Month: July 2021

Synthetic Route of 2568-33-4, 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.2568-33-4, name is 3-Methylbutane-1,3-diol, molecular formula is C5H12O2, molecular weight is 104.1476, as common compound, the synthetic route is as follows.

To a solution of 3-methylbutan-1, 3-diol (10.0 g, 96.1 mmol) in DCM (100 mL) was added 4-methylbenzene-1-sulfonyl chloride (20.1 g, 106 mmol) and TEA (24.3 g, 240 mmol) . The reaction mixture was stirred at room temperature for 12 h. Then the mixture was extracted with DCM (150 mL×3) . The combined organic layers were washed with water and brine, dried over MgSO4, and filtered. The filtrate was concentrated under reduced pressure. The resulting residue was purified by chromatography over silica gel (eluting with PE:EA5:1) to give the title compound.

The chemical industry reduces the impact on the environment during synthesis 2568-33-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BIFTU, Tesfaye; BIJU, Purakkatle; COLLETTI, Steven L.; CUI, Mingxiang; HAGMANN, William K.; HU, Bin; JOSIEN, Hubert; KAR, Nam Fung; NAIR, Anilkumar; NARGUND, Ravi; SPERBECK, Donald M.; ZHU, Chen; WO2015/51725; (2015); 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.15484-46-5, name is Methyl 2-(hydroxymethyl)acrylate, molecular formula is C5H8O3, molecular weight is 116.12, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

General procedure: Under N2 atmosphere and at 0 C, to a stirred solution of MBHalcohols 1 (0.3 mmol) and PPh3 (0.6 mmol) in EtOAc orCH2Cl2 (2 mL) in a Schlenk tube (25 mL) was slowly addedazodicarboxylates 2 (0.6 mmol) over 5 minutes by the means ofa microsyringe. The resulting reaction mixture was allowed towarm up to room temperature and stirred until the MBH alcohols1 were completely consumed, as monitored by TLC. Thesolvent was removed under reduced pressure and the residuewas purified by column chromatography on silica gel (gradienteluant: petroleum ether/ethyl acetate 9:1-3:1) to afford thehydrazines 3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15484-46-5, Methyl 2-(hydroxymethyl)acrylate, and friends who are interested can also refer to it.

Reference:
Article; Xu, Silong; Shang, Jian; Zhang, Junjie; Tang, Yuhai; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 990 – 995;,
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Electric Literature of 1450754-41-2, 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. 1450754-41-2, name is 2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol, molecular formula is C7H10N2O, 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.

4-[4-[[[[4-Chloro-3-(trifluoromethyl)phenyl]amino]carbonyl]amino]phenoxy]-2-picolinic acid (0.065) with a monocarboxylic acid g, 0.145mmol)Dissolved in 3mL anhydrous tetrahydrofuran solution,Add EDC·HCl (0.04 g, 0.218 mmol),HOBT (0.024g, 0.174mmol)Stir well at 0 C,Then DIPEA (0.094 g, 0.725 mmol) was added dropwise and stirred for 1 h.A linker (0.02 g, 0.145 mmol) containing a photoaffinity group diaziridine and an alkynyl group was added.Stir at room temperature for 24 h, after the reaction is over,The organic solvent was removed by a low pressure, and the mixture was washed with water and saturated aqueous sodium hydrogen carbonate. The organic phase obtained after washing with saturated brine was dried over anhydrous sodium sulfate and evaporated. Separating the crude product by column separation,The title compound was obtained by eluting with petroleum ether / ethyl acetate (V/V = 1/3), weight: 0.12 g, yield 14.7%.A compound represented by the general formula (X) based on the VEGFR-2 inhibitor sorafenib photoaffinity probe 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 1450754-41-2, 2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol.

Reference:
Patent; Xi’an Jiaotong University; Zhang Jie; Lu Wen; Wang Sicen; Pan Xiaoyan; He Langchong; Sun Ying; Wang Jin; Song Jie; (9 pag.)CN109456261; (2019); A;,
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Reference of 30951-66-7, 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. 30951-66-7, name is 2-(3-Bromophenyl)propan-2-ol. A new synthetic method of this compound is introduced below.

4.2 2-[3-(6-Aminopyridin-3-yl)phenyl]propan-2-ol Under a stream of argon, 9.0 g of compound obtained in stage 4.1, 11.05 g of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ylamine, 83.7 ml of a 2M solution of sodium carbonate and 1.70 g of tetrakis(triphenylphosphine)palladium are placed in a round-bottomed flask, and dissolved in 523 ml of N,N-dimethylformamide. The mixture is heated for 1 h 30 at 80 C. After cooling to ambient temperature, 1 l of ethyl acetate is added to the reaction medium, and the mixture is filtered through celite. The organic phase is then separated, washed 3 times with a saturated solution of sodium chloride, dried over magnesium sulphate and concentrated under reduced pressure. The residue is purified by silica gel chromatography, elution being carried out with a dichloromethane/methanol mixture. The solid obtained is triturated from diisopropyl ether, recovered by filtration, and then oven-dried under reduced pressure. 2.35 g of compound are obtained. 1H NMR (DMSO-d6, delta in ppm): 1.45 (s, 6H); 5.0 (s, 1H); 6.0 (s, 2H); 6.55 (d, 1H); from 7.3 to 7.4 (m, 3H); 7.65 (s, 1H); 7.7 (d, 1H); 8.25 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,30951-66-7, its application will become more common.

Reference:
Patent; SANOFI-AVENTIS; US2011/65745; (2011); A1;,
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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 96-35-5, name is Methyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C3H6O3

1005661 Step A: Preparation of 4-oxotetrahydrofuran-3-carbonitrile: To a suspension of KOtBu (996.6 mg, 8.881 mmol) in THF (640.4 mg, 8.881 mmol) cooled to 0 C was added dropwise methyl 2-hydroxyacetate (675.7 jtL, 8.88 1 mmol) and stirred for 10 minutes. The acrylonitrile (589.1 jiL, 8.881 mmol) was then added and the reaction stirred at ambient temperature. After 3 hours, the reaction was diluted with H20 (50 mL), then extracted with Et20 (25 mL) to remove any starting ester. The basic aqueous phase was acidified with 2M HC1 (5 mL), then extracted with Et20 (2 x 50 mL). The combined organic phases were dried with MgSO4, filtered, and concentrated to afford a light brown oil (446 mg, 45.2% yield). 1 NMR (CDC13) oe 4.63 (t, 1H), 4.24 (t, 1H), 4.14 (d, 1H), 4.02 (d, 1H), 3.57 (t, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 96-35-5.

Reference:
Patent; ARRAY BIOPHARMA INC.; ANDREWS, Steven Wade; BLAKE, James F.; BRANDHUBER, Barbara J.; KERCHER, Timothy; WINSKI, Shannon L.; WO2014/78325; (2014); A1;,
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Synthetic Route of 2009-83-8, 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. 2009-83-8, name is 6-Chlorohexan-1-ol, molecular formula is C6H13ClO, 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.

Compound [MA11-1] (50.00 g, 256 mmol) was added to a 2 L four-necked flask,6-chloro-1-hexanol (36.74 g,268 mmol), potassium carbonate (106.2 g, 768 mmol), potassium iodide (21.3 g, 128 mmol),DMF (500 g) was heated at 85C.Reaction tracing by HPLC,After confirming the end of the reaction,The reaction solution was poured into distilled water (3L).Filtration, washing with distilled water,Crude product was obtained.After that, the resulting crude product is washed with methanol and filtered.After drying under reduced pressure, 61.9 g of compound [MA11-2] was obtained (yield 82%).

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 2009-83-8, 6-Chlorohexan-1-ol.

Reference:
Patent; Richan Chemical Industry Co., Ltd.; Gongli University Faren Bingku Li University; Hou Tenggengping; Shan Zhineiyangyi; Nan Wuzhi; Ming Mudazai; Wan Daichunyan; Lu Zeliangyi; Gen Mulongzhi; Ying Yetingdannierandongni; Sen Neizhengren; Chuan Yeyongtai; Chuan Yuexihong; Jin Tengruisui; (73 pag.)CN107473969; (2017); A;,
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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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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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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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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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