Category: alcohols-buliding-blocks

Reference of 16308-92-2 , The common heterocyclic compound, 16308-92-2, name is (2,4-Dimethylphenyl)methanol, molecular formula is C9H12O, 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.

Example 7 Synthesis of Dmb protected 6-mercaptohexanoic acid 7 Compound 7 was synthesized according to the following scheme: To a solution of 6-mercaptohexanoic acid (7.10 g, 47.90 mmol) in trifluoroacetic acid (20 mL), 2,4-dimethylbenzyl alcohol (13.5 g, 95.80 mmol) was added. The mixture was stirred at rt for 60 min and then the trifluoroacetic acid was removed in vacuo. The residue was dissolved in a mixture of 95.8 mL LiOH (3 M) and THF (81 mL) and stirred at rt for 60 min. The solvent was removed in vacuo and the aqueous residue was extracted 3x with EtOAc (200 mL). The combined organic phases were dried over MgSO4, and the solvent was removed in vacuo.7 was purified by RP-HPLC. Yield: 2.27 g (8.52 mmol, 18 %) MS: m/z 267.01 = [M+H]+ , (calculated monoisotopic mass = 266.13).

The synthetic route of 16308-92-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASCENDIS PHARMA GROWTH DISORDERS A/S; SPROGØE, Kennett; RAU, Harald; CLEEMANN, Felix; HERSEL, Ulrich; RASMUSSEN, Caroline Elisabeth; (244 pag.)WO2017/118703; (2017); 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. 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. category: alcohols-buliding-blocks

A mixture of 2-BENZYL-6-NITRO-4H-3, 1-BENZOXAZIN-4-O. NE (289 mg, 1.02 mmol) prepared as described in Example 141 (1) above, triphenyl phosphite (344 mg, 1.11 mmol), 2- (4- aminophenyl)-1, 1, 1, 3,3, 3-hexafluoro-2-propanol (263 mg, 1.01 mmol) and pyridine (82 ml) was stirred at 100°C for 3 hours. The reaction mixture was then concentrated in vacuo. The residue thus obtained was diluted with ethyl acetate, washed successively with 5percent aqueous potassium carbonate solution, water and a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue thus obtained was recrystallized-from acetonitrile to yield the title compound as pale yellow plates (333 mg, yield : 63percent). IR (KBr) : VU”3382, 1697,1572, 1347, 1270, 1216,931 CM- . 1H-NMR (400MHZ, CDC13) : 8 9.11 (1H, d, J = 2.2 Hz), 8.61 (1H, dd, J = 2.2, 8.8 Hz), 7.93 (1H, d, J = 8.8 Hz), 7.75 (2H, d, J = 8.8 Hz), 7.21-7. 10 (3H, m), 7.02 (2H, d, J = 8.8 Hz), 6.72 (2H, d, J = 7.3 Hz), 3.95 (2H, s), 3.81 (1H, s). FABMS (m/z): 524 ( [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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Related Products of 2240-88-2, Adding some certain compound to certain chemical reactions, such as: 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol,molecular formula is C3H5F3O, 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 2240-88-2.

c) Methyl 4-bromo-3-(3,3,3-trifluoropropoxy)benzoate3,3,3-Trifluoro-l-propanol (0.294 mL, 3.33 mmol) was added to a stirred solution of diisopropyl azodicarboxylate (1.21 mL, 6.15 mmol), triphenylphosphine (1.346 mL, 6.16 mmol) and methyl 4-bromo-3-hydroxybenzoate (0.9489 g, 4.11 mmol) in tetrahydrofuran (40 mL) and the mixture was stirred at room temperature for 2 days. Water and ethyl acetate was added and the aqueous phase was washed with ethyl acetate. The aqueous phase was acidified (pH~l) using hydrochloric acid (2 M) and extracted with ethyl acetate. The combined organic phases were washed with water and brine, dried over magnesium sulfate and the solvent was evaporated to give 0.894 g (67percent yield) of the title compound. 1H NMR (500 MHz, CDCl3) delta ppm 7.64 (d, 1 H) 7.53 – 7.58 (m, 2 H) 4.32 (t, 2 H) 3.94 (s, 3 H) 2.74 (dt, 2 H); GC MS (EI) m/z 326, 328 [M]+*.

According to the analysis of related databases, 2240-88-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; BYLUND, Johan; EK, Maria, E; HOLENZ, Joerg; KERS, Annika; OeHBERG, Liselotte; WO2010/132016; (2010); A1;,
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Related Products of 506-43-4, 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. 506-43-4, name is (9Z,12Z)-Octadeca-9,12-dien-1-ol, molecular formula is C18H34O, 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.

To a solution of linoleyl alcohol (23.31 mL, 75 mmol) and triethylamine (13.60 mL, 98 mmol) in DCM (150 mL) at 0C was added methanesulfonyl chloride (6.39 mL, 83 mmol) dropwise. The reaction mixture was stirred at 0C for 30 minutes and at room temperature for 3 hrs. The reaction mixture was diluted with DCM (200 mL), washed with water, sat sodium bicarbonate and brine and dried over ahydrous sodium sulfate. Solvent was concentrated to give linoleyl methanesulfonate (26.17 g, 100 % yield) as an yellowish oil. Without further purification, the product was directly used for next step. 1H NMR (500 MHz, Chloroform-d) delta 5.30-5.41 (m, 4H), 4.22 (t, J = 6.6 Hz, 2H), 2.99 (s, 3H), 2.77 (t, J = 6.7 Hz, 2H), 2.05 (q, J = 6.9 Hz, 4H), 1.74 (p, J = 6.7 Hz, 2H), 1.43- 1.25 (m, 16H), 0.89 (t, J = 6.7 Hz, 3H).

According to the analysis of related databases, 506-43-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WAVE LIFE SCIENCES LTD.; BUTLER, David Charles Donnell; DIVAKARAMENON, Sethumadhavan; FRANCIS, Christopher J.; FRANK-KAMENETSKY, Maria David; IWAMOTO, Naoki; LU, Genliang; MARAPPAN, Subramanian; MEENA; VARGEESE, Chandra; VERDINE, Gregory L.; YANG, Hailin; ZHANG, Jason Jingxin; (853 pag.)WO2017/62862; (2017); A2;,
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Synthetic Route of 627-18-9, Adding some certain compound to certain chemical reactions, such as: 627-18-9, name is 3-Bromopropan-1-ol,molecular formula is C3H7BrO, 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 627-18-9.

To a flask, appropriate halide (1b5 and 1b6,0.70 g) was dissolved in 15mL of acetone and then NaN3 (3-5 eq)(plus 0.1 eq of KI, when the halide was 3-Bromo-1-propanol) and5mL of H2O was added. The mixture was stirred bath at 50 C for12 h. After the reaction, the solvent was removed by rotary evaporation,and 15 mL of water was added. The solution was thenextracted by ethyl acetate for three times. The organic phase wascombined, dried and concentrated to yield the crude product whichwas used for the next step without further purification. Thismethod was applied in the preparation of 2b5 and 2b6.

According to the analysis of related databases, 627-18-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tian, Ye; Liu, Zhaoqiang; Liu, Jinghan; Huang, Boshi; Kang, Dongwei; Zhang, Heng; De Clercq, Erik; Daelemans, Dirk; Pannecouque, Christophe; Lee, Kuo-Hsiung; Chen, Chin-Ho; Zhan, Peng; Liu, Xinyong; European Journal of Medicinal Chemistry; vol. 151; (2018); p. 339 – 350;,
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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 17100-58-2, name is (4-Bromo-2-methylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

Step B: 4-Bromo-1-chloromethyl-2-methyl-benzene(4-Bromo-2-methyl-phenyl)-methanol (40.0 g, 199 mmol) was added to thionyl chloride (106.6 g, 0.896 mole, 65.3 mL) .The mixture was heated to reflux, for 1.5 hours. After cooling to room temperature the mixture was concentrated under reduced pressure. The residue was dissolved in EtOAc (300 mL) and added carefully to saturated aqueous NaHC03 (500 mL). The EtOAc layer was separated, and the aqueous layer was extracted with EtOAc (250 mL). The combined organic layers were dried (Na2S04), filtered and concentrated in vacuo yielding the title compound (34.19 g, 157 mmol, 79 %) as a slightly colored oil that solidified to a white solid upon standing.1 H NMR (CDCI3, 300 MHz) delta ppm 2.38 (s, 3H); 4.57 (s, 2H); 7.12 (d, 1 H); 7.28 (s, 1 H); 7.55 (d, 1 H)

With the rapid development of chemical substances, we look forward to future research findings about 17100-58-2.

Reference:
Patent; PFIZER INC.; BROWN, Matthew Frank; MARFAT, Anthony; MELNICK, Michael Joseph; REILLY, Usa; WO2011/45703; (2011); A2;,
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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. 945-24-4, name is (2,4-Diaminopteridin-6-yl)methanol. A new synthetic method of this compound is introduced below., Formula: C7H8N6O

To a solution of triphenylphosphene (408 mg, 1 .03 mmol) in anhydrous DMA ( 1 mL) is added bromine dropwise at 0 0C (0.08 mL, 1 .03 mmol) under N2 atmosphere. After stirring for 5 additional minutes, (2,4-diaminopteridin-6-yl)methanol (100 mg, 0.33 mmol) is added at once and the reaction mixture is stirred at RT for 18 h. Barium oxide ( 100 mg, 0.65 mmol) is then added to the reaction mixture followed by 3-aminobenzoic acid (107 mg, 0.78 mmol) at RT. The reaction mixture is then heated at 56 0C and stirred at that temperature for 24 h and cooled to RT. The mixture is diluted with methylene chloride (5 mL) and the resulting brownish precipitate is filtered. The solids are washed with water and methanol. The solids are then taken in methanol and heated at reflux for 2 h. After cooling to RT, the solids are filtered again and dried overnight in a heated vacuum oven to give 45 mg product (Yield: 26.9%) as a brownish yellow solid. 1 H NMR (500 MHz, DMSOd6) delta 4.6 (br s, 2H), 6.7 (s, 1 H), 6.9-7.0 (d, 1 H), 7.15-7.3 (m, 2H), 7.38 (br s, 2H), 8.6-8.7 (br s, I H), 8.9 (s, I H), 9.3-9.4 (m, 2H), 12.8 (br s, I H); LC-MS m/z 312 (MH+), retention time 1 1 .48 min., HPLC Method B.

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, 945-24-4, (2,4-Diaminopteridin-6-yl)methanol.

Reference:
Patent; BIORELIX, INC.; COISH, Philip, D., G.; WICKENS, Phil; DIXON, Brian; OSTERMAN, David; KHIRE, Uday, R.; NAVIA, Manuel; BERMAN, Judd; KAUR, Harpreet; WILSON, Jeffrey; UNDERWOOD, Dennis; WO2010/110907; (2010); 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. 627-18-9, name is 3-Bromopropan-1-ol, the common compound, a new synthetic route is introduced below. Formula: C3H7BrO

To a stirring solution of concentrated sulfuric acid (30 mmol) was slowly added concentrated nitric acid (30 mmol) dropwise at 0 C under nitrogen, and stirred for 10 min followed by the addition of 3-bromopropanol 3 (3.5 g, 25 mmol) in anhydrous dichloromethane (5 mL) dropwise while keeping the temperature below 5 C. After 3 h, the reaction was quenched with water (10 mL), followed by addition of dichloromethane (40 mL). The organic phase was separated, washed with water (15 mL), dried (MgSC ) and concentrated to give bromopropyl nitrate 4, which was used in the next step without further purification.

The synthetic route of 627-18-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIRGINIA COMMONWEALTH UNIVERSITY; SAFO, Martin, K.; DANSO-DANQUAH, Richmond; GHATGE, Mohini; VENITZ, Jurgen; MANGINO, Martin; WARD, Kevin, R.; WO2015/100235; (2015); A1;,
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Related Products of 100442-33-9, Adding some certain compound to certain chemical reactions, such as: 100442-33-9, name is 1-(3,3-Diphenyl-N-methylpropylamino)-2-methyl-2-propanol,molecular formula is C20H27NO, 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 100442-33-9.

Step-ll; 2,N-Dimethyl-N-(3,3-diphenylpropyI)-1-amino-2-propanol (5.0 gm) is dissolved in methylene chloride (25 ml) at 25 – 300C, triethylamine (2.5 gm) is added and then the contents are cooled to 10 – 150C under N2 atmosphere. Trimethylsilyl chloride (2.5 gm) is slowly added to the reaction mass while maintaining the temperature in between 10 – 150C, the mass temperature is raised to 25 – 300C and maintain for 2 hours at the same temperature to give the reaction mass having 2,N-dimethyl-2-(trimethylsilyIoxy)-N-(3,3-diphenylpropyl)- 1-propanamine.

According to the analysis of related databases, 100442-33-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HETERO DRUGS LIMITED; WO2006/134606; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 13826-35-2, (3-Phenoxyphenyl)methanol, 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: (3-Phenoxyphenyl)methanol, blongs to alcohols-buliding-blocks compound. name: (3-Phenoxyphenyl)methanol

In 1000ml four-necked flask (equipped with lye absorption device) was added 500g of dichloromethane, stirring was started to continue the addition of 100g m-phenoxybenzyl alcohol and 30g of tetramethylethylenediamine.Cooling to -35 C, began to drop prepared 70g of thionyl chloride and methylene chloride solution. During the dropwise addition temperature was controlled at -45 C. After the addition was completed at -45 heat 4h. After that, the reaction solution was pouredInto 1000ml of water, stirring, phase separation, the organic phase were washed with 600ml of water, phase separation. The organic phase was desolvated to 100 C under atmospheric pressure and the solvent methylene chloride was recovered. Then decompression (vacuum degree 0.097MP) fractionation, intermediates chloroacenesulfonic acid phenoxybenzyl 127g. Purity 99%, yield 90%.

The synthetic route of 13826-35-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tianjin Jinlvbao Pesticide To Make Co., Ltd.; Wang Baojun; Cui Weizhong; Lu Sen; (8 pag.)CN106495994; (2017); A;,
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