, 2H) ; ESI-MS : Calculated mass: 312.96; Observed mass: 314.0 [M+H]+.

According to the analysis of related databases, 58534-95-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott, K.; SMITH, Roger, A.; REDDY, Sanjeeva; JOHN, Tyler, M.; NYAVANANDI, Vijay, Kumar; SUBRAMANYA, Hosahalli; POTLURI, Vijay; PANIGRAHI, Sunil, Kumar; NADIPALLI, Prabhakara, Rao; SENGUPTA, Saumitra; WO2014/169167; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary