Author: tianli

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. 110-73-6, name is 2-(Ethylamino)ethanol, molecular formula is C4H11NO, 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. Recommanded Product: 110-73-6

General procedure: (A) 2-(Alkylamino)ethanol2a or 2b (6 mmol) and Et3N (1.0 ml) were added with stirring tothe solution of diferrocenylcyclopropenylium tetrafluoroborate 1 (3 mmol)in dry benzene or acetonitrile (70 ml). After stirring for 6-12 h at ~80C,the volatiles were removed in vacuo; the residue was chromatographed ona column with Al2O3 (activity III) (hexane-diethyl ether, 3 :1) to affordthe reaction products 3a,b (30-32%) and 4a,b (43-44%), respectively.(B) Following the general procedure, reaction of 1b (1 mmol) in MeCN(30 ml, 80C, 6-12 h) in the presence of Et3N (0.3 ml) with amino alcohols2a,b (1 mmol) afforded compounds 3a (62-71%) or 3b (67-74%) and4a,b (3-10%).(C) Reaction of 1b (1 mmol) in dry benzene (30 ml, 80C, 6-12 h) inthe presence of Et3N (0.3 ml) with amino alcohols 2a,b (3 mmol) affordedcompounds 3a,b (5-7%) and 4a (58-77%), 4b (61-80%)

With the rapid development of chemical substances, we look forward to future research findings about 110-73-6.

Reference:
Article; Sanchez Garcia, Jessica J.; Flores-Alamo, Marcos; Chirinos Flores, Denis E.; Klimova, Elena I.; Mendeleev Communications; vol. 27; 1; (2017); p. 26 – 28;,
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Reference of 6282-88-8 ,Some common heterocyclic compound, 6282-88-8, molecular formula is C9H11ClO, 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.

Example 502-[3-(4-chlorophenyl)propyl]-N-hydroxy-1-oxo-1,2-dihydroisoquinoline-7-carboxamide Compound I-131 Step 1: 1-(3-bromopropyl)-4-chlorobenzeneTo a solution of 3-(4-chlorophenyl)propan-1-ol (0.25 g, 1.46 mmol) in dichloromethane (5.5 mL) cooled at 0 C. was added triphenylphosphine (0.42 g, 1.6 mmol) and carbon tetrabromide (0.51 g, 1.5 mmol) and the reaction was stirred at rt overnight. The reaction was quenched with water and extracted with DCM (2¡Á). The combined organic phases were then washed with water, and brine, dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by flash silica gel chromatography (0% to 70% EtOAc/hexanes) to afford 1-(3-bromopropyl)-4-chlorobenzene (0.34 g, quant.). LC-MS: (FA) ES+234.

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. 6282-88-8, 3-(4-Chlorophenyl)propan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2012/94997; (2012); A1;,
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Reference of 52273-77-5 , The common heterocyclic compound, 52273-77-5, name is 2-(3-Aminophenyl)ethanol, molecular formula is C8H11NO, 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.

Example 4 A mixture of 9-chloro-3-methoxyacridine, (975 mg, 4 mmol), 3-aminophenethyl alcohol (549 mg, 4 ml) and methanesulfonic acid (0.32 ml, 5 mmol) in methanol (30 ml) is stirred under reflux for 2 hours. The mixture is concentrated in vacuo, and the residue is dissolved in methanol (10 ml). The solution is diluted with ether (150 ml). The precipitates are collected by filtration, washed with ether to give 9-[3′-(beta-hydroxyethyl)anilino]-3-methoxyacridine, as the methanesulfonate (1.15 g, 65%), mp 186-188 C. Microanalyses Calculated for C22 H20 N2 O2 –CH3 SO3 H: C, 2.71; H, 5.49; N, 6.36; S, 7.28%. Found: C, 62.79; H, 5.51; N, 6.14; S. 7.17%.

The synthetic route of 52273-77-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sloan-Kettering Institute For Cancer Research; US5229395; (1993); A;,
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Reference of 889884-94-0, 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. 889884-94-0, name is 7-Fluoronaphthalen-2-ol. A new synthetic method of this compound is introduced below.

General procedure: To a stirred solution of trichloroacetimidate glycosyl donor (0.6 mmol), and 2-naphthol derivative (0.5 mmol) in anhydrous MeCN (5 mL) was added trimethylsilyl trifluoromethanesulfonate (0.05 mL) dropwise at 0 C under argon atmosphere. The mixture was stirred at r.t. for 2 h, then cooled 0 C and the reaction was quenched with triethylamine and the mixture was concentrated under reduced pressure and purified by flash column chromatography on silica gel (EtOAc/ hexane) to afford the desired glycosides.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,889884-94-0, 7-Fluoronaphthalen-2-ol, and friends who are interested can also refer to it.

Reference:
Article; Chakraborty, Soumen; Mal, Dipakranjan; Synthesis; vol. 50; 7; (2018); p. 1560 – 1568;,
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Reference of 3391-86-4, 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 3391-86-4 as follows.

General procedure: In a Schlenk tube, 11.5 mg (4 105 mol) Na2CO310H2O wasdissolved in 4.6 mL H2O. After deoxygenation, 9.3 mg (2 105mol) [RuCl2(pta)(g6-p-cymene)] was added and the solution wasstirred for 15 min at 80 C. 310 lL (2.02 mmol) oct-1-en-3-ol wasinjected to the catalyst solution and the reaction mixture was stirredfurther at 80 C. At the end of the desired reaction time themixture was cooled and extracted with hexane under air. Theorganic phase was dried on MgSO4 and analyzed by gas chromatography.Products were identified by comparison of theirretention times to standards and the composition of the productmixture was calculated from peak areas.In recycling experiments, following extraction and phase separation,the aqueous phase was deoxygenated, heated to 80 C, anew batch of the substrate was added and the reaction was initiatedby stirring.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3391-86-4, its application will become more common.

Reference:
Article; Bolyog-Nagy, Evelin; Udvardy, Antal; Barczane-Bertok, Agnes; Joo, Ferenc; Katho, Agnes; Inorganica Chimica Acta; vol. 455; (2017); p. 514 – 520;,
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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. 23377-40-4, name is 3-(Hexadecyloxy)propan-1-ol, molecular formula is C19H40O2, 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. Recommanded Product: 23377-40-4

S13: A suspension of 3-hexadecyloxypropan-l-ol (1.58 g, 5.26 mmol) and DIPEA (0.92 mL, 5.26 mmol) in anhydrous acetonitrile (25 mL) was treated dropwise over a 10 min period with 3-((chloro(diisopropylamino)phosphino)oxy)-propanenitrile (1.2 mL, 5.26 mmol). After 18 h at rt, the mixture was quenched with sat. aq. NaHC03 (15 mL) and extracted with ethyl acetate (2 x 100 mL). The combined organic phases were concentrated by rotary evaporation, and flash chromatography (column volume 25 mm x 140 mm, 10 to 20% gradient of EtOAc in hexanes) provided S13 (1.40 g, 53%) as a white solid: 1H NMR (400 MHz, CDC13) delta 3.89 – 3.54 (m, 6H), 3.49 (t, 7= 6.3 Hz, 2H), 3.39 (t, 7= 6.7 Hz, 2H), 2.64 (t, J = 6.6 Hz, 2H), 1.87 (p, J = 6.3 Hz, 2H), 1.57 (p, J = 6.3 Hz, 2H), 1.25 (s, 26H), 1.18 (dd, J = 6.8, 3.5 Hz, 12H), 0.87 (t, J= 6.6 Hz, 3H); 31P NMR (162 MHz, CDC13) delta 147.40.

With the rapid development of chemical substances, we look forward to future research findings about 23377-40-4.

Reference:
Patent; EMORY UNIVERSITY; PAINTER, George, R.; GUTHRIE, David, B.; BLUEMLING, Gregory, R.; NATCHUS, Michael, R.; (179 pag.)WO2017/156380; (2017); A1;,
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Application of 143726-85-6, 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 143726-85-6 as follows.

C. 4- (1, 1, 4-Trioxo-1, 2, 5-thiadiazolidin-2-ylmethyl)-benzoic acid 4-t-butoxycarbonyl- benzyl ester; A solution of the title B compound, 4- [5- (2, 4-dimethoxy-benzyl)-1, 1, 4-trioxo-1, 2,5- thiadiazolidin-2-ylmethyl]-benzoic acid (84 mg, 0.2 mmol) and 4-hydroxymethyl-benzoic acid t-butyl ester (42 mg, 0.2 mmol) in CH2CI2 (3 mL) is treated with DMAP (12 mg, 0.1 mmol) and the reaction is cooled to 5C. EDCI (39 mg, 0.2 mmol) is then added and the reaction is stirred for 16 h. The mixture is concentrated and partioned between EtOAc and 1 N aqueous HCI. The organic solution is washed with saturated aqueous NaHCO3 and brine, dried over anhydrous MgS04 and concentrated to give 4- (1, 1, 4-trioxo-1, 2, 5-thiadiazolidin-2-ylmethyl)- benzoic acid 4-t-butoxycarbonyl-benzyl ester as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,143726-85-6, its application will become more common.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2003/82841; (2003); A1;,
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Adding a certain compound to certain chemical reactions, such as: 171011-37-3, (4-Bromo-1,2-phenylene)dimethanol, 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-Bromo-1,2-phenylene)dimethanol, blongs to alcohols-buliding-blocks compound. Recommanded Product: (4-Bromo-1,2-phenylene)dimethanol

General procedure: In a typical experiment, a round bottom flask containing 4-6mL of acetonitrile/water mixture (1:1) was charged with 0.5-1.0mmol of the diol, 5mol% of TetMe-IA, and oxone (2equiv). The resulting mixture was stirred at rt for benzylic diols and at 45C for aliphatic diols. At the end of the reaction, as judged from TLC analysis, little water was added to dissolve the inorganic salts, and the organic matter was extracted with EtOAc at least two times. The combined extract was dried over anhydrous Na2SO4, concentrated in vacuo to obtain the crude product, which was subjected to silica-gel column chromatography using ethyl acetate/pet ether to isolate the pure product.

The synthetic route of 171011-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jhulki, Samik; Seth, Saona; Mondal, Manas; Moorthy, Jarugu Narasimha; Tetrahedron; vol. 70; 13; (2014); p. 2286 – 2293;,
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Related Products of 6850-39-1, 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.6850-39-1, name is 3-Aminocyclohexanol, molecular formula is C6H13NO, molecular weight is 115.17, as common compound, the synthetic route is as follows.

To a solution of 5-chloro-3-(5-fluoro-4-(methylsulfonyl)pyrimidin-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine, 1a, (1.09 g, 2.34 mmol) and 3-aminocyclohexanol (0.32 g, 2.82 mmol) in THE was added DIEA (0.60 g, 4.69 mmol). The reaction mixture was heated at 130 C. in microwave for 10 min. The solvent was removed under reduced pressure and the resulting residue was purified by silica gel chromatography to afford 550 mg of the desired product, 27a.

The chemical industry reduces the impact on the environment during synthesis 6850-39-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARIFSON, PAUL S; CLARK, MICHAEL P; BANDARAGE, UPUL K; BETHIEL, RANDY S; COURT, JOHN J; DENG, HONGBO; DAVIES, IOANA; DUFFY, JOHN P; FARMER, LUC J; GAO, HUAI; GU, WENXIN; JACOBS, DYLAN H; KENNEDY, JOSEPH M; LEDEBOER, MARK W; LEDFORD, BRIAN; MALTAIS, FRANCOIS; PEROLA, EMANUELE; WANG, TIAN-SHENG; WANNAMAKER, M WOODS; BYRN, RANDAL; CHOU, II; LIN, CHAO; JIANG, MIN; JONES, STEVEN; GERMANN, URSULA A; SALITURO, FRANCESCO G; KWONG, ANN DAK-YEE; (541 pag.)JP2015/38146; (2015); A;,
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Related Products of 395-23-3, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 395-23-3, name is Phenyl(4-(trifluoromethyl)phenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of substrate 2a2t(0.100 mmol), Cs2CO3 (24.4 mg, 75.0mol) and catalyst1d(4.8 mg, 5.00mol) inEt2O (3.00 mL)was added isobutyric anhydride (12.4L, 75.0mol)at60 C. The reaction mixture was stirred for 15 h at60 C.MeOH (2 mL) was then added to destroy unreactedisobutyricanhydride and the mixture was stirredfor 30 minasit warmedto room temperature. The resulting solution was concentratedin vacuo. The resulting mixture was passed through a short padofsilica gel(eluent: hexane/Et2O=1/1, v/v) to give the esterproduct and the unreacted alcohol,which were directly analyzed by chiralHPLC. The enantiomeric ratio (er) and enantiomeric excess (ee) values ofthe ester and the unreacted alcoholwere obtained by HPLC analysis. The conversion (C) and sfactor (s)ofkinetic resolution were calculated asfollows:52sln1C1ee0ln1C1ee0ln1C1eeln1C1eekfastkslow2eeenantiomeric excess measuredfor the starting material3ee0enantiomeric excess measuredfor the product 4Ceeeeee0100conversion 5

According to the analysis of related databases, 395-23-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Fujii, Kazuki; Mitsudo, Koichi; Mandai, Hiroki; Suga, Seiji; Bulletin of the Chemical Society of Japan; vol. 89; 9; (2016); p. 1081 – 1092;,
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