Tag: M.W=100-200

Reference of 6240-11-5, 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 6240-11-5, name is 1-Adamantaneethanol. This compound has unique chemical properties. The synthetic route is as follows.

1- Adamantane ethanol (4.758 g, 26.4 mmol, Aldrich, Milwaukee, WI) was added, and the sealed mixture was stirred overnight at room temperature. It was then poured into 10% NaHCO3 solution (50 mL) and the pyridine was evaporated under vacuum. The slightly yellow solid was dissolved in 1 L of water and extracted with ether (three 150 mL portions). The aqueous phase was acidified with 2 N HCl to pH 1, and then extracted with three 150 mL portions of CHCl3 :H-BUOH (7:3). The combined organic layer (ether and CHCl3 :w-BuOH) was washed with water and a slightly yellow precipitate was formed in the mixed solvents, at which point the solvents were evaporated under vacuum. A slightly yellow solid was formed and was recrystallized from acetone/hexane. The solid was dried under vacuum, yield 60 %

According to the analysis of related databases, 6240-11-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INSERT THERAPEUTICS, INC.; WO2006/89007; (2006); A2;,
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Reference of 56456-49-6, 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 56456-49-6, name is 4-Chloro-2-fluorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows.

a) 4-(4-Chloro-2-fluorobenzyloxy)pyridin-2(1H)-one A suspension of (4-chloro-2-fluorophenyl)methanol (3.24 g, 20.1 mmol), 2-chloro-4-iodopyridine (4.40 g, 18.3 mmol), Cs2CO3 (7.76 g, 23.8 mmol), CuI (3.48 g, 18.7 mmol) and 1,10-phenanthroline (659 mg, 3.66 mmol) in toluene (20 mL) was degassed by bubbling N2 through the suspension for 15 min. The suspension was put under N2 and heated at 105 C. for 18 h. The suspension was cooled, 9:0.9:0.1 CH2Cl2/MeOH/NH4OH (10 mL) was added, and the resulting suspension was passed through a plug of SiO2. The resulting solution was concentrated under reduced pressure. Flash chromatography on silica gel (hexanes/(1:1 EtOAc/hexanes), 100:0 to 0:100) afforded a white solid. A suspension of the white solid and NH4OAc (2.66 g, 34.6 mmol) in 1:1 HCO2H/H2O (20 mL) was heated at reflux with stirring for 4 d. The solution was cooled and concentrated under reduced pressure. The resulting residue was made basic with saturated NaHCO3 solution, and the resulting suspension was filtered. The solid was washed with H2O and CH2Cl2, and dried under reduced pressure to afford 1.28 g (28%) of the title compound as a white solid: 1H NMR (300 MHz, DMSO-d6) delta 11.14 (br s, 1H), 7.59 (dd, J=8.1, 8.1 Hz, 1H), 7.52 (dd, J=10.2, 1.8 Hz, 1H), 7.36 (dd, J=8.1, 1.8 Hz, 1H), 7.25 (d, J=7.2 Hz, 1H), 5.89 (d, J=7.2, 2.4 Hz, 1H), 5.83 (d, J=2.4 Hz, 1H), 5.06 (s, 2H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 56456-49-6, 4-Chloro-2-fluorobenzyl alcohol.

Reference:
Patent; ALBANY MOLECULAR RESEARCH, INC.; US2011/3793; (2011); A1;,
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Electric Literature of 28539-02-8 ,Some common heterocyclic compound, 28539-02-8, molecular formula is C7H7N3O, 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.

To a mixture of 4-nitroaniline ( 1.00 g, 7.2 mmol) and 1H-Benzotriazole-1-methanol (1.07 g, 7.2 mmol) in ethanol (25 mL) was stirred under reflux until the compounds was dissolved. After the reaction was stirred for 5 h at room temperature, it was stirred for 12 h at – 5 C. The residue was filtrated and washed with cold ethanol. This residue was added sodium borohydride (0.34 g, 8.99 mmol) in THF (20 mL) and stirred for 1 h under reflux. Then, after an ice water was poured into this reaction, the mixture was extracted with ether (3 x 30 mL). The combined organic layer was washed with brine (30 mL), dried over sodium sulfate, and concentrated.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,28539-02-8, its application will become more common.

Reference:
Article; Uno, Masaharu; Koma, Yosuke; Ban, Hyun Seung; Nakamura, Hiroyuki; Bioorganic and Medicinal Chemistry Letters; vol. 22; 16; (2012); p. 5169 – 5173;,
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Application of 873-76-7, 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. 873-76-7, name is (4-Chlorophenyl)methanol. A new synthetic method of this compound is introduced below.

General procedure: Reactants used were p-methylbenzyl alcohol (122.03g, 1000mmol, i.e., of formula (I) wherein R is methyl, n = 1, m = 0 , X = C),cuprous iodide (9.50 g of , 50mmol), N- phenylglycine (7.51g, 50mmol), TEMPO ( 7.80g, 50mmol),sodium hydroxide (4.00g, 100mmol), aqueous ammonia (300mL, 25 ~ 28%) ,ethanol, 800mL, in an ice bath under the condition, with oxygen round bottom flask is evacuated of air ventilation 3 times, and then the system was stirred at 25 , 24h, after completion of the reaction, the reaction solution was cooled to room temperature, rotary evaporated to remove the solvent, the residue was washed with water filtered and dried The product was 107.64g, yield 92%. The reaction was used for the chlorobenzyl alcohol (28.40g, 200mmol, i.e., of formula (I) wherein R is 4-chloro, X = C, n = 1 , m = 0), the same experimental methods and procedures of Example 2, except that: Cuprous iodide(1.90g, 10mmol), N- phenyl-phenylalanine (2.41g, 10mmol), TEMPO ( 1.56g, 10mmol), sodium hydroxide (0.80g, 20mmol), aqueous ammonia (60mL, 25 ~ 28%) , ethanol 160mL, under condition of 80 stirred for 24h, to give the final product 24.66g, yield 90%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,873-76-7, (4-Chlorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Zhejiang University of Technology; Zhang, Guofu; Zhang, Guihua; Ding, Chengrong; Li, Shasha; Xu, Shengjun; Shan, Shang; (9 pag.)CN105294646; (2016); A;,
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Related Products of 6850-39-1 ,Some common heterocyclic compound, 6850-39-1, molecular formula is C6H13NO, 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 procedure: A mixture of I [3 4.ch1oro.8methoxy- I H,2H,3 Wcyc1openta[ciquinolin7yl }oxy)propyl}pyrroiidine (Intermediate Wi) (250 mg, 0.69 mmoi, 100 eq.), i,4-dioxane (5 ml.), and t-l3uONa (331 mg, 3.45 mmol, 500 eq.) in a microwave reaction vial was purged with N2 for 5 mm. To the solution was added propan2amine (285 mg, 483 mol, 7.00 eq.), and 3rd Generation BrettPhos pre catalyst (64 mg, 007 rnmoi, 0.10 eq.). After being purged with N2 for additional 2 miii, the resultingsolution was sealed and subjected to microwave reactor (120 C, 1.5 h). The reaction mixture was allowed to cool to rt and quenched with H20 After removal of the volatiles under reduced pressure, the residue was redissoIved in DMSO, filtered and subjected to reverse preparative HPLC Prep C18, 5 mM XBndge column, 19x 150 mm, waters gradient elution of i025% MeCN in water over a 10 mm period, where both solvents contain 0.1% trifluoroacetic acid (TF A)) to provide the titlecompound as brown oil (70 ing, 15%). LCMS (ES) [[M+1]f m/z384.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6850-39-1, its application will become more common.

Reference:
Patent; GLOBAL BLOOD THERAPEUTICS, INC.; YU, Ming; LI, Zhe; (206 pag.)WO2018/119208; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 13330-96-6, 4-(Dimethylamino)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, 13330-96-6, blongs to alcohols-buliding-blocks compound. Product Details of 13330-96-6

Example 8 Synthesis of MC4 Ether MC4 Ether (Compound 15) having the structure shown below was synthesized as described below. A 50 mL RBF with stir-bar were flushed with nitrogen, and NaH (220 mg, 9 mmol), dimethylaminobutanol (1.05 g, 9 mmol) and anh. benzene (10 mL) added. After effervescence subsided, Compound 14 (440 mg, 0.75 mmol) was added and RM refluxed overnight at 90 C. TLC indicated some product formation. The reaction was diluted to 40 mL with benzene, and quenched with ethanol (25 mL). It was then washed with water (40 mL), dried and concentrated. The crude product was purified to yield product as a pale yellow oil, 145 mg, 31%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13330-96-6, its application will become more common.

Reference:
Patent; PROTIVA BIOTHERAPEUTICS INC; Heyes, James; Wood, Mark; Martin, Alan; Lee, Amy C.H.; Judge, Adam; Robbins, Marjorie; MacLachlan, Ian; US2013/123339; (2013); A1;,
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Synthetic Route of 929-06-6, 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. 929-06-6, name is 2-(2-Aminoethoxy)ethanol, molecular formula is C4H11NO2, 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.

To a 500mL three-necked flask were added compound BG04 3.7g (1. 0eq), (Boc)2O 15.5g (2.0 eq), a mixed solution of methanol:triethylamine (9:1) 200ml, stirred and warmed to reflux, and reacted for 1h. After the completion of the reaction under the monitor of TLC, methanol triethylamine was evaporated off, and dissolved in water. Dichloromethane was extracted for 3 times. The organic layers were combined and washed once with water, dried over anhydrous sodium sulfate, and concentrated to give 4.8g BG05 as an oil.

According to the analysis of related databases, 929-06-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bright Gene Bio-Medical Technology Co., Ltd.; YUAN, Jiandong; HUANG, Yangqing; SONG, Yunsong; YUAN, Fang; (69 pag.)EP3321279; (2018); A1;,
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Reference of 928-51-8, 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 928-51-8, name is 4-Chlorobutan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of DMSO (10ml) taken in a round bottom flask was added KOH (2equiv) and the solution was stirred at room temperature for 15min. The indole derivative 2 or 20 (1equiv) was then added and the mixture was further stirred for 1h, after which 4-chlorobutan-1-ol or 3-chloropropan-1-ol (1.5equiv) was added dropwise to the reaction mixture. The reaction was monitored by TLC to completion within 5h. The reaction mixture was then quenched by adding water and was extracted with ethyl acetate. Evaporation of the solvent under reduced pressure followed by column chromatography gave the required N-alkylated compounds, 3/13/21. 4.3.1 1-(4-Hydroxybutyl)-1H-indole-3-carbaldehyde (3) White solid (85%); mp 12 75-77 C.

According to the analysis of related databases, 928-51-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Naik, Prajakta N.; Khan, Ayesha; Kusurkar, Radhika S.; Tetrahedron; vol. 69; 50; (2013); p. 10733 – 10738;,
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Electric Literature of 6995-79-5 ,Some common heterocyclic compound, 6995-79-5, molecular formula is C6H12O2, 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.

To a solution of (1 r,4r)-cyclohexane-1 ,4-diol (3 g, 25.8 mmol) and (0875) imidazole(2.64 g, 38.7 mmol) in DMF (30 mL) was added TBS-CI (4.28 g, 28.4 mmol) The mixture was stirred at rt for 3 day. The mixture was diluted with water (150 mL), extracted with DCM three times. The organic layers were combined, dried over magnesium sulfate, filtered and concentrated in vacuum (high vacuum at 70C to remove most DMF ) to afford a light oil. The residue was loaded purified by CombiFlash, eluted with methanol in DCM (0-5%, 30 min). Collected the desired fraction and concentrated in vacuum to afford the title compound (6 g, 80%) as colorless syrup. 1 H NMR (400 MHz, DMSO-d6) delta 3.72 – 3.35 (m, 2H), 1 .80 – 1 .58 (m, 4H), 1 .37 – 1 .06 (m, 4H), 0.82 (s, 9H), 0.00 (s, 6H).

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. 6995-79-5, trans-Cyclohexane-1,4-diol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; DU-CUNY, Lei; XIAO, Qitao; XUN, Guoliang; ZHENG, Qiangang; (204 pag.)WO2018/234978; (2018); A1;,
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Related Products of 349-95-1, 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.349-95-1, name is (4-(Trifluoromethyl)phenyl)methanol, molecular formula is C8H7F3O, molecular weight is 176.14, as common compound, the synthetic route is as follows.

4-methyl-benzenesulfonamide (171mg, 1mmol), catalyst A (8.3mg, 0.01mmol, 1.0mol%), cesium carbonate (33mg, 0.1mmol, 0.1equiv.), 4- trifluoromethylbenzyl alcohol ( 211mg, 1.2mmol) and water (1ml) were successively added to the reaction flask 25mlSchlenk.After the reaction mixture was reacted at 120 15 hours, cooled to room temperature.Heavy precipitate precipitated, water was removed by filtration, the filter cake was washed with water three times to give the title compound, yield: 84%

Statistics shows that 349-95-1 is playing an increasingly important role. we look forward to future research findings about (4-(Trifluoromethyl)phenyl)methanol.

Reference:
Patent; Nanjing University of Science & Technology; Li, Feng; Qu, panpan; Sun, chunlou; Ma, Juan; (17 pag.)CN104418678; (2016); B;,
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