Month: January 2021

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 56456-49-6, name is 4-Chloro-2-fluorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H6ClFO

Step 2: (3S,4 ?)-4-chloro-2-fluorobenzyl 4-(([l,2,4]triazolo[4,3-o]pyrazin-5-ylamino)-methyl)-3- fluoropiperidine-l-carboxylate [0239] To a solution of (4-chloro-2-fluorophenyl)methanol (136 mg, 0.85 mmol) in dried DMSO (5 mL) was added CDI (145 mg, 0.93 mmol) at room temperature. After stirring for 1.5 hrs, A/-(((3S,4 ?)-3- fluoropiperidin-4-yl)methyl)-[l,2,4]triazolo[4,3-o]pyrazin-5-amine dihydrochloride salt (250 mg, 0.77 mmol) was added. The reaction mixture was heated to 50 C under N2 atmosphere, overnight. The mixture was allowed to cool to room temperature and diluted with EtOAc. The organic layer was washed with water, brine, dried over Na2S04 and concentrated. The concentrate was purified by column chromatography over silica gel (DCM/MeOH = 30/1) to afford the title compound as a pale- yellow powder (140 mg, 42%). MS (ESI) calcd for C19H19CIF2N602: 436.1 ; found: 437.2 [M+H]. *H NMR (400 MHz, CD3OD) delta 9.09 (s, 1H), 7.69 (d, J = 4.8 Hz, 1H), 7.43 (t, J = 8.0 Hz, 1H), 7.30 (d, J = 4.8 Hz, 1H), 7.26-7.20 (m, 2H), 5.21-5.12 (m, 2H), 4.88-4.73 (m, 1H), 4.48-4.39 (m, 1H), 4.26-4.29 (m, 1H), 3.67-3.62 (m, 1H), 3.59-3.54 (m, 1H), 3.14-2.81 (m, 2H), 2.31-2.15 (m, 1H), 1.72-1.54 (m, 2H).

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, 56456-49-6, 4-Chloro-2-fluorobenzyl alcohol.

Reference:
Patent; RUGEN HOLDINGS (CAYMAN) LIMITED; SHAPIRO, Gideon; (239 pag.)WO2016/100349; (2016); A2;,
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Related Products of 7314-44-5 , The common heterocyclic compound, 7314-44-5, name is (2,4-Dimethoxyphenyl)methanol, molecular formula is C9H12O3, 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 alcohol (0.75 mmol), and catalyst Mo1 (13 mg,3.0 mol%) taken in 0.5 mL of water was stirred at 100 C under oxygenatmosphere (O2 bladder) and the stirring was continued for16-24 h as per requirement. The progress of reaction was monitoredby TLC. After completion of the reaction, ethyl acetate was added to the mixture. The aqueous phase was extracted with ethyl acetate 2-3 times. Then the combined organic extracts were driedover anhydrous sodium sulfate and the solvent was removed under reduced pressure. The crude product so obtained was purified by column chromatography using hexane-ethyl acetate as eluent. While the known products were characterized by spectroscopic techniques and compared with reported data and the new products 22b and 36b were characterized completely. The characterization detail is provided in supporting information section.

The synthetic route of 7314-44-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Thiruvengetam, Prabaharan; Chakravarthy, Rajan Deepan; Chand, Dillip Kumar; Journal of Catalysis; vol. 376; (2019); p. 123 – 133;,
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Synthetic Route of 100751-63-1 , The common heterocyclic compound, 100751-63-1, name is 6-Bromo-2-naphthylmethanol, molecular formula is C11H9BrO, 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.

(6-bromo-naphthalen-2-yl)-methanol (0.307 g, 1.29 mmol) obtained in Preparation Example 102 was dissolvedin 5 mL of acetonitrile. Thionyl-chloride (0.188 mL, 2.59 mmol) was added thereto at 0C, and the mixture was stirredat room temperature for 1 hour. The reaction solution was distilled under reduced pressure and purified by columnchromatography to obtain the title compound (0.248 g, 75%).1H-NMR (CDCl3) delta 8.00 (1H, s), 7.83-7.68 (3H, m), 7.58-7.53 (2H, m), 4.73 (2H, s).

The synthetic route of 100751-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG Chem, Ltd.; KIM, Young Kwan; PARK, Sang Yun; JOO, Hyun Woo; CHOI, Eun Sil; PAEK, Seung Yup; KANG, Seung Wan; KIM, Byung Gyu; LEE, Chang Seok; KIM, Sung Wook; LEE, Sang Dae; (369 pag.)EP3239143; (2017); A2;,
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Reference of 112-70-9, 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. 112-70-9, name is 1-Tridecanol. A new synthetic method of this compound is introduced below.

General procedure: To a solution of 2 (a salt of triethylamine,150mg) in pyridine (5ml), bis(2-oxo-3-oxazolidinyl)phosphinic chloride(120mg, 0.55mmol) and tridecan-1-ol (100 mg, 0.5mmol) were added andthe resulting mixture was stirred overnight at room temperature. The resultingsolution was concentrated to give a residue, which was extracted with CHCl3.The organic solution was washed with water and then concentrated. Theresidue obtained was purified by column chromatography (10:1 CHCl3-MeOH) to give the 500-N-Boc-protected intermediate of 5c (95mg, 62% fromcaprazene) as a colorless solid. Then, the solid was dissolved in a methanolsolution of 80% trifluoroacetic acid (2.7ml) and the solution was kept at roomtemperature for 1 h. The reaction solution was concentrated and diethyl etherwas added to the resulting syrup. The precipitate obtained was thoroughlywashed with diethyl ether and dried to give the colorless solid 5c (110mg,59% as an addition salt of bis-trifluoroacetic acid from caprazene).ESI-MS: m/z 740.4 (MH) ; [a]D19501 (c 0.5, H2O); 1H NMR(500MHz, DMSO-d6) d 0.86 (3H, t, J7Hz, CH3(CH2)12-), 1.20-1.30(20H, m, CH3(CH2)10CH2CH2-), 2.36 (3H, br s, 500 0-NCH3), 2.96 (3H, s,800 0-NCH3), 5.09 (1H, s, 100-H), 5.53 (1H, d, J2Hz, 10-H), 5.64 (1H, d,J8Hz, 5-H), 6.73 (1H, t, J7Hz, 3000-H), 7.63 (1H, d, J8Hz, 6-H), 11.33(1H, s, 3-NH). Anal. calc. for C35H57N5O12 2CF3COOH 3H2O: C 45.84, H6.41, N 6.85. Found: C 45.68, H 6.04, N 6.56.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,112-70-9, its application will become more common.

Reference:
Article; Takahashi, Yoshiaki; Igarashi, Masayuki; Miyake, Toshiaki; Soutome, Hiromi; Ishikawa, Kanae; Komatsuki, Yasuhiro; Koyama, Yoshiko; Nakagawa, Naoko; Hattori, Seiko; Inoue, Kunio; Doi, Norio; Akamatsu, Yuzuru; Journal of Antibiotics; vol. 66; 3; (2013); p. 171 – 178;,
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Synthetic Route of 504-63-2 ,Some common heterocyclic compound, 504-63-2, molecular formula is C3H8O2, 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: Synthesis of acetal protected aldehydes 1,3-Propanediol (1.5 eq.) and p-TSA (0.1 eq.) were added to a solution of aldehyde (5.0 mmol, 1.0 eq.) in toluene. The reaction was heated to reflux and left to stir for 7 hours. After cooling to room temperature, the reaction was washed with three portions of H2O, dried over MgSO4 and the solvent removed under reduced pressure to afford the crude acetal protected product. General procedure A was followed using 2-bromobenzaldehyde (925 mg, 5.00 mmol), followed by recrystallization from petrol:ether, to provide the title compound as white needles in 88% yield (1.07g, 4.40 mmol). m.p. 83-84 C; 1H NMR (300 MHz, CDCl3) deltaH: 7.69 (1H, dd, J = 7.8, 1.7 Hz, ArH), 7.52 (1H, dd, J = 8.0, 1.3 Hz, ArH), 7.33 (1H, td, J = 7.6, 1.2 Hz, ArH), 7.19 (1H, td, J = 7.7, 1.7 Hz, ArH), 5.76 (1H, s, CH), 4.29 (1H, dd, J = 5.1, 1.3 Hz, OCHAHB), 4.25 (1H, dd, J = 5.1, 1.3 Hz, OCHAHB), 4.03 (2H, td, J = 12.2, 2.4 Hz, OCH2), 2.32-2.16 (1H, m, CH2CHAHBCH2), 1.48-1.41 (1H,m, CH2CHAHBCH2); 13C{1H} NMR (75.5 MHz CDCl3) deltaC: 137.5, 132.6, 130.3, 128.0, 127.5, 122.3, 100.9, 67.6, 25.7; I.R (thinfilm) nu max (cm-1): 1594 (ArC=C), 1570 (ArC=C); HRMS (ESI): m/z calculated for C10H11BrO2: requires: 264.9840 for [M+Na]+; found: 264.9839.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,504-63-2, its application will become more common.

Reference:
Article; Peacock, Lucy R.; Chapman, Robert S. L.; Sedgwick, Adam C.; Bull, Steven D.; Mahon, Mary F.; Amans, Dominique; Organic Letters; vol. 17; 4; (2015); p. 994 – 997;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 52059-53-7, name is 2-(3-Fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C8H9FO

General procedure: In a dry sealed tube under argon were placed11b(0.56 mmol), 3-fluorobenzyl alcohol (1.68 mmol), cesium carbonate (0.84 mmol), copper iodide (0.056 mmol) (or copper(I) oxide), 1,10-phenanthroline (0.11 mmol) (or 3,4,7,8-tetramethyl-1,10-phenanthroline) in toluene (1.1 mL) and the mixture was heated at 130 C for 20 h. After completion of the reaction (monitored by TLC), the mixture was then cooled at room temperature and it was quenched with saturated aqueous NH4Cl (3 ¡Á 50 mL), extracted with EtOAc. The organic layers were dried over anhydrous MgSO4and concentrated in vacuo. The resulting residue was purified by flash column chromatography on silica gel (EtOAc: Acetone: Hexane = 1:1:15) to afford intermediatepre-9h.

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, 52059-53-7, 2-(3-Fluorophenyl)ethanol.

Reference:
Article; Kim, Juhyeon; Kim, Yoon Jung; Londhe, Ashwini M.; Pae, Ae Nim; Choo, Hyunah; Kim, Hak Joong; Min, Sun-Joon; Molecules; vol. 24; 18; (2019);,
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Reference of 5187-23-5, Adding some certain compound to certain chemical reactions, such as: 5187-23-5, name is (5-Ethyl-1,3-dioxan-5-yl)methanol,molecular formula is C7H14O3, 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 5187-23-5.

Example 24: Synthesis of Penta(cyclohexylamino)-mono(5-ethyl-1,3-dioxane-5- methyloxy)-decafluoro-phthalocyaninatozinc(II) [00164] FL6ZNPC (10 mg) was dissolved in 1-2 ml of cyclohexylamine and heated to 100C for 1 hour. The product was purified by silica gel chromatography using ethyl acetate as the eluent, and then added to a mixture of 1 ml 5-ethyl-1, 3-dioxane-5-methanol and 0.1 ml nBuLi, which had been stirred at room temperature for 15 minutes before. The whole reaction mixture was heated to 100-120C for 1 hour. The product was purified by silica gel chromatography using a mixture of hexanes : ethyl acetate = 1: 1 as the eluting solvent. A brown fraction was collected. The MALDI-MS shows the following substitution pattern: Cyclohexylamine 5-Ethyl-l, 3-dioxane-5-methanol nnlz 3 0 1100 4 0 1182 5 0 1261 4 1 1307 6 0 1338 5 1 1387 4 2 1432 5 2 1513 [00165] The reaction scheme for the synthesis of this product is provided in Figure 19.

According to the analysis of related databases, 5187-23-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; YORK UNIVERSITY; WO2005/33110; (2005); A1;,
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Related Products of 67853-03-6 ,Some common heterocyclic compound, 67853-03-6, molecular formula is C9H10O3, 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 163 (23.0 g, 138 mmol) in THF (300 mL) was added NaH (8.3 g, 207 mmol) at 0 C. Then the mixture was stirred at 25 C. for 30 min. Then CH3I (72.5 g, 511 mmol) was added dropwise and the mixture was stirred at 25 C. for 3 h. The mixture was quenched with HCl (1M) (240 mL) at 0 C. The reaction mixture was combined with a second reaction and extracted with EA (3¡Á400 mL). The organic phase was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under vacuum to the residue. The residue was purified by column (PE:EA=10:1 to 5:1) to afford 164 as yellow oil (12.0 g, 53% yield, 88% purity). [M+H]+ calcd for C10H12O3 181.09 found 181.3.

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. 67853-03-6, Methyl 3-(hydroxymethyl)benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Kulyk, Svitlana; Owens, Christina; Sullivan, Steven D.E.; Kozak, Jennifer; Hughes, Adam D.; (248 pag.)US2020/188370; (2020); A1;,
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Application of 3597-91-9, Adding some certain compound to certain chemical reactions, such as: 3597-91-9, name is [1,1′-Biphenyl]-4-ylmethanol,molecular formula is C13H12O, 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 3597-91-9.

Reference Example 50 4-Phenylbenzyl Bromide To a solution of 4-phenylbenzyl alcohol (1.00 g, 5.43 mmol) in a mixture of diisopropyl ether (10 mL) and chloroform (20 mL) was added phosphorus tribromide (0.98 g, 3.62 mmol) with ice-cooling and the mixture was stirred at room temperature for 1 hour. This reaction mixture was diluted with water and extracted with diisopropyl ether. The organic layer was washed with water and saturated aqueous sodium hydrogen carbonate solution, dried over MgSO4, and filtered. The filtrate was concentrated under reduced pressure and the residue was recrystallized from ethanol-hexane to provide 1.00 g of the title compound. Yield 75%. m.p. 86-88 C. 1H-NMR (CDCl3) delta: 4.55 (2H, s), 7.32-7.67 (9H, m).

According to the analysis of related databases, 3597-91-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6248766; (2001); B1;,
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Reference of 346-06-5, 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 346-06-5, name is (2-(Trifluoromethyl)phenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred mixture of Ph2PCl (6.0mmol), NaI (6.0 mmol) and anhydrous CH3CN (5 mL) was added alcohol 2 (1.0 mmol) at room temperature under argon atmosphere. The reaction mixture was stirred at 80 ¡ãC in oil bath for 12 h. When the reaction temperature was cooled to room temperature, aqueous Na2S2O3 (2.0 mL) was added to the reaction mixture, and stirred for another 10 minutes. The organic layer was extracted with dichloromethane, washed with brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by chromatography on silica gel to obtain the corresponding phosphine sulfoxide.

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 346-06-5, (2-(Trifluoromethyl)phenyl)methanol.

Reference:
Article; Ma, Yutao; Chen, Feng; Bao, Jifeng; Wei, Hao; Shi, Min; Wang, Feijun; Tetrahedron Letters; vol. 57; 23; (2016); p. 2465 – 2467;,
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