Tag: M.W=200-300

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 854391-95-0 as follows. Recommanded Product: Bis(4-methoxybenzyl)amine hydrochloride

A solution of benzaldehyde (1.00 g, 9.42 mmol)and benzylamine (1.01 g, 9.42 mmol) in PhMe (120 mL) was heated under reflux inan inert atmosphere with stirring for 16 hours. The H2O generatedwas collected in a Dean-Stark trap. The solvent was removed under vacuum andthe pale yellow oil obtained was dissolved in MeOH (60 mL) before NaBH4(2.1 g, 56.5 mmol) was added. The resulting solution was stirred overnight atroom temperature in an inert atmosphere. The reaction mixture was then treatedwith HCl (2 M, 10 mL), and the solvents were removed under reduced pressure.The solid residue was suspended in NaOH (8 M, 30 mL) and extracted with CHCl3(3 x 60 mL). The combined organic fractions were dried (MgSO4),filtered and the solvents were evaporated off to give I as a pale yellow oil. White crystalline solid (25 %). 1HNMR (300 MHz, CD3CN) d =7.40 (d, 4H), 7.00 (d, 4H), 4.12 (s, 4H), 3.70 (s, 6H).

According to the analysis of related databases, 854391-95-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Payne, Nicholas A.; Delmas, Luke C.; McDowell, Sean A.C.; Williams, Avril R.; Tetrahedron Letters; vol. 56; 37; (2015); p. 5175 – 5179;,
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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. 532440-88-3, name is 2-Bromo-5-methoxy-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-Bromo-5-methoxy-4-methylaniline

f. N-(2-bromo-5-methoxy-4-methyl-phenyl)-isobutyramide. To a biphasic mixture of 2-bromo-5-methoxy-4-methyl-aniline (5.6 g, 25.96 mmol), 10% KOH (27 mL) and dichloromethane (30 mL), was added dropwise isobutyryl chloride (3 mL, 28.55 mmol) in dichloromethane (10 mL). The reaction mixture was stirred at room temperature for 48 hrs. The layers were separated. The aqueous layer was further extracted with dichloromethane and the combined organics washed successively with water and brine, dried over MgSO4, filtered and evaporated to give 7.38 g of N-(2-bromo-5-methoxy-4-methyl-phenyl)-isobutyramide (99% yield). 1H NMR (300 MHz; CDCl3): 1.29 (d, J=6.9 Hz, 6 H), 2.14 (s, 3 H), 2.59 (m, 1 H), 3.84 (s, 3 H), 7.24 (s, 1 H), 7.66 (br s, 1 H), 8.07 (s, 1 H).

According to the analysis of related databases, 532440-88-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfahl, Magnus; Tachdjian, Catherine; Spruce, Lyle W.; Al-Shamma, Hussien A.; Boudjelal, Mohamed; Fanjul, Andrea N.; Wiemann, Torsten R.; Pleynet, David P.M.; US2003/144329; (2003); A1;,
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Some common heterocyclic compound, 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, molecular formula is C11H25NO2, 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. Computed Properties of C11H25NO2

C. 3-[5-(3,4-Dichloro-phenyl)-1-(2,4-dichloro-phenyl)-1H-pyrazol-3-yl]-propionic acid tert-butyl ester. To a 3-neck round bottom flask fitted with an air condenser was added 3-[5-(3,4-dichloro-phenyl)-1-(2,4-dichloro-phenyl)-1H-pyrazol-3-yl]-propionic acid (1.0 g, 2.3 mmol, 1.0 equiv) and toluene (23 mL) under nitrogen. The mixture was heated to 80 C. then N,N-dimethyl-di-tert-butylacetal (2.36 g, 11.6 mmol, 5.0 equiv) was added dropwise (neat). The reaction mixture was heated at 80 C. for 1 h then additional N,N-dimethyl-di-tert-butylacetal (2.36 g, 11.6 mmol, 5.0 equiv) was added. This mixture was stirred at 80 C. for 2 h then cooled to room temperature and partitioned between water (100 mL) and ether (100 mL). The organic layer was washed with 1 M sodium hydroxide (50 mL), water (50 mL) then brine (50 mL), dried (Na2SO4), and concentrated under reduced pressure. The crude material was then purified by flash chromatography (20% ethyl acetate/hexanes) to afford the desired ester (1.1 g, >99%). HPLC: Rt=3.59 (Method A). MS (ESI): mass calculated for C22H20Cl4N2O2, 484.03; m/z found, 485.0 [M+H]+. 1H NMR (500 MHz, DMSO-d6): 7.81 (d, J=2.2 Hz, 1H), 7.65 (d, J=8.5 Hz, 1H), 7.61-7.59 (m, 2H), 7.48 (d, J=2.2 Hz, 1H), 7.05 (dd, J=8.2, 1.9 Hz, 1H), 6.71 (s, 1H), 2.87 (t, J=7.4 Hz, 2H), 2.61 (t, J=7.4 Hz, 2H), 1.38 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36805-97-7, its application will become more common.

Reference:
Patent; Deng, Xiaohu; Mani, Neelakandha; Mapes, Christopher M.; US2006/4195; (2006); A1;,
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Reference of 5414-19-7, The chemical industry reduces the impact on the environment during synthesis 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, I believe this compound will play a more active role in future production and life.

To a room temperature mixture of the tert-butyl [2- [ (4-BROMOPHENYL) SULFONYL]] acetate (2) from Part A (0.25 mol) in 100 mL dimethyl formamide (“DMF”) was added 18-crown-6 (19.4 g, 0.07 mol), potassium carbonate [(“K2CO3”)] (169 g, 1.22 mol), and bis (2- bromoethyl) ether (62.5 g, 0.27 mol). The mixture was stirred at room temperature for 18 hr, after which time no starting material (2) was detected by HPLC. The resulting mixture was concentrated, diluted in 500 mL ethylacetate [(“CH3COOC2HS”OR”ETOAC”),] and filtered. The resulting filtrate was concentrated to produce a yellow oil that solidified upon standing to afford the desire product (3). LCMS: [M+Na] = 427.05.

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-(2-bromoethoxy)ethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMACIA CORPORATION; WO2004/811; (2003); A1;,
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These common heterocyclic compound, 60789-54-0, name is ((4-Bromobutoxy)methyl)benzene, 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. Formula: C11H15BrO

Reference Example 8 [4-(4-Benzyloxybutoxy)phenyl]methanol The title compound was prepared in a similar manner to that described in Reference Example 6 using benzyl 4-bromobutyl ether instead of benzyl 3-bromopropyl ether. 1H―NMR (CDCl3) delta ppm: 1.52 (1H, t, J=5.6Hz), 1.75-1.95 (4H, m), 3.54 (2H, t, J=6.1Hz), 3.98 (2H, t, J=6.3Hz), 4.52 (2H, s), 4.61 (2H, d, J=5.6Hz), 6.8-6.9 (2H, m), 7.2-7.4 (7H, m)

The synthetic route of ((4-Bromobutoxy)methyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP1548024; (2005); A1;,
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Application of 74137-36-3,Some common heterocyclic compound, 74137-36-3, name is 1,3-Dibromo-5-methoxybenzene, molecular formula is C7H6Br2O, 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 250 mL two-necked flask was added 3,5-dibromoanisole (9) (5 g, 18.8 mmol, 1 eq.) Under argon, Anhydrous CH2Cl2 (80 mL) was added, BBr3 (3.5 mL, 37.6 mmol, 2 eq.) Was added dropwise at 0 ¡ã C and maintained at 0 ¡ã C for 3 hours and then allowed to warm to room temperature, The reaction was stopped after darkening for 2 days. The reaction was extracted with CH2Cl2 (50 mL x 3) Combine organic phase, Distilled water (50 mL x 3), Dried over anhydrous magnesium sulfate, The magnesium sulfate was removed by filtration, Steaming the solvent, The residue was purified by silica gel column chromatography (eluent: ether / petroleum ether = 1/9) 4.2 g of a white solid, Yield 90percent. Mp = 86-89 ¡ã C.

The synthetic route of 74137-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Donghua University; Jin, Wusong; Zhang, Dengqing; Xiao, Duoduo; Li, Xianying; Chen, Beihua; Ning, Ruguang; Zhang, Zhen; (13 pag.)CN103819479; (2017); B;,
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Application of 106854-77-7, These common heterocyclic compound, 106854-77-7, name is 1-Bromo-4-(2,2,2-trifluoroethoxy)benzene, 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.

1-BROMO-4- (2, 2, 2-trifluoroethoxy) benzene (14.5 g, 57 mmol) was dissolved in toluene (250ML) under an argon atmosphere. tert-Butyl PIPERAZINE-1-CARBOXYLATE (12.7 g, 68 mmol), sodium tert-butoxide (7.6 g, 79.5 mmol) rac-2,2′-bis (DIPHENYLPHOSPHINO)-1, 1 -BINAPHTHYL (200 mg, 0.32 mmol) and tris (dibenzylideneacetone) dipalladium (0) (200 mg, 0.2 mmol) were added and the reaction heated to 80 C for 4 hours. The mixture was then cooled and filtered through Celite to yield crude tert-butyl 4- [4- (2, 2,2-trifluoroethoxy) phenyl] piperazine-1- carboxylate (32.47 g). H NMR (400 MHZ, CDC13) : 8 6.90 (4 H, s), 4.30 (2 H, q), 3.60 (4 H, m), 3.05 (4 H, m), 1.45 (9 H, s); 7TL/Z (ES) 305 (MHS- BU).

Statistics shows that 1-Bromo-4-(2,2,2-trifluoroethoxy)benzene is playing an increasingly important role. we look forward to future research findings about 106854-77-7.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/822; (2005); A1;,
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589-10-6, name is (2-Bromoethoxy)benzene, belongs to ethers-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. Application In Synthesis of (2-Bromoethoxy)benzene

Cesium carbonate (0.490 g, 1.5 mmol) and 1-(2-bromoethoxy)benzene (0.261 g, 1.30 mmol) were added to a solution of (E)-ethyl 3-(1H-pyrazol-4-yl)acrylate (0.167 g, 1 mmol) in ACN (8 mL) at room temperature. The suspension was stirred overnight at 80 C. The reaction mixture was then cooled down to room temperature and the precipitated solids were filtered off. The filtrate was concentrated and purified by silica gel column chromatography using a gradient of 0-60% of EtOAc in hexanes to provide the title compound (0.203 g, 71%) as a colorless oil. ES+(M+H)+287

The synthetic route of 589-10-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jacques, Vincent; Rusche, James R.; Peet, Norton P.; Singh, Jasbir; US2013/317003; (2013); A1;,
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Application of 14804-31-0,Some common heterocyclic compound, 14804-31-0, name is 4-Bromo-1-methoxy-2-methylbenzene, molecular formula is C8H9BrO, 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.

Reference Example 595-[4-(4-methoxy-3-methylphenyl)piperazin-1-yl]-2,2,4,6,7-pentamethyl-1-benzofuran-3(2H)-oneSodium t-butoxide (999 mg, 10.4 mmol) was added to a mixture of toluene (18 mL) containing 2,2,4,6,7-pentamethyl-5-piperazin-1-yl-1-benzofuran-3(2H)-one (1.00 g, 3.47 mmol) synthesized in Reference Example 58, 4-bromo-2-methylanisole (2.09 g, 10.4 mmol), palladium acetate (39 mg, 0.174 mmol) and BINAP (325 mg, 0.522 mmol), and the mixture was stirred under heated reflux for 15 hours. After cooled to room temperature, the reaction solution was diluted with water and extracted using ethyl acetate. The organic layer was washed with saturated saline, and then dried using anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel chromatography (hexane-ethyl acetate 95:5 to 85:15). Crystallization was performed using ethyl acetate-hexane to give 320 mg of the title compound (yield: 23%).Melting point: 129-131 C.1H-NMR (CDCl3): delta1.43 (6H, s), 2.18 (3H, s), 2.22 (3H, s), 2.35 (3H, s), 2.61 (3H, s), 3.02-3.42 (8H, m), 3.80 (3H, s), 6.74-6.84 (2H, m), 6.85-6.89 (1H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-1-methoxy-2-methylbenzene, its application will become more common.

Reference:
Patent; Tsukamoto, Tetsuya; Wakabayashi, Takeshi; Ohra, Taiichi; US2010/234357; (2010); A1;,
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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. 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C13H11BrO

Benzylation of 3-bromophenol 1 with benzyl chloride and potassium carbonate in DMF affords compound 2. Palladium (0)-catalyzed cross-coupling reaction of 2 with bis(pinacolato)diboron, PdCl2(dppf), and potassium carbonate in DMSO at 80 C. gives rise to compound 3 (Ishiyama, T; Murata, M; Miyaura, N. J. Org. Chem. 1995, 60, 7508). Debenzylation of 3 with Pd/C at 60 psi hydrogen in MeOH produces the target compound 4 (Pennington, T. E.; Kardiman, C; Hutton, C. A. Tetrahedron Lett. 2004, 45, 6657).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 53087-13-1.

Reference:
Patent; The Procter & Gamble Company; US2007/209123; (2007); A1;,
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