Author: Jessica.F

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. 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane, A new synthetic method of this compound is introduced below., COA of Formula: C5H11BrO2

0.058 mmol of hydroxystyrene was put into a 500 ml round-bottom flask, 50 ml of acetonitrile was added thereto to dissolve the hydroxystyrene, and then 0.07 1 mol ofpotassium t-butoxide was added dropwise to the flask, and the resulting solution was refluxed for 1 hout Subsequently, 0.076 mol of 1 -bromo-2-(2-methoxyethoxy)ethane was slowly added dropwise to the resultant and then refluxed in a nitrogen atmosphere for 6 hours to allow a reaction to occur therebetween. Afier the reaction was completed, the reaction product was neutralized with an aqueous hydrochloric acid solution, and then an organic layer was extracted with ethyl acetate/a saturated aqueous solution of a base, and the organic layer was dried with anhydrous magnesium sulfate and filtered to remove any remaining moisture. Thereafter, the solvent was removed under reduced pressure and, as a result, 10 g (96%) of a title compound represented by Formula (ii) below was obtained as a pale brown liquid. ?H NMR spectroscopic data of the purified 1 -(2-(2-methoxyethoxy)ethoxy)-4-vinylbenzene (ii) is as follows:

The synthetic route of 54149-17-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG Chem, Ltd.; Kim, Min Soo; Choi, Won Mun; Joe, Dae June; (13 pag.)US2018/244819; (2018); A1;,
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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 109-85-3 as follows. Formula: C3H9NO

Ligand 1b was prepared according to the method described for 1a using 2-(methoxy)ethylamine (0.39 mL, 4.54 mmol) and 1- methyl-1H-imidazole-2-carbaldehyde (0.455 g, 4.13 mmol) and isolated as a pale yellow oil in 92% yield. 1H NMR (300 MHz, CD2Cl2): d(ppm) 8.26 (s, 1H), 7.04 (s, 1H), 6.94 (s, 1H), 3.95 (s, 3H), 3.75e3.68 (m, 2H), 3.67e3.60 (m, 2H), 3.33 (s, 3H). 13C{1H} NMR (75 MHz, CD2Cl2): d(ppm) 154.96, 143.59, 129.32, 125.12, 72.53, 61.64, 58.86, 35.46. FT-IR (cm 1): 2875m, 1650s (nC]N), 1518w, 1475m, 1437m, 1366w, 1287m, 1236w, 1191w, 1118s, 1026w, 955w, 919m, 802m, 757m, 708m, 690m, 558w, 473w.

According to the analysis of related databases, 109-85-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Boudier, Adrien; Breuil, Pierre-Alain R.; Magna, Lionel; Olivier-Bourbigou, Helene; Braunstein, Pierre; Journal of Organometallic Chemistry; vol. 718; (2012); p. 31 – 37,7;; ; Article; Boudier, Adrien; Breuil, Pierre-Alain R.; Magna, Lionel; Olivier-Bourbigou, Helene; Braunstein, Pierre; Journal of Organometallic Chemistry; vol. 718; (2012); p. 31 – 37;,
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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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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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Electric Literature of 26583-60-8, 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 26583-60-8 as follows.

EXAMPLE 12 2-{4-[2-Hydroxy-3-(2-(2-methyl-phenoxy)-ethylamino)-propoxy]-phenyl}-3-methyl-8-methoxy-3,4-dihydro-quinazolin-4-one This compound was prepared analogous to Example 2 from 2-[4-(1,2-epoxy-propoxy)-phenyl]-3-methyl-8-methoxy-3,4-dihydro-quinazolin-4-one and 2-(2-methyl-phenoxy)-ethylamine. M.p. of the hydrochloride: 120-125 C. Yield: 45% of theory. C28 H32 ClN3 O5 (526.04): Calc.: C-63.93%; H-6.13%; N-7.99%; Cl-6.73%. Found: C-63.81%; H-6.04%; N-8.03%; Cl-6.84%.

According to the analysis of related databases, 26583-60-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dr. Karl Thomae Gesellschaft mit beschrankter Haftung; US4379788; (1983); A;,
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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. 148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Fluoro-2-isopropoxyaniline

To a solution of ethyl 7-methylsulfanylthiazolo[5,4-d]pyrimidine-2-carboxylate (O.5g, 1 ,9mmol) in DCM (20m1) was added m-CPBA (675mg, 3.9mmol) and stirred for 2 hours at room temperature. 4-Fluoro-2-isopropxyaniline (331 mg, I .9mmol) in dioxane (20ml)was then added and stirred for 1.5 hours. The mixture was diluted with DCM and water, the organic layer separated, dried and concentrated onto silica. The compound was purified via column chromatography (20-80%EtOAc in Pet. Ether) to give an orange solid (706mg, 95%); 1H NMR (400 MHz, CHLOROFORM-d) O ppm 1.45 (d, J=5.95 Hz, 6 H), 1.50 (t, J=6.90 Hz, 3 H), 4.52 – 4.58 (m, 2 H), 4.58 – 4.67 (m, I H), 6.69 – 6.81 (m,2 H), 8.55 (dd, J=8.93, 6.18 Hz1 I H), 8.68 (a, 1 H), 8.69 – 8.73 (m, I H); LC-MS (ESI):(MHj 377.1

According to the analysis of related databases, 148583-65-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; WINTER-HOLT, Jon James; MCIVER, Edward Giles; AMBLER, Martin; LEWIS, Stephen; OSBORNE, Joanne; WEBB-SMITH, Kayleigh; (257 pag.)WO2017/85484; (2017); A1;,
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Synthetic Route of 16728-64-6, A common heterocyclic compound, 16728-64-6, name is 3-(Benzyloxy)propan-1-amine, molecular formula is C10H15NO, 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.

(c) In an analogous manner to that described in Example 133 (b), from 3-benzyloxy-propylamine and tert-butyl (3RS,4RS)-4-(2-methylsulphonyl-pyrimidin-5-yl)-3-(naphthalen-2-ylmethoxy)-piperidine-1-carboxylate [Example 129 (c)] there was obtained tert-butyl (3RS,4RS)-4-[2-(3-benzyloxy-propylamino)-pyrimidin-5-yl]-3-(naphthalen-2-ylmethoxy)-piperidine-1-carboxylate in the form of a brownish gum; MS: 583 (M+H)+.

The synthetic route of 16728-64-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; US6051712; (2000); A;,
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Related Products of 111-95-5,Some common heterocyclic compound, 111-95-5, name is Bis(2-methoxyethyl)amine, molecular formula is C6H15NO2, 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 suspension of l-methyl-5-(2-phenyl-[l,2,4]triazolo[l,5-a]pyridin-7-ylcarbamoyl)-lH- pyrazole-4-carboxylic acid with 1 eq. lithium chloride (80 mg, 0.198 mmol), bis(2- methoxyethyl) amine (87 ul, 0.59 mmole), diisopropylethylamine (104 ul, 0.59 mmol) and propylphosphonic anhydride (50 % in ethyl acetate, 291 ul, 0.494 mmol) in tetrahydrofurane (4 ml) is stirred for 2.5 hours at 70 C giving after 20 min a light yellow solution. The cooled solution is diluted with ethyl acetate, washed once with sat. aqueous sodium carbonate solution, once with IN aqueous hydrochloric acid, once with brine, dried with magnesium sulfate and the solvent is evaporated to dryness affording N4,N4-bis(2-methoxyethyl)-l-methyl-N5-(2-phenyl- [l,2,4]triazolo[l,5-a]pyridin-7-yl)-lH-pyrazole-4,5-dicarboxamide (80 mg, 84.8%) as a colorless waxy solid. MS: m/z= 478.2 (M+H+).

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; FLOHR, Alexander; GOBBI, Luca; GROEBKE ZBINDEN, Katrin; KOERNER, Matthias; PETERS, Jens-Uwe; WO2012/76430; (2012); A1;,
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Some common heterocyclic compound, 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, molecular formula is C8H8F3NO, 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. category: ethers-buliding-blocks

To a cooled solution of methyl 3-chloro-4-{[(2,4-dimethoxybenzyl)(l,3-thiazol-2- yl)amino]sulfonyl}benzoate (Preparation 7, lOOmg, 0.21mmol, leq) and Et3N (44muL, 0.32mmol, 1.5eq) in THF (6ml) was added l-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (106mg, 0.55mmol, 1.3eq) and 1-hydroxybenzotriazole (58mg, 0.43mmol, leq). The reaction mixture was stirred at 00C for 20 minutes before the addition of 4- (trifluoromethoxy)benzylamine (36muL, 0.23mmol, l.leq) and then stirred for a further 18 hours. The solvent was evaporated in vacuo and the residue partitioned between DCM (15ml) and water (15ml) then passed through a phase separation cartridge. The organic phase was concentrated and the residue redissolved in 4.5M HCl in 1,4-dioxane (5ml) and the solution stirred at room temperature for 18 hours. The solvent was evaporated in vacuo and the residue purified by preparative HPLC to yield the title compound.[0355] LCMS Rt= 3.27 min. MS m/z 491.99 [MH]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 93919-56-3, its application will become more common.

Reference:
Patent; ICAGEN, INC.; PFIZER LIMITED; WO2008/118758; (2008); A1;,
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Related Products of 52189-63-6, These common heterocyclic compound, 52189-63-6, name is 1-Fluoro-3,5-dimethoxybenzene, 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.

28.22 g of 3,5-dimethoxy-5-fluorobenzene was weighed into a 1,000 mE round bottom flask fitted with a stir bar, reflux condenser, nitrogen inlet, and cap. A nitrogen atmosphere was established and maintained throughout the reaction. 200 mE of anhydrous CC14 was added, followed by 32.61 g of N-bromosuccinimide (NI3S). The remaining NI3S powder residue was washed into the flask with 100 mE of CC14. The reaction mixture was stirred at reflux under N, for 4 h, during which time the suspended yellow solids changed color to white. At completion, the precipitated succinimide solids were filtered off and washed thoroughly with 200 mE heptane. The CC14 was removed from the filtrate by rotary evaporation at 50 C. More succinimide precipitated from the heptane solution and was removed by filtration while the solution was still warm. The remaining heptane was removed in vacuo to obtain a clear, amber oil (40.67 g), which solidified on standing. Purification of the crude material was accomplished by distillation. The condenser was kept at 50 C. to prevent the product from solidi1zing before reaching the collection flask. After a small impurity fraction was collected at 78 C./8 torr, the product distilled at 123-125 C./8 ton. The clear pale yellow liquid solidified to an off-white solid on standing (37.88

The synthetic route of 52189-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HINMAN, Andrew W.; Davis, Dana; Kheifets, Viktoria; US2014/256830; (2014); A1;,
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