Tag: M.W=200-300

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. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, the common compound, a new synthetic route is introduced below. Formula: C9H7F6NO

Phenylacetyl chloride (940 mg, 6.10 mmol) was added to a solution of methyl 3- amino-2-thiophenecarboxylate (500 mg, 3.18 mmol) and triethylamine (640 mg, 6.30 mmol) in tetrahydrofuran (10 ml), and the resulting mixture was stirred at room temperature for 2 hours. At the end of this time, the reaction mixture was concentrated, and the residue was diluted with water and extracted with ethyl acetate. The organic layer was washed with a saturated sodium hydrogencarbonate solution, water and saturated aqueous sodium chloride solution successively, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue obtained was purified by preparative thin layer chromatography to yield pale yellow oil (290 mg, yield: 33percent). This product was dissolved in tetrahydrofuran (3 ml) and methanol (5 ml), and 10percent sodium hydroxide solution (5 ml) was added. The resulting mixture was stirred at room temperature for 36 hours. The reaction mixture was acidified with 1N-hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo to yield a pale purple solid. This product and triphenyl phosphite (282 mg, 0.91 mmol) was dissolved in pyridine (5 ml), and the mixture was stirred at 100°C for 2 hours. 2- (4-AMINOPHENYL)-1, 1, 1, 3,3, 3-hexafluoro-2-propanol (235 mg, 0.91 mmol) was added to the reaction solution, and the mixture was further stirred at 120°C for 4 hours. At the end of this time, the reaction mixture was concentrated in vacuo, and the residue was diluted with water and extracted with ethyl acetate. The organic layer was washed with 1N-hydrochloric acid and saturated aqueous sodium chloride solution successively, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue obtained was purified by silica gel column chromatography to yield a pale yellow solid. This product was further purified by preparative thin layer chromatography to yield the title compound as a colorless powder (57 mg, yield: 13percent). mp 257-258°C. IR (KBR) : VMAX 3248, 3088, 1660, 1551, 1268,1213, 1187,937, 708 CRN 1. H-NMR (400MHZ, DMSO-d6) : 8 8.89, (1H, s), 7.68 (2H, d, J = 8.6 Hz), 7.61 (1H, d, J = 5.5 Hz), 7.39 (1H, d, J = 5.5 Hz), 7.33 (2H, d, J = 8.6 Hz), 7.19-7. 08 (3H, m), 6.75 (2H, d, J = 6.3 Hz), 3.82 (2H, s). FABMS (m/z): 485 ([M+H] +).

The synthetic route of 722-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANKYO COMPANY, LIMITED; X-CEPTOR THERAPEUTICS, INC.; WO2003/106435; (2003); A1;,
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Synthetic Route of 1113-21-9, 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 1113-21-9, name is 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol. This compound has unique chemical properties. The synthetic route is as follows.

Example 5: 5E,9E,13E-Geranylgeranyl Acetone Synthesis[0141] Alternative synthesis of 5-trans Isomer: 5E,9E,13E-Geranylgeranyl acetone 1: The alternative synthesis of 5E,9E,13E-geranylgeranyl acetone 1 can be achieved as shown in the scheme-5.Scheme 5:[0142] The 5E, 9E, 13E-geranyl geranyl acetone (1) can be prepared by reacting 6E-10E- geranyl linalool (23) with diketene (24) catalyzed by DMAP in ethyl ether to give the ester 25. The ester 25 in the Carroll rearrangement using Al(OiPr)3 at elevated temperature can afford the desired 5E, 9E, 13E-geranyl geranyl acetone (1). In another approach, the GGA (1) can be prepared by treating geranyl linalool (23) with the Meldrum’s acid 26 in the Carroll rearrangement using Al(OiPr)3 at 160 C. Similarly, the use of tert-butyl acetoacetate (27) with geranyl linalool (23) in the Carroll rearrangement can also give the desired 5E, 9E, 13E-geranyl geranyl acetone (1).

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 1113-21-9, 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; BARRES, Ben A.; NAKAYAMA, Naoki; SERIZAWA, Hiroaki; ARGADE, Ankush B.; WO2012/31028; (2012); A2;,
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Electric Literature of 869725-53-1, 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. 869725-53-1, name is 2-Bromo-5-(trifluoromethyl)benzyl Alcohol, molecular formula is C8H6BrF3O, 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.

Step 3: 2-Bromo-5-trifluoromethyl-benzaldehyde[00420] 2-Bromo-5-(trifluoromethyl)benzyl alcohol (2.216g, 8.69mmol) and N- methylmorpholine-N-oxide (2.051g, 17.38mmol) were combined in CH2Cl2 (44mL) and MeCN (2.2mL). Tetrapropylammonium perruthenate (0.31 Ig, 0.87mmol) was added, and the reaction was stirred for 20 minutes at room temperature. Once no starting material was seen by analytical tic, the mixture was concentrated, and the residue was purified by silica gel chromatography to give the title compound.

According to the analysis of related databases, 869725-53-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMIRA PHARMACEUTICALS, INC.; HUTCHINSON, John, Howard; SEIDERS, Thomas, Jon; ARRUDA, Jeannie, M.; ROPPE, Jeffrey, Roger; WO2010/42652; (2010); A2;,
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Reference of 25574-11-2, Adding some certain compound to certain chemical reactions, such as: 25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol,molecular formula is C9H11BrO, 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 25574-11-2.

Step 2: l-Bromo-4-(3-methoxy-propyl)-benzene3-(4-Bromo-phenyl)-propan-l-ol (2.60g, obtained in example 130, step 1) was dissolved in THF (35mL). The mixture was cooled to 0C and sodium hydride (60% in mineral oil, 967mg) was added in four portions to the cold mixture. Stirring was continued at 0C for 1 hour. Then, iodomethane (1.13mL) was added dropwise over a period of 15 minutes to the reaction mixture. The mixture was warmed to room temperature over a period of 1 hour. The reaction mixture was poured into ice/water and was extracted two times with ethyl acetate. The combined organic layers were washed with brine, dried over Na2S04, filtered and the solvent was evaporated. The residue was purified by flash chromatography (silica gel, gradient of heptane in ethyl acetate) to give the title compound as a light yellow liquid (2.61g, 94%). MS (EI): 229.0 [M+].

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. 25574-11-2, 3-(4-Bromophenyl)propan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ACKERMANN, Jean; BRUGGER, Stephan; CONTE, Aurelia; HUNZIKER, Daniel; NEIDHART, Werner; NETTEKOVEN, Matthias; SCHULZ-GASCH, Tanja; WERTHEIMER, Stanley; WO2011/45292; (2011); A1;,
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Synthetic Route of 246232-73-5 ,Some common heterocyclic compound, 246232-73-5, molecular formula is C17H21NO2, 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.

Part II – Synthesis of 3-(tei”i-butyl-dimethyl-silanyloxy)-2-dibenzylamino-propan-l-ol [0317] 2-Dibenzylamino-propane-l ,3-diol (4.0 g, 15 mmol) and imidazole (1.8 g, 27 mmol) were combined in DMF (2.5 mL) and dichloromethane (100 mL). tert-Butyldimethylsilyl chloride (3.34 g, 22.1 mmol) was added and the reaction was stirred for one hour at room temperature. The reaction mixture was diluted with ethyl acetate and washed three times with water and brine, dried (Na2S04), concentrated, and purified by column chromatography (EtOAc/hexanes) to give 3-(tert-butyl-dimethyl-silanyloxy)-2-dibenzylamino-propan-l-ol. LCMS (ESI): calc. C23H35N02Si = 385; obs. M+H = 386.

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. 246232-73-5, 2-(Dibenzylamino)propane-1,3-diol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LYCERA CORPORATION; AICHER, Thomas; BARR, Kenneth; LAPOINTE, Blair; SIMOV, Vladimir; STEIN, Karin; THOMAS, William; TOOGOOD, Peter; VAN HUIS, Chad; WHITE, Catherine; WO2013/169704; (2013); A2;,
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Related Products of 2615-15-8 ,Some common heterocyclic compound, 2615-15-8, molecular formula is C12H26O7, 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 hexaethylene glycol (2.99 g, 10.6 mmol) in CH2CI2 (1 0 mL) were successively added tosyl chloride (2.22 g, 1 1.6 mmol 1.1 equiv), silver (I) oxide (3.68 g5 15,9 mmol, 1.5 equiv) and potassium iodide (0.352 g, 0.212 mmol, 0.2 equiv) at 0C. The mixture (0297) FontWeight=”Bold” FontSize=”10″ Besenius, P.; Cormaek, PAS,,: Ludlow, S.F.; Otto, 5,; Sherrington, D.C Chem. Cam rt. 2:008, 24, 2809-2811. ;’ Svedhem, S.; Hollander, C.A.; Shi, Kortradsson, P.; Uedherg, 8.; Svensson, S.CT. J. Org, Chem. 2001, 68, 4494-4503. was stirred for 25 mia at this temperature, then filtered through a pad of Ceiite (m. I cm), which was then rinsed with methanol. Upon removing ail vol aides in vacuo, the residue was purified by flash chromatography (CH2Cl2/MeOH 1 : 0 to 9 : 1 ) to afford S4 (3.70 g, 8.48 mmol, 80%) as a colorless oil. The spectroscopic data of S4 matched well those reported in literature.4 *H NMR (CD?, 500 MHz): 7.79 (d, J ::: 7.9 Hz, 2H), 7.34 id, /-=== 7. Hz, 2H), 4.16 (t, J 4.7 Hz, 2H), 3.76-3.52 ( , 22H), 2.44 (s, 3H). MS (ESI) [M+Naf: m z 459.

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. 2615-15-8, 3,6,9,12,15-Pentaoxaheptadecane-1,17-diol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; YALE UNIVERSITY; MERCK SHARP & DOHME CORP.; SPIEGEL, David, A.; CHIRKIN, Egor; ROEMER, Terry; NANTERMET, Philippe; (89 pag.)WO2018/35424; (2018); A1;,
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Electric Literature of 75476-86-7, 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. 75476-86-7, name is 6-Bromo-2,3-dihydro-1H-inden-1-ol. A new synthetic method of this compound is introduced below.

To a solution of 6-bromo-2,3-dihydro-1 H-inden-1 -ol (1 .50 g, 7.04 mmol) in DOM (3.5 mL) wasadded thionyl chloride (1.028 mL, 14.08 mmol). The resulting reaction mixture was stirred atambient temperature for 1 h. The reaction mixture was evaporated under vacuum to afford product 6-bromo-1-chloro-2,3-dihydro-1 H-indene (1.6225 g, 7.01 mmol, 100% yield). 1H NMR (400 MHz, CHLOROFORM-d) ppm 2.33- 2.44 (m, 1 H) 2.63 (dq, J=14.24, 7.22 Hz, 1 H) 2.86 (ddd, J=1 6.00, 7.97, 4.14 Hz, 1 H) 3.13 (dt, J=1 5.81, 7.65 Hz, 1 H) 5.37 (dd, J=6.53, 3.51 Hz, 1H) 7.14 (d, J=8.03 Hz, 1 H) 7.39 (d, J=8.03 Hz, 1 H) 7.57 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75476-86-7, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; KERNS, Jeffrey K.; YAN, Hongxing; CALLAHAN, James Francis; HEIGHTMAN, Thomas Daniel; BOEHM, Jeffrey Charles; WOOLFORD, Alison Jo-Anne; (250 pag.)WO2016/203401; (2016); A1;,
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Electric Literature of 149104-89-2, 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.149104-89-2, name is (4-Bromo-3-methylphenyl)methanol, molecular formula is C8H9BrO, molecular weight is 201.06, as common compound, the synthetic route is as follows.

To a solution of (4-bromo-3-methyl-phenyl)methanol (45.0 g, 224 mmol) in dichloromethane (500 mL) were sequentially added imidazole (38.1 g, 559 mmol) and tert-butyldimethylsilyl chloride (40.5 g, 269 mmol) and the reaction mixture was stirred at ambient temperature for 15 hours. The mixture was washed with water (2*500 mL), saturated NaCl (500 mL) and dried over anhydrous sodium sulfate. The dried solution was filtered and concentrated to give (4-bromo-3-methyl-phenyl)methoxy-tert-butyl-dimethyl-silane (68.0 g, 96.4% yield) as a brown oil. 1H NMR (CDCl3, 400 MHz) delta 7.48 (d, J=8.2 Hz, 1H), 7.19 (d, J=1.1 Hz, 1H), 7.02 (dd, J=1.6, 8.1 Hz, 1H), 4.67 (s, 2H), 2.40 (s, 3H), 0.95 (s, 9H), 0.11 (s, 6H).

The chemical industry reduces the impact on the environment during synthesis 149104-89-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Celgene Corporation; Alexander, Matthew D.; Carrancio, Soraya; Correa, Matthew D.; Grant, Virginia Heather Sharron; Hansen, Joshua; Harris, Roy L.; Huang, Dehua; Kercher, Timothy S.; Lopez-Girona, Antonia; Nagy, Mark A.; Plantevin-Krenitsky, Veronique; (115 pag.)US2019/322647; (2019); 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.60666-70-8, name is (2-Bromo-5-chlorophenyl)methanol, molecular formula is C7H6BrClO, molecular weight is 221.48, as common compound, the synthetic route is as follows.Recommanded Product: 60666-70-8

Synthesis of l-bromo-4-chloro-2-(methoxymethyl)benzene 6c [00180] To a solution of (2-bromo-5-chloro-phenyl)methanol (3.16 g, 14.25 mmol) in THF (50 mL) at room temperature was added sodium hydride (684 mg, 17.10 mmol). The mixture was stirred for 30 min and then iodomethane (3.04 g, 1.33 mL, 21.38 mmol) was added and the reaction stirred overnight. The mixture was diluted with saturated aqueous ammonium chloride and EtOAc and the organic washed with water, then brine, and dried ( a2S04) and concentrated to afford the title compound 6c as an oil (3.36 g, quant). XH NMR (500 MHz, CDC13) delta 7.40 – 7.48 (2H, m), 7.1 1 – 7.14 (1H, m), 4.47 (2H, s), 3.48 (3H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60666-70-8, (2-Bromo-5-chlorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; BOYALL, Dean; DAVIS, Christopher; DODD, James; EVERITT, Simon; MILLER, Andrew; WEBER, Peter; WESTCOTT, James; YOUNG, Stephen; WO2014/81689; (2014); A1;,
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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. 162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol, the common compound, a new synthetic route is introduced below. Recommanded Product: (4-Bromo-2,6-difluorophenyl)methanol

Example 2 1: 4~((7~ (4-chloro-3-metho. xyphenvl)-l-(4-fl orophenvl)~4,5,6, 7~tetrahvdro~ IH-benzofd, Yitnldazo Patent; JANSSEN PHARMACEUTICA NV; ZHANG, Xuqing; WALL, Mark; SUI, Zhihua; WO2015/160772; (2015); A1;,
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