19230-27-4 Archives - Chlorides-buliding-blocks

9/3/21 News New learning discoveries about 19230-27-4

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.

Electric Literature of 19230-27-4, A common heterocyclic compound, 19230-27-4, name is 1,3-Dibromo-2-chlorobenzene, molecular formula is C6H3Br2Cl, 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.

A stirred mixture of (2-chloro-3 -(4,4,5,5 -tetramethyl- 1,3 ,2-dioxaborolan-2-yl)phenyl)methanol (22.4 g, 83.3 mmol), 1,3-dibromo-2-chlorobenzene (33.8 g, 125 mmol), potassiumcarbonate (27.6 g, 200 mmol), and [1,1?-bis(diphenylphosphino)ferrocenejdichloropalladium(II) (1.83 g,2.50 mmol) in 1,4-dioxane (150 mL) and water (40 mL) was heated to 115 C in a heating block. After90 mm, the resulting mixture was allowed to cool to room temperature and was filtered through celite.Ethyl acetate (500 mL) was added, and the organic layer was washed with a mixture of water and brine(1:1 v:v, 300 mL), was dried over anhydrous sodium sulfate, was filtered, and was concentrated under

Reference:
Patent; GILEAD SCIENCES, INC.; AKTOUDIANAKIS, Evangelos; APPLEBY, Todd; CHO, Aesop; DU, Zhimin; GRAUPE, Michael; GUERRERO, Juan A.; JABRI, Salman Y.; LAD, Lateshkumar Thakorlal; MACHICAO TELLO, Paulo A.; MEDLEY, Jonathan William; METOBO, Samuel E.; MUKHERJEE, Prasenjit Kumar; NADUTHAMBI, Devan; NOTTE, Gregory; PARKHILL, Eric Q.; PHILLIPS, Barton W.; SIMONOVICH, Scott Preston; SQUIRES, Neil H.; VENKATARAMANI, Chandrasekar; WANG, Peiyuan; WATKINS, William J.; XU, Jie; YANG, Kin Shing; ZIEBENHAUS, Christopher Allen; (724 pag.)WO2018/195321; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A new synthetic route of C6H3Br2Cl

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, 1,3-Dibromo-2-chlorobenzene, other downstream synthetic routes, hurry up and to see.

Electric Literature of 19230-27-4, The chemical industry reduces the impact on the environment during synthesis 19230-27-4, name is 1,3-Dibromo-2-chlorobenzene, I believe this compound will play a more active role in future production and life.

A mixture of 9a (340 mg, 2.47 mmol, 1.0 eq), 9b (1.0 g, 3.70 mmol, 1.5 eq), potassium carbonate (1.03 g, 7.41 mmol, 3.0 eq). Cuprous iodide (141.0 mg, 0.74 mmol, 0.3 eq), and L-proline (85.0 mg, 0.74 mmol, 0.3 eq) in 2-pentanol (30.0 mL) was stirred at 140 C overnight under argon atmosphere, then cooled to room temperature. Water (50.0 mL) was added. The mixture was filtered through celite. The filtrate was acidified to pf i 2 with 2 N HC1, then water (50.0 mL) was added. The resulting mixture was extracted with EtOAc (50.0 ml, x 3) The combined organic layers were washed with brine (20.0 mL x 5), dried over anhydrous NaaSOr and filtered. The filtrate was concentrated in vacuo to afford 9c (crude, 600 mg, 74.5%). LC/MS: 326.0 j M S | .

Reference:
Patent; SILICON SWAT, INC.; CHAMBERLAIN, Brian T.; RICE, James M.; JERNIGAN, Finith E., III; SHERMAN, Woody; KULKARNI, Meghana M.; SHECHTER, Sharon; ALLEN, Bryce K.; TAN, Dazhi; MARINO, Kristen A.; LIN, Zhixiong; (292 pag.)WO2019/100061; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1,3-Dibromo-2-chlorobenzene

Application of 19230-27-4, A common heterocyclic compound, 19230-27-4, name is 1,3-Dibromo-2-chlorobenzene, molecular formula is C6H3Br2Cl, 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 mixture of 1,3-dibromo-2-chlorobenzene (1.47 g, 5.45 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (800 mg, 3.64 mmol), Pd(dppf)C12CH2C12 (297 mg, 0.36mmol) and potassium carbonate (1.005 g, 7.27 mmol) under N2 was added a mixture of solvents (12 mL and 3 mL water) and heated to 85 C for 2h. After cooling to room temperature, the reaction was dilutedwith CH2C12 and water. The organic layer was separated, dried with Na2504 and concentrated. The residue was purified by silica gel chromatography (eluting with 5% to 40% EtOAc-Hex) to give 3?- bromo-2?-chloro- [1,1 ?-biphenyll -4-ol.

Sources of common compounds: 19230-27-4

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. 19230-27-4, name is 1,3-Dibromo-2-chlorobenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H3Br2Cl

To a soution of 5- (4,4,55-tetramethy-1 ,3,2-dioxaboroan-2-y-1 H-benzo[d]imidazo2(3H)-one (ntermediate28, 2.0 g, 7.7 mmo), potassium phosphate (3.3 g, 15 mmo), and 1,3-dibromo-2- chorobenzene (2.1 g, 7.7 mmo) in 4:1 dioxane:water (20 mL) was added PdC2(dppf)- CH2C2 (563 mg, 0.77 mmo) at once. The mixture was degassed w[th nitrogen for 10 n,inutes and then heated at 100 C for 16 h. After coong to rt, the reaction mixture wasduted w[th water and extracted with DOM (x3). The combined organic extracts were dried (Na2SO4), ftered and concentrated under reduced pressure. The crude product was trfturated with DCM to provide the tiDe compound as a white sohd (1.7 g, 65% yied). MS (ES): mass cacd. for C13H8BrCN2O, 322.0; m/z found, 322.9 [M+H]. 1H NMR (500 MHz, DMSO-d6)o 10.72 (s, IH), 10.70(s, IH), 7.76(dd, J= 7.9, 1.6 Hz, IH), 746-726 (m,2H), 706 689 (m, 3H).

Reference:
Patent; JANSSEN PHARMACEUTICA NV; RAVULA, Suchitra; SWANSON, Devin M.; SAVALL, Bradley M.; AMERIKS, Michael K.; (250 pag.)WO2016/176449; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Extended knowledge of 19230-27-4

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3-Dibromo-2-chlorobenzene, its application will become more common.

Related Products of 19230-27-4,Some common heterocyclic compound, 19230-27-4, name is 1,3-Dibromo-2-chlorobenzene, molecular formula is C6H3Br2Cl, 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 suspension of I ,3 dibromo2chorobenzene (300 mg, 1.11 mmo), 4methoxypiperidine (168 mg, 1.11mmo), sodium tert-butoxide (160 mg, 167 mmo) in touene (30 m), was added BNAP (35 mg, 005 mrnofl and Pd2(dba)3 (20 mg, 002 mmo) at once. The mixture was degassed with nitrogen for 10 minutes and then heated at 140 C for I h in microwave. After coohng to rt, the reaction mixture was diuted with water and extracted with EtOAc(x 3). The combined organic extracts were dried (Na2SO4), fi[tered and concentrated. Purification (FCC, Si02 0 -. 100% EtOAc/hexanes) afforded the tWe compound as a oH (168 mg, 50% yied). MS (ES): mass cacd. for C12H15BrCNO, 304.6; mfz found, 305.6 [M+HJ. 1H NMR (400 MHz, DMSO): oe 742 (dd, J= 7.7, 1.7 Hz, IH), 7.28-7.14 (m, 2H), 3.39-3.33 (m, IH), 3.28 (s, 3H), 3.14(dt, J= 10.5, 4.5 Hz, 2H), 277 (ddd, J=12.0, 9.2, 3.0 Hz, 2H), 2.04- 1.91 (m, 2H), 1.61 (dtd, J= 12.2, 8.8, 3.4 Hz, 2H).

Continuously updated synthesis method about 19230-27-4

Adding a certain compound to certain chemical reactions, such as: 19230-27-4, name is 1,3-Dibromo-2-chlorobenzene, belongs to chlorides-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 19230-27-4, Recommanded Product: 1,3-Dibromo-2-chlorobenzene

To a mixture of 1,3-dibromo-2-chlorobenzene (Combi-Blocks catQA-2717: 2.2 g, 8.14 mmol), Pd(OAc)2 (0.183 g, 0.814 mmol) and cesium carbonate (6.63 g, 20.34 mmol) in 1,4-dioxane (30 ml) was added 1,4-dioxa-8-azaspiro[4.5]decane (Aldrich cat178365: 1.165 g, 8.14 mmol) under N2. The reaction mixture was stirred at 90 C. overnight. After the reaction was cooled to room temperature it was quenched with saturated aqueous NaHCO3, and extracted with ethyl acetate (3¡Á50 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with ethyl acetate in hexanes (0-20%) to afford the desired product. LC-MS calculated for C13H16BrClNO2 (M+H)+: m/z 332.0; found: 332.0/334.0.

Reference:
Patent; Incyte Corporation; Wu, Liangxing; Qian, Ding-Quan; Lu, Liang; Lajkiewicz, Neil; Konkol, Leah C.; Li, Zhenwu; Zhang, Fenglei; Li, Jingwei; Wang, Haisheng; Xu, Meizhong; Xiao, Kaijiong; Yao, Wenqing; (101 pag.)US2018/177784; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Extended knowledge of 19230-27-4

The synthetic route of 19230-27-4 has been constantly updated, and we look forward to future research findings.

1,3-Dibromo-2-Chloro-Benzene 1eq(45.5g), 2-Aminophenylboronic acid 2eq (46.6 g), Tetrakis (triphenylphosphine) palladium (0) (Pd (PPh3) 4), 1-dibromo-2-chloro-5 mol% (9.82 g) and K2CO3 2eq (47.0 g) were suspended in toluene (12 times of solid content, 550 ml) and distilled water (5 times the amount of K2CO3, 235 ml) and refluxed under nitrogen stream for 18 hours. After completion of the reaction, the reaction mixture was extracted with toluene and distilled water. The organic layer was dried over magnesium sulfate (MgSO4), filtered and the filtrate was concentrated under reduced pressure. The organic solution was removed, and the residue was subjected to silica gel column chromatography with hexane: dichloromethane = 7: 3 (v / v), and the resulting solid was recrystallized from dichloromethane and acetone to obtain an intermediate a-1 (37 g, Y = 74%).

The synthetic route of 19230-27-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung SDI Co., Ltd; Jang Gi-po; Kim Jun-seok; Lee Seung-jae; Hong Jin-seok; Kim Chang-u; Jeong Seong-hyeon; Kim Yeong-gwon; Ryu Eun-seon; Jeong Ho-guk; (30 pag.)KR2017/111538; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics