Month: March 2021

Reference of 25574-11-2, 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.25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol, molecular formula is C9H11BrO, molecular weight is 215.087, as common compound, the synthetic route is as follows.

Under a nitrogen atmosphere, DPPA (diphenylphosphoryl azide) (2 eq) and l,8-Diazabicycloundec-7-ene (DBU) (2 eq) were subsequently added to a cooled (0 C) solution of the corresponding alcohol (4) (1 eq) in dry Nu,Nu’- dimethylformamide (0.4 M). After 0.5 h. NaN3 (2 eq) was added and the reaction mixture was heated for 3 h. at 100 C. After cooling to room temperature, the reaction was worked up by dilution with water and extraction with diethyl ether (x5). The combined organic layers were washed with water (x2), brine (xl), dried over sodium sulfate and concentrated in vacuo. Finally the crude material was purified by column chromatography to give the desired azide 3-(l-(8-azidooctyl)-lH-l,2,3-triazol-4-yl)pyridine ; The title compound was prepared from (54) according to the general procedure of example 5, but the reaction mixture was heated to 50 C for 24 h. The crude material was purified by column chromatography using PE/EtOAc 98:2 as eluant, to give a colorless oil; yield 79%; IR (KBr) 2941, 2097, 1488, 1254, 1072, 1011, 831, 795 cm”1; 1H- MR (300 MHz, CDC13) delta 7.41 (dd, J = 6.4/1.8 Hz, 2-H), 7.06 (dd, J = 6.4/1.8 Hz, 2-H), 3.28 (t, J= 6.7 Hz, 2-H), 2.66 (t, J = 7.3 Hz, 2-H), 1.88(quint, J = 6.7 Hz, 2-H) ppm; 1 C-NMR (75 MHz, CDC13) delta 139.9, 131.7, 130.3, 120.0, 50.6, 32.2, 30.4 ppm.

The chemical industry reduces the impact on the environment during synthesis 25574-11-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; UNIVERSITA DEGLI STUDI DEL PIEMONTE ORIENTALE “AMEDEO AVOGADRO”; GENAZZANI, Armando A.; TRON, Gian Cesare; GALLI, Ubaldina; TRAVELLI, Cristina; CUZZOCREA, Salvatore; GROSA, Giorgio; SORBA, Giovanni; CANONICO, Pier Luigi; WO2014/178001; (2014); A1;,
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Electric Literature of 2077-19-2, 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.2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, molecular weight is 215.09, as common compound, the synthetic route is as follows.

A flask was charged with 2-(4-bromophenyl)propan-2-ol (5.00 g, 23.3 mmol, Bioorg. Med. Chem. Lett. 2007, 17, 662), 4,4,4 45,5,55′-octamethyl-2,2′-bi(l,3,2- dioxaborolane) (6.49 g, 25.6 mmol), KOAc (6.84 g, 69.7 mmol), PdCl2(dppf) (0.949 g, 1.16 mmol) and DMSO (155 mL). The mixture was heated to about 80 C for about 4 h. After cooling to rt, the mixture was partitioned between brine (400 mL) and EtOAc (100 mL). The organic layer was isolated and the aqueous phase was extracted with two further portions of EtOAc (2 x 50 mL). The organic layers were combined, washed with brine (5 x 100 mL), dried over anhydrous MgS04 and concentrated in vacuo. The crude material was purified by silica gel flash chromatography with a gradient of 0 to 100% EtOAc/hexanes to give 2-(4-(4,4,5,5-Tetramethyl-l,3,2-dioxaborolan-2- yl)phenyl)propan-2-ol (2.76 g, 45%): 1H NMR (d-DMSO) delta 7.80 (s, J = 8, 2H), 7.50 (s, J = 8, 2H), 1.58 (s, 6H), 1.34 (s, 12H).

Statistics shows that 2077-19-2 is playing an increasingly important role. we look forward to future research findings about 2-(4-Bromophenyl)propan-2-ol.

Reference:
Patent; ABBVIE INC.; LI, Bin; BREINLINGER, Eric; DAVIS, Heather; HOEMANN, Michael; LI, Biqin; SOMAL, Gagandeep; VAN EPPS, Stacy; WANG, Lu; WO2014/169473; (2014); A1;,
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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. 2043-47-2, name is 1H,1H,2H,2H-Nonafluoro-1-hexanol. A new synthetic method of this compound is introduced below., Recommanded Product: 1H,1H,2H,2H-Nonafluoro-1-hexanol

First, 26.4 g of 2-(perfluorobutyl)ethanol and 75 ml of dehydrated methylene chloride were put in a 200 ml flask provided with a calcium chloride tube, and cooled to 5 C. Then, 35.27 g of trifluoromethanesulfonic anhydride was dropped to the mixture while being stirred. Subsequently, 12.65 g of triethylamine was dropped to the mixture while being stirred. After the dropping, the resultant mixture was stirred for 24 hours. The resultant reaction solution was washed with 30 ml of water, further washed with 30 ml of 3% sulfuric acid, again washed with 30 ml of water, and dried with sodium sulfate. The solvent was then distilled off. The residue was distilled (b.p. 88 C. to 90 C./28 mmHg), to obtain 35.26 g (Y: 91.8%) of 2-(perfluorobutyl)ethyl trifluoromethanesulfonate. The purity of the resultant compound was 94.2% as measured by GC.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 2043-47-2, 1H,1H,2H,2H-Nonafluoro-1-hexanol.

Reference:
Patent; Sharp Kabushiki Kaisha; Kanto Kagaku Kabushiki Kaisha; US6388146; (2002); B1;,
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Related Products of 37585-16-3 , The common heterocyclic compound, 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol, molecular formula is C7H8ClNO, 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: To an oven-dried 15 mL sealed tube were added 2-aminophenylmethanol 1 (0.425 mmol), benzonitrile 2(0.25 mmol), Ru cat. b (1.94 mg, 1 mol%), and KOtBu (14.02 mg, 0.5equiv) intamyl alcohol (1 mL) under an air atmosphere. The sealedtube was capped and heated at 130C for 2 h. The reaction mixturewas cooled down to room temperature and directly concentratedunder vacuum. The crude mixture was puried by preparative thin-layer-chromatography (petroleum ether/ethyl acetate 20/1) togive the desired product 3 or 4.

The synthetic route of 37585-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wan, Xiao-Min; Liu, Zi-Lin; Liu, Wan-Qing; Cao, Xiao-Niu; Zhu, Xinju; Zhao, Xue-Mei; Song, Bing; Hao, Xin-Qi; Liu, Guoji; Tetrahedron; vol. 75; 18; (2019); p. 2697 – 2705;,
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Adding a certain compound to certain chemical reactions, such as: 16545-68-9, Cyclopropanol, 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, Safety of Cyclopropanol, blongs to alcohols-buliding-blocks compound. Safety of Cyclopropanol

Cyclopropanol (113 mg,1.94 mmol) was added to NaHMDS (1 M,2.07 mL, 2.07 mmol) at 0 C under nitrogen. The mixture wasstirred at 0 C for 0.5 h. Compound 76 (300 mg, 646 mmol) in THF(3 mL) was then added dropwise. The mixture was stirred at 25 Cfor 1 h. TLC showed that starting material 76 was depleted. Thereaction was quenched with aqueous saturated ammonium chloride solution, extracted with ethyl acetate (20 mL 3), and washedwith brine (20 mL 2). The organic layer was dried with anhydroussodium sulfate and concentrated to give a residue. The residue wasdissolved in acetonitrile (3 mL) and purified by preparative HPLC togive compound 61 (82 mg, 208 mmol, 32.2% yield, 98.6% purity). 1HNMR (400 MHz, chloroform-d) d (ppm) 7.38e7.86 (m, 7H), 5.32 (br,s, 1H), 4.51e4.65 (m, 1H), 4.13e4.24 (m, 1H), 3.68e3.84 (m, 4H),3.08e3.15 (m, 2H),1.61 (d, J 4.0 Hz, 6H), 0.88 (br, s, 2H), 0.74e0.75(m, 2H). 13C NMR (126 MHz, DMSO-d6) d (ppm) 168.34, 153.56,140.90, 140.77, 140.59, 137.94, 135.48, 131.21, 130.97, 130.75, 130.55,129.25, 128.99, 128.83, 127.92, 127.71, 126.78, 119.09, 118.30, 118.08,117.55, 68.82, 68.11, 67.95, 53.75, 30.61, 30.02, 29.95, 29.39, 22.41,5.79, 5.76. ESI-TOF HRMS: m/z 395.1974 (C23H26N2O4 H requires395.1973).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16545-68-9, Cyclopropanol, and friends who are interested can also refer to it.

Reference:
Article; Lin, Wenwei; Yang, Lei; Chai, Sergio C.; Lu, Yan; Chen, Taosheng; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 505 – 528;,
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Reference of 3068-00-6 ,Some common heterocyclic compound, 3068-00-6, molecular formula is C4H10O3, 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.

Synthesis of 2,2-Dilinoleyl-4-(2-hydroxyethylH1 ,31-dioxolane (II)A mixture of dilinoleyl ketone (I, previously prepared as described in Example 1 , 527 mg, 1.0 mmol), 1 ,3,4-butanetriol (technical grade, ca. 90%, 236 mg, 2 mmol) and pyridinium p-toluenesulfonate (50 mg, 0.2 mmol) in 50 mL of toluene was refluxed under nitrogen overnight with a Dean-Stark tube to remove water. The resulting mixture was cooled to room temperature. The organic phase was washed with water (2 x 30 mL), brine (50 ml_), and dried over anhydrous Na2SO4. Evaporation of the solvent resulted in a yellowish oily residual (0.6 g). The crude product was purified by column chromatography on silica gel (230-400 mesh, 100 mL) with dichloromethane as eluent. This afforded 0.5 g of pure H as colourless o. 1H NMR (400 MHz, CDCI3) delta: 5.25- 5.48 (8H, m, 4 x CH=CH), 4.18-4.22 (1 H, m, OCH), 4.08 (1 H, dd, OCH), 3.82 (2H, t, OCH2), 3.53 (1 H, t, OCH), 2.78 (4H, t, 2 x C=C-CH2-C=C), 2.06 (8H, q, 4 x allylic CH2), 1.77-1.93 (2H, m, CH2), 1.52-1.68 (4H, m, 2 x CH2), 1.22-1.45 (32H, m), 0.86-0.94 (6H, t, 2 x CH3) ppm.

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. 3068-00-6, 1,2,4-Butanetriol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TEKMIRA PHARMACEUTICALS CORPORATION; THE UNIVERSITY OF BRITISH COLUMBIA; HOPE, Michael, J.; SEMPLE, Sean, C.; CHEN, Jianxin; MADDEN, Thomas, D.; CULLIS, Pieter, R.; CIUFOLINI, Marco, A.; LAHERTY, Carol, D.; MUI, Barbara; WO2010/42877; (2010); A1;,
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Application of 929-06-6 , The common heterocyclic compound, 929-06-6, name is 2-(2-Aminoethoxy)ethanol, molecular formula is C4H11NO2, 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 2-(2-aminoethoxy)ethanol (99.52 g) and ethyl acetate (200 mL) was added dropwise a mixture of di-tert-butyl dicarbonate (208.57 g) and ethyl acetate (50 mL) under ice-cooling. The reaction solution was stirred at room temperature for 60 hrs, and concentrated under reduced pressure. The residue was dissolved in ethyl acetate (500 mL), and washed with water (200 mL), 1 N hydrochloric acid (200 mL), water (300 mL), and saturated brine (300 mL), followed by drying over anhydrous sodium sulfate. The solution was concentrated under reduced pressure to give tert-butyl [2-(2-hydroxyethoxy)ethyl]carbamate as colorless oil (169.2 g).1 H-NMR (cdcl3) : 1.45 (9H,s), 3.33(2H,q,J=5.1Hz), 3.54-3.59(4H,m), 3.74 (2H, q, J=5. 1Hz), 4.88(2H,bs).

The synthetic route of 929-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1602362; (2005); A1;,
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Synthetic Route of 15518-10-2, 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. 15518-10-2, name is 3-Amino-2-methylpropan-1-ol, 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.

7-[(4-fluorophenyl)methyl]-4-hydroxy-N-(3-hydroxy-2-methylpropyl)-2-oxo-1-[2-(2-oxo-1-piperidinyl)ethyl]-1,2-dihydro-1,5-naphthyridine-3-carboxamide This compound was prepared from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1-[2-(2-oxo-1-piperidinyl)ethyl]-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 3-amino-2-methyl-1-propanol using methods similar to Example 563 to provide an orange solid: 1H NMR (300 MHz, DMSO-d6) delta ppm 0.89 (d, J=6.95 Hz, 3H) 1.52-1.65 (m, 4H) 1.79-1.88 (m, 1H) 2.03 (t, J=6.00 Hz, 2H) 3.20-3.47 (m, 6H) 3.51 (t, J=6.00 Hz, 2H) 4.16 (s, 2H) 4.40 (t, J=6.11 Hz, 2H) 4.64 (s, 1H) 7.11-7.17 (m, 2H) 7.38-7.43 (m, 2H) 8.20 (d, J=1.47 Hz, 1H) 8.56 (d, J=1.47 Hz, 1H) 10.38 (t, J=5.90 Hz, 1H) 17.24 (s, 1H); ES+MS: 511 (M+H+).

According to the analysis of related databases, 15518-10-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ViiV Healthcare Company; Shionogi & Co., Ltd.; JOHNS, Brian Alvin; BOROS, Eric Eugene; KAWASUJI, Takashi; KOBLE, Cecilia S.; KUROSE, Noriyuki; MURAI, Hitoshi; SHERRILL, Ronald George; WEATHERHEAD, Jason G.; US2015/225399; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 6006-82-2, 2-(Benzo[d][1,3]dioxol-5-yl)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, name: 2-(Benzo[d][1,3]dioxol-5-yl)ethanol, blongs to alcohols-buliding-blocks compound. name: 2-(Benzo[d][1,3]dioxol-5-yl)ethanol

B. 1-Acetoxy-2-[(3,4-methylenedioxy)phenyl]ethane To a stirred solution of 2-(3,4-methylenedioxy)phenyl-1-ethanol (1.68 g, 10 mmol) in dry pyridine was added acetic anhydride and the resultant reaction mixture was stirred at 80 C. for 1h. The reaction mixture was poured into ice-water and was extracted with ether (2*75 mL). The combined ether extract was washed with water (2*50 ml), 5% Hcl (2*50 mL) and then with 5% NaHCO3 (2*50 mL). The organic layer was dried over magnesium sulfate and the solvent was removed under reduced pressure to give 1-acetoxy-2-[(3,4-methylenedioxy)phenyl]ethane as a solid (1.7 g, 81% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6006-82-2, 2-(Benzo[d][1,3]dioxol-5-yl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Texas Biotechnology Corp.; US6248767; (2001); B1;,
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Adding a certain compound to certain chemical reactions, such as: 107-75-5, 7-Hydroxy-3,7-dimethyloctanal, 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, Quality Control of 7-Hydroxy-3,7-dimethyloctanal, blongs to alcohols-buliding-blocks compound. Quality Control of 7-Hydroxy-3,7-dimethyloctanal

General procedure: Amine (0.1 mmol) in MeOH (2 mL) was treated with an equimolaramount of aldehyde in MeOH (1 mL), held at 20C for 12 h, and evaporated. PMR and 13C NMR spectra of imines (+)-12 and(+)-(13) agreed with the literature [21] for (-)-(12) and (-)-(13). The yields of imines (+)- and (-)-(12) were 98 and 97%,respectively; of (+)- and (-)-(13), 96%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,107-75-5, 7-Hydroxy-3,7-dimethyloctanal, and friends who are interested can also refer to it.

Reference:
Article; Zakharenko; Mozhaitsev; Suslov; Korchagina; Volcho; Salakhutdinov; Lavrik; Chemistry of Natural Compounds; vol. 54; 4; (2018); p. 672 – 676; Khim. Prir. Soedin.; 4; (2018); p. 569 – 572,4;,
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