Category: 2077-19-2

Application of 2077-19-2, Adding some certain compound to certain chemical reactions, such as: 2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol,molecular formula is C9H11BrO, 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 2077-19-2.

N-trimethylsilylimidazole (80.6 mL, 0.552 mol) was added to a solution of the crude 2-(4-bromo-phenyl)-propan-2-ol in tetrahydrofuran (500 mL) in a nitrogen atmosphere at room temperature, and the mixture was stirred at the same temperature overnight. The reaction mixture was poured into a saturated aqueous sodium bicarbonate solution, followed by extraction with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was distilled off under reduced pressure. The resulting residue was subjected to silica gel chromatography (n-hexane:ethyl acetate = 40:1) to give the title compound as a colorless oil (125.6 g, 87% in two steps). 1H-NMR (chloroform-d): 0.10 (9H, s), 1.55 (6H, s), 7.30 (2H, d, J=8.6Hz), 7.42 (2H, d, J=8.6Hz).

According to the analysis of related databases, 2077-19-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1894911; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2077-19-2, 2-(4-Bromophenyl)propan-2-ol, 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, Application In Synthesis of 2-(4-Bromophenyl)propan-2-ol, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 2-(4-Bromophenyl)propan-2-ol

To a 50 mL round-bottom flask were placed 2-(4-bromophenyl) propan-2-ol (5.10 g, 23.71 mmol), 2H-l ,2,3-triazole (3.28 g, 47.4 mmol), acetonitrile (10 mL) and iron (III) trichloride (1.50 g, 9.48 mmol). The reaction mixture was heated at 60C for 16 hours and then quenched by a saturated aqueous ammonium chloride solution (50 mL). The mixture was extracted with ethyl acetate (3 x 80 mL) and the combined organic layers dried over sodium sulfate and filtered. The filtrate was concentrated under vacuum to afford 3.50 g of the crude product mixture as a yellow oil that was then purified by prep-HPLC (ccolumn: X Bridge CI 8, 19 x 150 mm, 5 um; mobile phase A: water/0.05% trifluoroacetic acid, mobile phase B: acetonitrile; flow rate: 20 mL/min; gradient: 30%B to 70%B in 10 min; 220 nm) to give the title compounds: l-(2-(4-Bromophenyl)propan-2-yl)-lH-l ,2,3-triazole, LCMS (ESI) calc’d for CiiHi3BrN3 [M + H]+: 266, 268 (1 : 1), found 266, 268 (1 : 1); 1H NMR (400 MHz, CDC13) delta 7.68 (s, 2H), 7.43 (d, / = 8.8 Hz, 2H), 6.93 (d, / = 8.8 Hz, 2H), 2.10 (s, 6H); 2-(2-(4- Bromophenyl)propan-2-yl)-2H-l ,2,3-triazole, LCMS (ESI) calc’d for CnHi3BrN3 [M + H]+: 266, 268 (1 : 1), found 266, 268 (1 : 1); 1H NMR (400 MHz, DMSO-d6) delta 8.28 (s, 1H), 7.82 (s, 1H),7.54 (d, / = 8.4 Hz, 2H), 6.93 (d, / = 8.4 Hz, 2H), 2.02 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2077-19-2, 2-(4-Bromophenyl)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DINSMORE, Christopher; FULLER, Peter; GUERIN, David; KATZ, Jason David; THOMPSON, Christopher F.; FALCONE, Danielle; DENG, Wei; TORRES, Luis; ZENG, Hongbo; BAI, Yunfeng; FU, Jianmin; KONG, Norman; LIU, Yumei; ZHENG, Zhixiang; WO2014/146493; (2014); A1;,
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Synthetic Route of 2077-19-2, 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. 2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol. A new synthetic method of this compound is introduced below.

1.1 4-[4-(1-Hydroxy-1-methyl-ethyl)-benzoyl]-piperidine-1-carboxylic acid tert- butyl ester To a solution of 2-(4-bromo-phenyl)-propan-2-ol (5.00 g; 22.78 mmol) in THF (100 mL) under nitrogen atmosphere, n-butyl lithium (23 % in hexanes) (13.92 ml; 50.12 mmol) was added dropwise at -78 C and stirred for 15 min at the same temperature. A solution of 4-(methoxy-methyl-carbamoyl)-piperidine-1- carboxylic acid tert-butyl ester (6.96 g; 25.06 mmol) in THF ( 00 mL) was added dropwise at -78 C and stirred for 2 h at -78 C. The reaction mixture was stirred for 4 h at -78 C and quenched with saturated NH4CI solution (100 mL). The reaction mixture was extracted with ethyl acetate (2 x 100 mL). The combined extracts were washed with water (200 mL), brine solution (100 mL), dried over anhydrous sodium sulfate and concentrated. The residue was purified by column chromatography using silica gel (60-120) and petrol ether – ethyl acetate (1 :1) as gradient elution to afford the title compound (2.30 g; 29 %) as a pale yellow oil; H NMR (400 MHz, CDCI3) delta 7.92 (d, J = 8.48 Hz, 2H), 7.60 (d, J = 8.52 Hz, 2H), 5.18 (s, 1 H), 3.96 (d, J = 12.56 Hz, 2H), 3.63-3.57 (m, 1 H), 2.90 (s, 2H), 1.74 (d, J = 11.52 Hz, 2H), 1.43-1.38 (m, 17H); LC/MS (B), Rt: 4.50 min; (M+H-BOC) 248.3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2077-19-2, 2-(4-Bromophenyl)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK PATENT GMBH; DORSCH, Dieter; BUCHSTALLER, Hans-Peter; WO2015/14442; (2015); A1;,
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Reference of 2077-19-2 ,Some common heterocyclic compound, 2077-19-2, molecular formula is C9H11BrO, 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.

General Palladium Mediated Coupling Procedure; The following general procedure illustrates the method used for Pd mediated N-arylation of the pyrrolidin-2-one moiety with the corresponding aryl bromide: To a sealed tube was added 3- [5-fluoro-2- (4-methyl-piperazin-1-yl)-benzyl]-pyrrolidin-2-one (Preparation 13), aryl bromide (1.2 equiv), dipalladium tris (dibenzylideneacetone) (0.05 equiv), 9, 9-dimethyl-4, 5- bis (diphenylphosphino) xanthene (XANTPHOS) (0.15 equiv), cesium carbonate (1.5 equiv), and dioxane (7 volumes). The mixture was heated at 100 C for 12 to 24 hours. After cooling to room temperature, the mixture was concentrated in vacuo and was purified by silica gel chromatography. The following compounds were prepared via the general procedure above:; Example 1; 3-r5-Fluoro-2-(4-methyl-piperazin-1-vl)-benzvil-1-14-(1-hvdroxv-1-methyl-ethyl)-phenvll-pyrrol idin- 2-one:; 3- [5-Fluoro-2- (4-methyl-piperazin-1-yl)-benzyl]-1- [4- (1-hydroxy-1-methyl-ethyl)-phenyl]- pyrrolidin-2-one : 13C NMR (100 MHz, CDCI3) d 24.8, 31.9, 32. 5, 44. 7, 46.0, 46.9, 52.9, 55.7, 72.4, 113.9, 114.1, 116.8, 117.1, 119.7, 1222.4, 122.5, 125.2, 137.8, 137. 9, 138.2, 145.6, 147. 9, 158. 6, 161.1, 175.5 ; MS (AP/CI) 426.3 (M+H) +. The enantiomers were separable by HPLC (90/10 heptane/ethanol ; Chiralcel OD, 10 cm x 50 cm; 275 mL/minute). Approximate retention times: t1 = 12.7 minutes; t2 = 14.8 minutes

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. 2077-19-2, 2-(4-Bromophenyl)propan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2005/90300; (2005); A1;,
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Electric Literature of 2077-19-2, 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. 2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol. A new synthetic method of this compound is introduced below.

To a mixture of A-38 (2.80 g, 13.02 mmol) in THF (30 mL) was added NaH (1.04 g, 26.04 mmol, 60% purity) and CH3I (1.62 mL, 26.04 mmol) at 0 C and the mixture was stirred at 25 C for 16 hours. The mixture was quenched with a saturated solution of NH4C1 (50 mL), extracted with EtOAc (100 mL x 2), and the combined organic phase was washed with brine (30 mL), dried over Na2S04, filtered and concentrated to A-39 (2.70 g, 11.78 mmol) as an oil. 1H NMR (400MHz CDC13) _ = 7.47 (d, 2H), 7.29 (d, 2H), 3.07 (s, 3H), 1.51 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2077-19-2, 2-(4-Bromophenyl)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
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Electric Literature of 2077-19-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, molecular weight is 215.09, as common compound, the synthetic route is as follows.

A flask was charged with 2-(4-bromophenyl)propan-2-ol (5.00 g, 23.3 mmol, Bioorg. Med. Chem. Lett. 2007, 17, 662), 4,4,4 45,5,55′-octamethyl-2,2′-bi(l,3,2- dioxaborolane) (6.49 g, 25.6 mmol), KOAc (6.84 g, 69.7 mmol), PdCl2(dppf) (0.949 g, 1.16 mmol) and DMSO (155 mL). The mixture was heated to about 80 C for about 4 h. After cooling to rt, the mixture was partitioned between brine (400 mL) and EtOAc (100 mL). The organic layer was isolated and the aqueous phase was extracted with two further portions of EtOAc (2 x 50 mL). The organic layers were combined, washed with brine (5 x 100 mL), dried over anhydrous MgS04 and concentrated in vacuo. The crude material was purified by silica gel flash chromatography with a gradient of 0 to 100% EtOAc/hexanes to give 2-(4-(4,4,5,5-Tetramethyl-l,3,2-dioxaborolan-2- yl)phenyl)propan-2-ol (2.76 g, 45%): 1H NMR (d-DMSO) delta 7.80 (s, J = 8, 2H), 7.50 (s, J = 8, 2H), 1.58 (s, 6H), 1.34 (s, 12H).

Statistics shows that 2077-19-2 is playing an increasingly important role. we look forward to future research findings about 2-(4-Bromophenyl)propan-2-ol.

Reference:
Patent; ABBVIE INC.; LI, Bin; BREINLINGER, Eric; DAVIS, Heather; HOEMANN, Michael; LI, Biqin; SOMAL, Gagandeep; VAN EPPS, Stacy; WANG, Lu; WO2014/169473; (2014); A1;,
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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. 2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, the common compound, a new synthetic route is introduced below. Recommanded Product: 2077-19-2

(2E)-3-(4-(1-Methyl-1H-pyrazol-4-yl)pyridin-3-yl)-N-phenylacrylamide A mixture of (2E)-3-(4-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl)acrylamide (266 mg), 2-(4-bromophenyl)propan-2-ol (276 mg), Xantphos (67 mg), Pd2(dba)3 (53 mg), sodium tert-butoxide (157 mg) and toluene (5 mL) was stirred at 120 C. for 45 minutes under microwave irradiation. The reaction mixture was filtered through Celite, and water was added to the filtrate, followed by extraction with ethyl acetate. The organic layer was washed with brine and then dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to obtain (2E)-N-(4-(2-hydroxypropan-2-yl)phenyl)-3-(4-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl)acrylamide (101 mg) and (2E)-3-(4-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl)-N-phenylacrylamide (6 mg). 1H NMR (300 MHz, DMSO-d6) delta 1.41 (6H, s), 3.94 (3H, s), 4.94 (1H, s), 6.85 (1H, d, J=15.6 Hz), 7.42 (2H, d, J=8.7 Hz), 7.49 (1H, d, J=5.2 Hz), 7.62 (2H, d, J=8.7 Hz), 7.64-7.80 (2H, m), 8.08 (1H, s), 8.53 (1H, d, J=5.2 Hz), 8.77 (1H, s), 10.23 (1H, s). 1H NMR (300 MHz, DMSO-d6) delta 3.94 (3H, s), 6.86 (1H, d, J=15.7 Hz), 7.02-7.15 (1H, m), 7.35 (2H, t, J=7.9 Hz), 7.49 (1H, d, J=4.8 Hz), 7.66-7.80 (4H, m), 8.09 (1H, s), 8.53 (1H, d, J=5.2 Hz), 8.78 (1H, s), 10.29 (1H, s).

The synthetic route of 2077-19-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; HIRAYAMA, Takaharu; FUJIMOTO, Jun; CARY, Douglas Robert; OKANIWA, Masanori; HIRATA, Yasuhiro; (147 pag.)US2017/44132; (2017); A1;,
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