Month: June 2021

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.575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin, molecular formula is C10H5F3O3, molecular weight is 230.1401, as common compound, the synthetic route is as follows.Recommanded Product: 7-Hydroxy-4-(trifluoromethyl)coumarin

The synthetic steps of 4-trifluoromethyl-7-propylenecarbonyloxycoumarin are as follows:(1) To 10 mL of a solution containing 0.5 mmol of 4-trifluoromethyl-7-hydroxycoumarin and 0.625 mmol of triethylamine in a tetrahydrofuran solution, slowly add 0.6 mmol of acryloyl chloride chloride to the reaction flask within 30 min. Dissolved in 5 mL of tetrahydrofuran), the temperature is controlled at 0 ° C;(2) After stirring for 1 hour under ice bath conditions, the temperature of the solution was raised to room temperature and stirred overnight. ;(3) The reaction solution was subjected to a solvent under reduced pressure, and the residue was purified by silica gel chromatography eluting with ethyl acetate-hexane (1:3 v/v)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,575-03-1, 7-Hydroxy-4-(trifluoromethyl)coumarin, and friends who are interested can also refer to it.

Reference:
Patent; Da Lianli Technology Changshu Institute Co., Ltd.; Cui Jingnan; Feng Lei; (12 pag.)CN103755672; (2016); B;,
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Application of 4442-79-9, 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. 4442-79-9, name is 2-Cyclohexylethanol. A new synthetic method of this compound is introduced below.

General procedure: The PBr3 (1.5 equiv) was added to a solution of alkyl alcohol (1.0equiv) in anhydrous tetrahydrofuran (5.0 mL) at 0 C and then theice bath was removed and the reaction mixture was further stirredat room temperature for 5 h. Water (30.0 mL) was added and thenextracted with EtOAc, the combined organic extracts were driedwith Na2SO4, and the solvent was evaporated in vacuo to get titlecompound, suitable for the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4442-79-9, 2-Cyclohexylethanol, and friends who are interested can also refer to it.

Reference:
Article; Chen, Ying; Wu, Bolin; Hao, Yameng; Liu, Yunqi; Zhang, Zhili; Tian, Chao; Ning, Xianling; Guo, Ying; Liu, Junyi; Wang, Xiaowei; European Journal of Medicinal Chemistry; vol. 171; (2019); p. 420 – 433;,
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Application of 15852-73-0, 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 15852-73-0, name is (3-Bromophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

(d) 3-(3-HydroxymethyIphenyl)-5-/i’o-butyl-Lambdar-fer?’-butylthiophene-2-sulfonamide; A mixture of m-bromobenzyl alcohol (1.05 g, 5.80 mmol), 5-iso-butyl-2-(iV-tert- butylaminosulfonyl)thiophene-3-boronic acid (2.41 g, 7.55 mmol; see step (c))5 Pd(PPh3)4 (270 mg5 0.235 mmol), NaOH (19.1 mL, 1.5 M aq5 28.6 mmol), EtOH (5.0 mL) and toluene (30 mL) was stirred under N2 at 900C for about 4 h. After cooling, water (10 mL) was added to the reaction mixture and this was then extracted with ethyl acetate. The combined organic phase was dried and concentrated in vacuo. The crude product was purified on column EPO chromatography (EtOAc/hexane, 30:70) to give sub-title compound as a colourless syrup in 57percent yield (1.26 g, 3.31 mmol).1H NMR delta (CDCl3): 0.96 (d, J = 6.6 Hz, 6H), 0.98 (s, 9H), 1.82-2.00 (m, IH), 2.66 (d, J= 7.1 Hz, 2H)5 3.28 (br s, IH), 4.67 (s, 2H), 4.81 (br s, IH), 6.76 (s, IH), 7.30-7.50 (m, 3H)5 7.64 (s, IH).13C NMR delta (CDCl3): 22.1, 29.4, 30.4, 39.1, 54.4, 64.6, 127.1, 127.8, 128.5, 129.0, 134.9, 136.2, 141.2, 143.2, 148.2. MS (ESI) m/z: 382(M+1)+.IRv (neat, cm”1): 3498, 3286, 2958, 2870, 1465, 1313. Anal. Calcd. for C19H27NO3S2: C, 59.81; H, 7.13; N, 3.67. Found: C, 60.05; H, 7.31; N, 3.90.

According to the analysis of related databases, 15852-73-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VICORE PHARMA AB; WO2006/109048; (2006); A1;,
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Synthetic Route of 6214-44-4, 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. 6214-44-4, name is (4-Ethoxyphenyl)methanol, molecular formula is C9H12O2, 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.

60% NaH (300 mg, 7.5 mmol) was added in one portion to a suspension of tert-butyl 8-[(4-methylpiperidin-1-yl)carbonyl]-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indole-2- carboxylate (1.58 g, 3.98 mmol) in DMF (30 mL) at room temperature under nitrogen. The mixture was stirred at room temperature for 20 min, then a solution of 4-ethoxybenzyl chloride in DMF (10 mL) (freshly prepared from 4-ethoxybenzyl alcohol (1.10 g, 7.23 mmol) and SOCl2 (1.0 mL) in dichloromethane at 0C) was added at room temperature, and the reaction mixture was stirred at room temperature for 1 h. The solvent was removed in vacuo and the residue was dissolved in dichloromethane and washed with water, dried over sodium sulfate. Removal of solvent gave the crude product, which was purified on silica gel (0-50% EtOAc in dichloromethane) to give the desired product (1.40 mg, 66%). MS (M+l): 532.2.

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 6214-44-4, (4-Ethoxyphenyl)methanol.

Reference:
Patent; AstraZeneca AB; WO2006/101434; (2006); 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.162021-14-9, name is (2-Amino-9H-fluoren-9-yl)methanol, molecular formula is C14H13NO, molecular weight is 211.26, as common compound, the synthetic route is as follows.HPLC of Formula: C14H13NO

Example 4 Synthesis of tert-Butyldimethylsiloxy-9-methyl-2-aminofluorene 5.91 g Imidazole (86.8 mmol, 2.1 equiv) was dissolved in 24 ml dry DMF and stirred 10 min in an iced bath under argon atmosphere. 7.47 g tertButyldimethylsilyl chloride (49.6 mmol, 1.2 equiv) dissolved in dry DMF was added. After 15 min stirring on ice 8.73 g 9-Hydroxymethyl-2-amino fluorene (41.3 mmol) dissolved in 40 ml dry DMF was added drop wise under cooling and argon atmosphere. The reaction was continued 15 min on ice and then at room temperature. The reaction was monitored by TLC [title product Rf=0.6, PE-MTBE (1:2)]. After 2 hours the starting product [Rf=0.1 PE-MTBE (1:2)] had disappeared and the reaction mixture was diluted with 400 ml CH2Cl2 and 100 ml 5% NaHCO3 was added. The organic phase was washed with 5*200 ml H2O and dried over Na2SO4. CH2Cl2 was eliminated by rotary evaporation and DMF was eliminated by azeotropic distillation with toluene. The residual brown oil (13.4 g, 99% yield) was analyzed by NMR and was used without further purification. 1H NMR (200 MHz/DMSO) delta=7.67-7.40 (3H; m; 3*Ar-H); 7.34-7.00 (2H; m; 2*Ar-H); 6.81 (1H; s; 1*Ar-H); 6.59 (1*; dd; J=8.02 Hz & 1.83 Hz; 1*Ar-H); 5.19 (2H; s; NH2); 3.97-3.76 (2H; m; CH2); 3.75-3.57 (1H; m; CH); 0.88 (9H; s; 3*CH3); 0.03 (6H; s; 2*CH3) 13C NMR (50 MHz/DMSO) delta=148.40 (Ar-Cqu); 145.81 (Ar-Cqu); 143.67 (Ar-Cqu); 141.88 (Ar-Cqu); 129.08 (Ar-Cqu); 127.10 (Ar-CH); 124.97 (Ar-CH); 124.16 (Ar-CH); 120.47 (Ar-CH); 117.87 (Ar-CH); 113.22 (Ar-CH); 110.58 (Ar-CH); 66.04 (CH2-OH); 49.60 (C9); 25.88 (3*CH3; t-Bu); 18.04 (Cqu; t-Bu), -5.04 (2CH3; Si-CH3)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,162021-14-9, (2-Amino-9H-fluoren-9-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Baxter International Inc.; Baxter Healthcare SA; US2009/5574; (2009); A1;,
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Reference of 29683-23-6, Adding some certain compound to certain chemical reactions, such as: 29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol,molecular formula is C5H10OS, 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 29683-23-6.

Step 1 Tetrahydro-2H-thiopyran-4-yl-4-methylbenzenesulfonate Tetrahydro-2H-thiopyran-4-ol 23a (350 mg, 2.97 mmol, prepared by a method disclosed in EP patent application ”) was placed in a reaction flask, followed by addition of triethylamine (606 mg, 5.94 mmol), 4-dimethylaminopyridine (36 mg, 0.30 mmol), 20 mL of dichloromethane and p-toluenesulfonyl chloride (848 mg, 4.45 mmol). After reacting for 12 hours, the reaction solution was mixed with 30 mL of water, stood and layered, the aqueous phase was extracted with dichloromethane (10 mL*2). The organic phases were combined, washed with saturated sodium chloride solution (30 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography with elution system B to obtain the title compound tetrahydro-2H-thiopyran-4-yl-4-methylbenzenesulfonate 23b (556 mg, yield 68.9%) as a white solid.

According to the analysis of related databases, 29683-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Hengrui Pharmaceutical Co. Ltd.; Jiangsu Hengrui Medicine Co. Ltd.; LU, Hejun; SUN, Piaoyang; FEI, Hongbo; JIANG, Hongjian; WANG, Haowei; DONG, Qing; EP2894151; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2009-83-8, 6-Chlorohexan-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, 2009-83-8, blongs to alcohols-buliding-blocks compound. SDS of cas: 2009-83-8

In addition, the mixture was stirred at a stirrer, condenser, and a reaction vessel provided with a thermometer 4-hydroxy-benzoic acid 13.8g (100 mmol), potassium iodide 2.5g, 0.7g tetrabutyl ammonium bromide, and 400ml of ethanol were charged at room temperature.It was added dropwise a 25% aqueous solution of sodium hydroxide, 12g slowly.After the addition, maintaining the reaction vessel at 50 , and was added dropwise to 6-chloro-hexanol 20g (150 mmol) slowly.After the addition was completed, the reaction vessel also by heating to 70 by further reaction for 3 hours.After completion of the reaction, neutralized with 10% hydrochloric acid and subjected to extraction with ethyl acetate, dried over sodium sulfate, the solvent was concentrated to 17g to synthesize compounds shown in formula (23).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2009-83-8, its application will become more common.

Reference:
Patent; DIC Corporation; Hayashi, Masanao; Nagashima, Yutaka; Kusumotto, Tetsuo; (24 pag.)KR101523330; (2015); B1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 637031-88-0, name is 3,3-Difluorocyclobutanol, the common compound, a new synthetic route is introduced below. Application In Synthesis of 3,3-Difluorocyclobutanol

370 mg 4-Fluor-5-methansulfonyl-2-methyl-benzoesaeure-methylester, 297 mg 3,3- Difluor-cyclobutanol und 1.47 [G] [CS2CO3] wurden in 10 ml wasserfreiem NMP geloest und 4 h bei [60C] geruehrt. Anschliessend wurde das Reaktionsgemisch mit 125 [ML] einer halbkonzentrierten waessrigen [NAHC03-LoeSUNG] verduennt und 3 mal mit je 100 ml EE extrahiert. Ueber [NA2SO4] wurde getrocknet und das Solvens im Vakuum entfernt. An Kieselgel wurde mit DIP chromatographiert und man erhielt 380 mg eines farblosen Oels. Rf [(DIP)] [= 0.] 21 MS [(DCI)] : 335

The synthetic route of 637031-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AVENTIS PHARMA DEUTSCHLAND GMBH; WO2003/106410; (2003); A1;,
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Reference of 108-16-7, 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 108-16-7 as follows.

EXAMPLE 42 N-{5-chloro-2-[2-(dimethylamino)-1-methylethoxy]phenyl}-N’-(5-cyano-2-pyrazinyl)urea The desired product (2.9 mg, 6%) was prepared by substituting 1-(dimethylamino)-2-propanol (10.3 mg, 0.10 mmol) for 2-cyclohexen-1-ol in Example 1. MS (ESI(-)) m/z 373 (M-H)-; 1H NMR (500 MHz, DMSO-d6) delta 10.90 (s, 1H), 9.90 (br s, 1H), 8.96 (s, 1H), 8.95 (s, 1H), 8.29 (d, J=2.5 Hz, 1H), 7.28 (d, J=8.7 Hz, 1H), 7.15 (dd, J=8.7, 2.5 Hz, 1H), 3.96-4.07 (m, 1H), 3.42-3.55 (m, 2H), 2.88 (s, 6H), 1.26 (d, J=5.9 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,108-16-7, its application will become more common.

Reference:
Patent; Li, Gaoquan; Li, Qun; Li, Tongmei; Lin, Nan-Horng; Mantei, Robert A.; Sham, Hing L.; Wang, Gary T.; US2004/259885; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 3391-86-4, Oct-1-en-3-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, Computed Properties of C8H16O, blongs to alcohols-buliding-blocks compound. Computed Properties of C8H16O

General procedure: A solution containing 6.4 × 10-3mmol of precatalyst and0.13 mmol of substrate (20 equiv.) in 2 mL of THF was transferred into a 5 mL glass vial which was then placed under argon into a stainless steel autoclave equipped with a magnetic stirring bar. The reaction vessel was pressurized with H2 to 30 bar and stirred for the desired time at room temperature. Then pressure was released andthe reaction vessel was stirred for the desired time at controlledtemperature under a dihydrogen atmosphere at 1 bar. Alterna-tively, after venting the H2pressure used for the catalyst activation,the residual H2was purged with argon by continuous flushingbefore continuing the reaction. The pure products were obtainedby chromatography of the reaction mixture on silica gel using dichloromethane as eluent and then analyzed by NMR spectrosopyand chiral GC for the determination of the yields and enantiomeric excesses.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3391-86-4, Oct-1-en-3-ol, and friends who are interested can also refer to it.

Reference:
Article; Titova, Ekaterina M.; Rahaman, S.M. Wahidur; Shubina, Elena S.; Poli, Rinaldo; Belkova, Natalia V.; Manoury, Eric; Journal of Molecular Catalysis A: Chemical; vol. 426; (2017); p. 376 – 380;,
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