Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 42042-68-2, 4-(Methylamino)butan-1-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, Recommanded Product: 4-(Methylamino)butan-1-ol, blongs to alcohols-buliding-blocks compound. Recommanded Product: 4-(Methylamino)butan-1-ol

To a solution of 3.00 g of 2-chloro-5,6-di-p-tolylpyrazine and 1.57 g of 4-(methylamino)-1-butanol in 15 ml of N,N-dimethylformamide, 2.26 g of potassium carbonate was added.. After heating with stirring at 100C for 26 hours, the reaction solution was extracted with diethyl ether after adding ice water.. The extract was washed in turn with water and saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure.. The residue was purified by silica gel column chromatography and the resulting crystal was washed with diisopropyl ether to obtain 2.76 g of the desired compound as a colorless crystal having a melting point of 94 to 96C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,42042-68-2, 4-(Methylamino)butan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Nippon Shinyaku Co., Ltd.; EP1400518; (2004); A1;,
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Reference of 7397-62-8, 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 7397-62-8 as follows.

Example 36 Butyl 3-amino-6-benzyl-5,6,7,8-tetrahydro-4H-furo[2,3-d]azepine-2-carboxylate A solution of 1.0 gm (0.008 mol) of butyl glycolate in 8 ml of absolute dioxane was added dropwise to a suspension of 0.4 gm (0.008 mol) of 50% sodium hydride in 5 ml of absolute dioxane, and the mixture was stirred for one hour at room temperature. Then, while the mixture was cooled with ice, a solution of 1.0 gm (0.004 mol) of 1-benzyl-4-chloro-5-cyano-2,3,6,7-tetrahydro-1H-azepine in 15 ml of absolute dioxane was added, and the mixture was stirred for one hour. The reaction mixture was then poured into about 80 ml of ice-cold water, and the aqueous mixture was extracted three times with ethyl acetate. The combined organic phases were washed twice with water, dried over sodium sulfate and concentrated by evaporation. The residue was purified by column chromatography on silicagel, using toluene/ethyl acetate (7:3) as eluant. Yield: 0.2 gm (14% of theory). Melting point: <20 C. Calc.: molecular peak m/e=342. Found: molecular peak m/e=342. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7397-62-8, its application will become more common. Reference:
Patent; Dr. Karl Thomae Gesellschaft mit beschrankter Haftung; US4414225; (1983); A;,
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Adding a certain compound to certain chemical reactions, such as: 4461-39-6, N-(2-Hydroxyethyl)-1,3-propanediamine, 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, Recommanded Product: 4461-39-6, blongs to alcohols-buliding-blocks compound. Recommanded Product: 4461-39-6

General procedure: A suspension oftert-butyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-formyl-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate5(1 eq.), the corresponding amine (2 eq.) and acetic acid (2 – 5 eq.) in DCE (2 ml) was stirred at RT for 30 min.To this suspension was added sodium triacetoxyborohydride (5 eq.).The resulted mixture was stirred at RT for 18 – 72 hrs.The reaction mixture was diluted with 5 ml of saturated sodium carbonate and extracted with DCM (3 x 10 ml).The combined organic layers were dried over sodium sulfate, filtered and concentratedinvacuo.The crude product was purified by Biotage flash chromatography or was used directly in the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4461-39-6, N-(2-Hydroxyethyl)-1,3-propanediamine, and friends who are interested can also refer to it.

Reference:
Article; Chen, Yan; Sit, Sing-Yuen; Chen, Jie; Swidorski, Jacob J.; Liu, Zheng; Sin, Ny; Venables, Brian L.; Parker, Dawn D.; Nowicka-Sans, Beata; Lin, Zeyu; Li, Zhufang; Terry, Brian J.; Protack, Tricia; Rahematpura, Sandhya; Hanumegowda, Umesh; Jenkins, Susan; Krystal, Mark; Dicker, Ira D.; Meanwell, Nicholas A.; Regueiro-Ren, Alicia; Bioorganic and Medicinal Chemistry Letters; vol. 28; 9; (2018); p. 1550 – 1557;,
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Adding a certain compound to certain chemical reactions, such as: 35364-79-5, 2-(3,4-Dichlorophenyl)ethanol, 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, 35364-79-5, blongs to alcohols-buliding-blocks compound. Quality Control of 2-(3,4-Dichlorophenyl)ethanol

To a solution of alcohol 35 (0.5 mmol) in CH2Cl2 (10 mL) at 0 Cwas added TEA (0.55 mmol, 1.1 equiv) and methanesulfonyl chloride(0.55 mmol, 1.1 equiv). The mixture was stirred at 0 C for anadditional 2 h, and concentrated to provide crude compound 36. To a solution of 2-(3,4-dichlorophenyl)ethan-1-ol (0.5 mmol) andK2CO3 (1 mmol, 2 equiv) in DMF was added compound 36(0.5 mmol). The reaction mixture was stirred at 60 C overnight,cooled, and partitioned between H2O (50 mL) and EtOAc (30 mL).The aqueous layer was extracted twice using EtOAc (30 mL 2).The combined organic layers were washed using brine, dried overNa2SO4, and concentrated. The crude material was purified by flashchromatography to give compound 5 (28%): 1H NMR (400 MHz,CDCl3): d 7.78 (d, J 8.0 Hz, 2H), 7.60 (d, J 8.0 Hz, 2H), 7.53 (d,J 8.0 Hz, 1H), 7.48 (d, J 3.6 Hz, 2H), 7.38 (d, J 3.6 Hz, 1H), 7.20(d, J 8.4 Hz, 1H), 7.01 (d, J 3.6 Hz, 1H), 4.97 (s, 2H), 3.88 (t,J 5.6 Hz, 2H), 3.04 (t, J 5.6 Hz, 2H); 13C NMR (100 MHz, CDCl3):d 149.6, 145.0, 139.3, 133.6, 132.5, 132.2, 130.8, 130.3, 130.2, 129.0,128.8, 128.3, 118.7, 117.8, 112.7, 70.0, 62.7, 35.3; HRMS (ESI): Exactmass calcd for C20H16Cl3N2OS [MH] 437.0049, found 437.0051;HPLC analysis: retention time 5.7 min, peak area 97.6%, 80:20CH3CN/H2O.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,35364-79-5, its application will become more common.

Reference:
Article; Liang, Dongdong; Li, Linhao; Lynch, Caitlin; Mackowiak, Bryan; Hedrich, William D.; Ai, Yong; Yin, Yue; Heyward, Scott; Xia, Menghang; Wang, Hongbing; Xue, Fengtian; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 84 – 99;,
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As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 15852-73-0, name is (3-Bromophenyl)methanol, molecular formula is C7H7BrO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Computed Properties of C7H7BrO

Step 1 c’: Synthesis of (4′-(Trifluoromethyl)-[1 ,1 ‘-biphenyl]-3-yl)methanol To a solution of 3-bromo benzyl alcohol (0.1 g, 0.53 mM) and 4- (trifluoromethyl)phenyl)boronic acid (0.121 g, 0.64 mM), DMF/water (8:1 ), Na2C03 (0.142 g, 1 .33 mM) and PdCI2(PPh3)2 (0.010 mM) were added. The reaction mixture was heated in a microwave at 1 10 ¡ãC for 6 min. The reaction mixture was quenched with water and extracted with ethyl acetate (3×10 ml). The organic layer was washed with brine, dried over Na2S04 and concentrated to obtain a crude product, which was purified by column chromatography (silica gel, 100-200 mesh, eluted with 15percent ethyl acetate in petroleum ether) to afford the title compound (4’-(trifluoromethyl)-[1 ,1 ‘- biphenyl]-3-yl)methanol as a colorless oil. Yield: 0.108 g( 80percent);1H NMR (DMSO-d6, 300 MHz): delta 7.91 (d, J=8.1 Hz, 2 H), 7.84-7.82 (m, 3 H), 7.70 (m, 1 H), 7.50-7.48 (m, 2H), 5.30 (t, J = 5.7Hz, 1 H, OH), 4.60 (d, J=5.7 Hz, 2 H); MS: m/z 275 (M+Na).

With the rapid development of chemical substances, we look forward to future research findings about 15852-73-0.

Reference:
Patent; PIRAMAL ENTERPRISES LIMITED; KUMAR, Sanjay; SHARMA, Rajiv; MAHAJAN, Vishal, Ashok; SAWARGAVE, Sangameshwar, Prabhakar; WO2013/128378; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 111-46-6, 2,2′-Oxybis(ethan-1-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, Recommanded Product: 111-46-6, blongs to alcohols-buliding-blocks compound. Recommanded Product: 111-46-6

The preparation of this compound was adapted from a literature procedure. Into a suspension of tBuOK (5.10 g, 45.5 mmol) in dry THF (125 mL) was added die(thylene)glycol (9.55 g, 90.0 mmol) at 0 C under nitrogen atmosphere. The reaction mixture was allowed to stir at room temperature for 30 min then propargyl bromide (6.69 g, 45.0 mmol) in dry THF (25 mL) was added dropwise. The resulting mixture was allowed to stir at room temperature for 12 h. After completion of the reaction as indicated by NMR, the mixture was diluted with THF and filtered through Celite. The filtrate was concentrated and the residue was purified by column chromatography (Si02, EtOAc) to give the product as a pale yellow liquid (4.77 g, 93%). NMR (500 MHz, CDC13) delta 4.22 (d, J = 2.4, 2H, CH2C?C), 3.78 – 3.69 (m, 6Eta, CH2), 3.67 – 3.58 (m, 2Eta, CH2OH), 2.45 (t, J = 2.3, 2H, C?CH, OH). 13C NMR (126 MHz, CDC13) delta 79.6 (CH2C?CH), 74.8 (CH2C?CH), 72.6, 70.4, 69.3, 61.9 (CH2OH), 58.6 (CH2C?CH). The spectroscopic data of 39c are in agreement with those previously reported.

The synthetic route of 111-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PERCEC, Virgil; WO2014/190024; (2014); A1;,
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Related Products of 50595-15-8, 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.50595-15-8, name is tert-Butyl 2-hydroxyacetate, molecular formula is C6H12O3, molecular weight is 132.16, as common compound, the synthetic route is as follows.

37.6 mg (0.285 mmol) of hydroxyacetic acid tert-butyl ester were dissolved in 10 ml of DMF, 12.4 mg of sodium hydride (55 percent in mineral oil) were added, and the mixture was stirred at room temperature for 15 min. Then 60 mg (0.237 mmol) of 3-bromo-6-(2-fluoro-phenyl)-pyridazine in 2 ml of DMF were added, and the reaction mixture was stirred at 60 ¡ãC for 5 h and at 120 ¡ãC for 5 h. After evaporation to dryness, the crude product was directly employed in the subsequent step.

Statistics shows that 50595-15-8 is playing an increasingly important role. we look forward to future research findings about tert-Butyl 2-hydroxyacetate.

Reference:
Patent; sanofi-aventis; EP1939181; (2008); A1;,
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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.1877-77-6, name is 3-Aminobenzyl alcohol, molecular formula is C7H9NO, molecular weight is 123.15, as common compound, the synthetic route is as follows.Safety of 3-Aminobenzyl alcohol

General procedure: An oven-dried Schlenk tube (A) equipped with a magnetic stir bar was charged with AgF (132.2 mg, 1.05 mmol, 3.5 equiv), sealed with a septum, and degassed by alternating vacuum evacuation and nitrogen backfill (three times) before freshly distilled EtCN (3 mL)was added. To the resulting suspension, which was precooled to -78 C (dry ice-acetone bath), was added TMSCF3 (149.3 mg, 1.05 mmol, 3.5 equiv) by microsyringe. The mixture was allowed towarm to r.t. and stirring was continued for an additional 15 min. In due course, AgF solid dissolved and a gray, dark solution of [Ag-CF3] formed. Another Schlenk tube (B) equipped with a magnetic stir bar was charged with the aniline (ArNH2; 0.30 mmol, 1.0 equiv) in freshly distilled EtCN (1.5 mL). To the resulting solution, which was precooled to 0 C (ice bath), aq HCl (12 M; 50.0 muL, 0.60mmol, 2.0 equiv) was added; precipitate formed immediately. After 5 min stirring, t-BuONO (37.7 mg, 0.33 mmol, 1.1 equiv) was added by microsyringe, and the mixture was allowed to stir at 0 C for 15 min. The resulting suspension in Schlenk tube (B) was degassed by alternating vacuum evacuation at -196 C (liquid nitrogen), then the solution was allowed to warm to r.t. under a nitrogen atmosphere (three times), and finally cooled to -78 C (dry ice-acetone bath). The gray, dark solution of [AgCF3] in Schlenk tube (A), which was precooled to -78 C (dry ice-acetone bath), was added to Schlenk tube (B) (ArN2+Cl-) by syringe at -78 C (dry ice-acetone bath) over a period of 1 h. After the addition was complete, the reaction mixture was stirred for 3 h at -78 C (dry ice-acetone bath), allowed to warm to r.t., and stirring was continued for an additional 1 h. An off-white precipitate was observed, and the reaction mixture was diluted with EtOAc (3 mL) and filtered through a short silica gel column. The solvent was removed under reduced pressure with a rotatory evaporator, and the crude residue was purified by silica gel column chromatography to give the desired trifluoromethylation product 3. The yields of products 3a, 3f, 3g, 3l, 3o, 3r, 3x, and 3zb are based on the 19F NMR spectra with 4-F3COC6H4OMe as internal standard. Analytical data for the representative product ethyl 4-(trifluoromethyl)benzoate (3i) are provided below. Data for other products can be found in the literature.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1877-77-6, 3-Aminobenzyl alcohol, and friends who are interested can also refer to it.

Reference:
Article; Wang, Xi; Xu, Yan; Zhou, Yujing; Zhang, Yan; Wang, Jianbo; Synthesis; vol. 46; 16; (2014); p. 2143 – 2148;,
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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.19064-18-7, name is (2,6-Difluorophenyl)methanol, molecular formula is C7H6F2O, molecular weight is 144.12, as common compound, the synthetic route is as follows.Product Details of 19064-18-7

A solution of 2 ml (18.0 mmol) (2,6-difluorophenyl) methanol in 15 ml at 0 C stirred dry tetrahydrofuran was treated with 865.9 mg (6.21 mmol) of sodium hydride (60% in mineral oil), followed by 1.72 ml (18.0 mmol) of 2-bromopyridine.The solution was stirred at room erature for 15 hours.The reaction mixture was diluted (15 ml) with water and extracted with dichloromethane (2 x 20 ml).The organic phase was separated, dried with a phase separation cartridge, and concentrated in vacuo.The residue was purified by flash chromatography using a prepacked silica gel cartridge purified, yielding 800 mg of the target compound (eluent: 1 cyclohexane-ethyl acetate 10: 1 to 1) (15% of theory, 77%. purity).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,19064-18-7, (2,6-Difluorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAF; VAKALOPOULOS, Alexandros; FOLLMANN, Markus; BUCHGRABER, Philipp; HARTUNG, Ingo; LINDNER, Niels; WUNDER, Frank; STASCH, Johannes-Peter; MARQUARDT, TOBIAS; REDLICH, Gorden; DIETZ, Lisa; LI, Volkhart Min-Jian; (391 pag.)TW2016/5850; (2016); A;,
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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.100058-61-5, name is 3-(Benzyloxy)cyclobutanol, molecular formula is C11H14O2, molecular weight is 178.23, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

Step 2. 3-(benzyloxy)cyclobutyl methanesulfonate [0641] A 100-mL round-bottom flask was charged with 3-(benzyloxy)cyclobutanol (1.83 g, 10.3 mmol), dichloromethane (20 mL) and triethylamine (2.15 mL, 15.4 mmol), and the solution was cooled to 0 C. Methanesulfonyl chloride (1.20 mL, 1.77 g, 15.4 mmol) was added dropwise, and the resulting solution stirred for 30 min at 0 C. The reaction mixture was poured into water (30 mL) and extracted with dichloromethane (2 x 30 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated to afford 3-(benzyloxy)cyclobutyl methanesulfonate (2.60 g, 99%) as a light yellow solid. MS (ESI, pos. ion) m/z 257[M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100058-61-5, 3-(Benzyloxy)cyclobutanol, and friends who are interested can also refer to it.

Reference:
Patent; BAIR, Kenneth W.; HERBERTZ, Torsten; KAUFFMAN, Goss Stryker; KAYSER-BRICKER, Katherine J.; LUKE, George P.; MARTIN, Matthew W.; MILLAN, David S.; SCHILLER, Shawn E. R.; TALBOT, Adam C.; WO2015/74064; (2015); A2;,
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