Tag: M.W=100-200

Application of 19064-18-7, Adding some certain compound to certain chemical reactions, such as: 19064-18-7, name is (2,6-Difluorophenyl)methanol,molecular formula is C7H6F2O, 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 19064-18-7.

To a solution of 2.71 g of (2,6-difluorophenyl)methanol [CAS No.: 19064-18-7] (18.8 mmol, 1.3 eq.) in 120 ml of 1,2-dimethoxyethane were added 4.86 g of potassium tert-butoxide (43.3 mmol, 3.0 eq.) and the mixture was stirred at RT for 60 min. Subsequently, 2.60 g of 2-amino-3-chloro-5-methylpyrazine hydrochloride [CAS No.: 89182-14-9] (14.4 mmol, 1.0 eq.) were added and the mixture was stirred at 80 C. overnight. After cooling to room temperature, saturated aqueous sodium hydrogencarbonate solution was added and the aqueous phase was extracted three times with dichloromethane. The combined organic phases were washed with saturated aqueous sodium chloride solution, dried with magnesium sulphate, filtered and concentrated. The residue was purified by means of Biotage Isolera (340 g silica gel cartridge, cyclohexane/ethyl acetate gradient, 10%->72% ethyl acetate). 1.77 g of the title compound were obtained (39% of theory; 85% purity). (0942) LC-MS (Method 2): Rt=0.94 min (0943) MS (ESpos): m/z=252 (M+H)+ (0944) 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=2.20 (s, 3H), 5.35 (s, 2H), 5.88 (s, 2H), 7.09-7.23 (m, 2H), 7.37 (s, 1H), 7.46-7.57 (m, 1H).

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. 19064-18-7, (2,6-Difluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; VAKALOPOULOS, Alexandros; FOLLMANN, Markus; HARTUNG, Ingo; BUCHGRABER, Philipp; JAUTELAT, Rolf; LINDNER, Niels; WUNDER, Frank; STASCH, Johannes-Peter; REDLICH, Gorden; Dietz, Lisa; LI, Volkhart Min-Jian; (85 pag.)US2016/176880; (2016); A1;,
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Electric Literature of 1475-13-4 ,Some common heterocyclic compound, 1475-13-4, molecular formula is C8H8Cl2O, 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 4-chloro-2-trichloromethylquinazoline 1 (0.2 g, 0.71 mmol), DMAP (26 mg, 0.21 mmol, 0.3 equiv) and adequate alcohol derivative (0.85 mmol, 1.2 equiv) in toluene (3 mL) was introduced in miniaturized sealed reactor (5mL). The reaction mixture was irradiated in a monomode microwave oven, for 1 h at 130C. After removal of the toluene under reduced pressure, the residue was purified by silica gel column chromatography and recrystallized from appropriate solvent. 4.1.16 4-(1-(2,4-Dichlorophenyl)ethoxy)-2-(trichloromethyl)quinazoline (14) Yield 69%. Brown powder. Mp 123 C, (isopropanol). 1H NMR (200 MHz, CDCl3) delta = 8.31 (d, J = 8 Hz, 1H), 8.07 (d, J = 8 Hz, 1H), 7.96-7.87 (m, 1H), 7.69 (t, J = 7 Hz, 1H), 7.49-7.39 (m, 2H), 7.20 (dd, J = 2 Hz; 8 Hz, 1H), 6.78 (q, J = 7 Hz, 1H), 1.81 (d, J = 7 Hz, 3H) . 13C NMR (50 MHz, CDCl3) delta = 165.3, 159.2, 150.8, 135.3, 131.6, 130.8 129.4, 129.3, 129.0, 128.6, 123.4, 115.4, 96.9, 72.7, 21.0. LC-MS (ESI+) tR 6.02 min, m/z [M + H]+ 434.74/436.86/438.81. MW: 436.55 g/mol. Anal. Calcd for C17H11Cl5N2O: C, 46.77; H, 2.54; N, 6.42. Found: C, 46.41; H, 2.52; N, 6.51.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1475-13-4, its application will become more common.

Reference:
Article; Gellis, Armand; Primas, Nicolas; Hutter, Sebastien; Lanzada, Gilles; Remusat, Vincent; Verhaeghe, Pierre; Vanelle, Patrice; Azas, Nadine; European Journal of Medicinal Chemistry; vol. 119; (2016); p. 34 – 44;,
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Electric Literature of 558-42-9, 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 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows.

To the mixture of 6-(3-Bromo-5-chloro-4-hydroxyphenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one (Reference example 87, 300 mg) was dissolved in ethanol-water (4 : 1, 10 mL) were added 1-chloro-2-methyl-2-propanol (0.388 mL) and potassium carbonate (522 mg). The reaction mixture was refluxed for 8 hours. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate, and filtrated, and the solvent was removed. The obtained crude product was purified by silica gel column chromatography (heptane : ethyl acetate = 67 : 33 to 33 : 67). The obtained solid was recrystallized from 2-propanol to afford the title compound as a white powder (107 mg).Melting point : 176.6-178.2°C

According to the analysis of related databases, 558-42-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; KATOH, Takahiro; IIDA, Masatoshi; TERAUCHI, Yuki; YAMAGUCHI, Kazuya; HIROSE, Toshiyuki; YOKOYAMA, Fumiharu; NISHIMORI, Hikaru; OBUCHI, Yutaka; NABESHIMA, Hiroshi; TAKAKI, Emiri; (250 pag.)WO2017/150654; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 372-30-5, Ethyl 4,4,4-trifluoro-3-hydroxybutyrate, 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, COA of Formula: C6H9F3O3, blongs to alcohols-buliding-blocks compound. COA of Formula: C6H9F3O3

(1) Protection of a hydroxyl group of ethyl 4,4,4-trifruolo-3-hydroxybutyrate with dihydropyran With stirring, 7 ml of conc. hydrochloric acid was added dropwise to a mixture of 33.4 g of R-(+)-ethyl 4,4,4-trifluoro-3-hydroxybutyrate and 22.6 g of dihydropyran under ice cooling. After the dropwise addition, stirring continued at room temperature for another 5 hours. The reaction mixture was poured into ice water, neutralized with sodium hydrogen carbonate, and then extracted with methylene chloride. After drying, the solvent was evaporated. The residue was distilled under reduced pressure of 6 mmHg to obtain 41.3 g of final ethyl 4,4,4-trifluoro-3-tetrahydropyranyloxybutyrate (1) (yield 85 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,372-30-5, Ethyl 4,4,4-trifluoro-3-hydroxybutyrate, and friends who are interested can also refer to it.

Reference:
Patent; Mitsubishi Gas Chemical Company, Inc.; US5264150; (1993); A;,
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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 23147-58-2, name is Glycerol aldehyde dimer. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 23147-58-2

Example B39; 2-((2R,3aR,12bS)-2-[(dimethylamino)methyl]-11-fluoro-3,3a,8,12b-tetrahydro- dibenzo[3,4:6,7]cyclohepta[1,2-b]pyrrol-l(2H)-yl)ethanol (final compound 39); Hydroxyacetaldehyde dimer (2,5-dihydroxy-l,4-dioxane) (240 mg, 2.0 mmol) was dissolved in MeOH (25 mL) and stirred at 40C for 30 minutes, then amine compound 37 (124 mg, 0.40 mmol) was added and stirring at 40 C continued for another 30 minutes. After cooling down to room temperature, AcOH (120 mg, 2.0 mmol) was EPO added, followed by sodium cyanoborohydride (188 mg, 3.0 mmol) and the resulting mixture was stirred for 2 hours. After this time it was quenched with concentrated HCl (2 mL), treated with solid NaHCO3 (2.94 g, 35 mmol), IN sodium hydroxide (3 mL). About 20 mL of MeOH was removed in vacuo, the residue diluted with water (30 mL), and extracted with EtOAc (3 x 30 mL). The combined organics were washed with water (5 x 25 mL), brine (30 mL), dried (K2CO3), evaporated in vacuo and purified by column chromatography (Kieselgel 60, 230-400 mesh, CH2Cl2-MeOH 95/5 to 90/10 to 85/15) to give amine compound 39 (80 mg, 0.244 mmol, 61 %) as colorless oil.HRMS Calcdfor C22H27FN2O: 354.2107; Found: 354.2107.

With the rapid development of chemical substances, we look forward to future research findings about 23147-58-2.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/61392; (2006); A2;,
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Reference of 3562-73-0, 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. 3562-73-0, name is 1-(4-Biphenylyl)ethanol. A new synthetic method of this compound is introduced below.

General procedure: Under an N2 atmosphere, a mixture of secondary alcohol (0.5 mmol), primary alcohol (0.6 mmol), 1a (5 mol %), NaOH (0.1 mmol), 4 A molecular sieve (0.6 g), and toluene (1.5 mL) was added into a 25 mL Schlenk tube equipped with a stirring bar. The mixture was heated to 120 C under a slow and steady N2 flow for 24 h. After cooling to ambient temperature, 6 mL water was added and the aqueous solution extracted with ethyl acetate (3 x 5 mL). The combined extracts were dried over anhydrous Na2SO4, and concentrated under reduced pressure. The crude product purified on a short flash chromatography column.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3562-73-0, its application will become more common.

Reference:
Article; Zhang, Shi-Qi; Guo, Bin; Xu, Ze; Li, Hong-Xi; Li, Hai-Yan; Lang, Jian-Ping; Tetrahedron; vol. 75; 47; (2019);,
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Adding a certain compound to certain chemical reactions, such as: 4254-29-9, 2,3-Dihydro-1H-inden-2-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, name: 2,3-Dihydro-1H-inden-2-ol, blongs to alcohols-buliding-blocks compound. name: 2,3-Dihydro-1H-inden-2-ol

General procedure: To a dry 25 mL, bottomed flask equipped with a Dean-Stark trap containing a plug of 4A molecular sieves (pellets) and topped with a reflux condenser was added of Fe(acac)3 ( 36 mg, 0.10 mmol, 5 mol%) and a solution of methyl bezoate (272 mg, 256 .L, 2.0 mmol), benzyl alcohol (216 mg, 208 .L, 2.0 mmol) and triphenyl methane (488 mg, 2 mmol, as internal standard) in heptane (20 mL). The mixture was heated to reflux (105 C) for an indicated time periods. After completion of the reaction as monitored by TLC, 1H NMR and GC, the reaction mixture was cooled to room temperature and the solvent was evaporated. The crude product was purified by column chromatography on silica gel to afforded benzyl benzoate 403 mg, 95% yield. The product obtained was characterized by 1H, 13C NMR, ESI-MS or GC-MS spectroscopic methods. The conversions of the products determined by GC are based on triphenyl methane as an internal standard and are response-corrected based on authentic samples.

The synthetic route of 4254-29-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Weng, Shiue-Shien; Ke, Chih-Shueh; Chen, Fong-Kuang; Lyu, You-Fu; Lin, Guan-Ying; Tetrahedron; vol. 67; 9; (2011); p. 1640 – 1648;,
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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 13330-96-6, name is 4-(Dimethylamino)butan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H15NO

Example 974-(Dimethylamino)butyl 2-(3-((2-ammo-4-(butylammo)-6-methylpyrimidin-5- yl)methyl)-4-methoxyphenyl)acetate, saccharin salt HATU (382 mg) was added to a stirred solution of the product from example 83 step (iv)(300 mg), 4-(dimethylamino)-l-butanol (196mg) and triethylamine (0.233ml) in DMF(3mL). The mixture was stirred at rt for Ih and then diluted with MeCN (2mL) and purified via RPHPLC. The purified product was dissolved in MeCN (ImL) and saccharin(14.84mg) was added and the solution was stirred for lOmin. The solvent was evaporated under reduced pressure and the residue was triturated with diethyl ether to give the title compound as a white solid, 31 mg.1H NMR DMSOdO: delta 7.66 – 7.55 (m, 7H), 7.10 (dd, IH), 6.96 (d, IH), 6.72 (d IH), 4.00 (t, 2H), 3.83 (s, 3H), 3.68 (s, 2H), 3.53 (s, 2H), 3.42 – 3.33 (m, 2H), 3.02 – 2.93 (m, 2H),2.71 (s, 6H), 2.10 (s, 3H), 1.68 – 1.51 (m, 4H), 1.47 (q, 2H), 1.27 – 1.15 (m, 2H), 0.85 (t,3H)LC-MS m/z 458 multimode +

With the rapid development of chemical substances, we look forward to future research findings about 13330-96-6.

Reference:
Patent; ASTRAZENECA AB; DAINIPPON SUMITOMO PHARMA CO., LTD; WO2009/67081; (2009); A1;,
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Reference of 931-17-9, 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 931-17-9, name is 1,2-Cyclohexanediol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE IV Cyclohexane-1, 2-diol (11.6 g.), RuCl3.1 -3H2 O(0.05 g.) and hexane (100 ml.) were added to the reactor of Example I. 100 g. of 40% peracetic acid were added and the reaction conducted as in Example I. This run resulted in a conversion of 81.5% and a molar selectivity to adipic acid of 80% was obtained.

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 931-17-9, 1,2-Cyclohexanediol.

Reference:
Patent; Atlantic Richfield Company; US3997578; (1976); A;,
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Application of 27489-62-9 ,Some common heterocyclic compound, 27489-62-9, 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.

To a solution of 6-chloro-3-(7-methoxythieno[3,2-c]pyridin-2-yl)imidazo[1,2-b]pyridazine (20 mg, 0.0631 mmol, 1.0 equiv) in DMSO (2.0 mL) was added p-toluene sulfonic acid monohydrate (12 mg, 0.0631 mmol, 1.0 equiv) and amine (36 mg, 0.316 mmol, 5.0 equiv) and heated to 100 C. for 24 h. The reaction mixture was diluted with water and extracted with ethyl acetate. Purification by column chromatography using 5% methanol in dichloromethane elution gave 20 mg of the yellow solid, 80%. [0598] Compound 213, 217 was physically characterized by electrospray ionization mass spectrometry. Structures and molecular masses are given below in Table 59.

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. 27489-62-9, trans-4-Aminocyclohexanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Califia Bio, Inc.; GOODFELLOW, VAL S.; NGUYEN, THONG X.; RAVULA, SATHEESH B.; GELBARD, HARRIS A.; US2014/256733; (2014); A1;,
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