Tag: M.W=100-200

Electric Literature of 16308-92-2, 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. 16308-92-2, name is (2,4-Dimethylphenyl)methanol, molecular formula is C9H12O, 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.

General procedure: To a solution of 28 (1mmol), PPh3 (2.5mmol) and various commercially available alcohol (2.5mmol) in dry THF (1mL) was added DEAD (2.5mmol) dropwise with intensive stirring at room temperature. 20min later, the reaction mixture was concentrated in vacuo and the corresponding intermediates 32a-v were obtained after chromatography by silica gel eluting with DCM-CH3OH. The final products 33a-v were prepared in a similar manner to the synthesis of compound 27 from 26 and characterized after purification by silica gel chromatography eluting with DCM-CH3OH.

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 16308-92-2, (2,4-Dimethylphenyl)methanol.

Reference:
Article; Sun, Mingna; Hu, Jinfeng; Song, Xiuyun; Wu, Donghui; Kong, Linglei; Sun, Yupeng; Wang, Dongmei; Wang, Yan; Chen, Naihong; Liu, Gang; European Journal of Medicinal Chemistry; vol. 67; (2013); p. 39 – 53;,
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Synthetic Route of 7287-82-3, 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. 7287-82-3, name is 1-(2-Methylphenyl)ethanol. A new synthetic method of this compound is introduced below.

General procedure: The preparative electrolysis experiments were conducted with in an undivided cell containing0.1 M NaClO4-CH3CN solution (15 mL), alcohol substrate (1.0 mmol), ABNO (0.1 mmol),and 2,6-lutidine (1.0 mmol) at a constant current of 10.0 mA with moderate magnetic stirring for8.5 h in the atmosphere. Two square platinum sheets were employed as the anode and cathode,respectively. The electrolytic reaction was monitored by gas chromatography (GC) on a GC-2010system (Shimadzu, Kyoto, Japan) equipped with a SH-Rtx-Was polar column and a flame ionizationdetector (FID). Both the injector and detector were maintained at 220 C, the carrier gas is nitrogen,and the flow rate is 1.2 mL/min. The initial oven temperature of 100 C was held for 2 min andthen ramped up at 15 C per min to 220 C. This final temperature was held for 8 min. After thereaction was finished, the resulting mixture was concentrated in a rotary evaporator (Heidolph,Schwabach, Germany) and purified by column chromatography on silica gel using petroleum andethyl acetate 15:1) as eluent to afford the products. The products were confirmed by GC-MS, 1H-NMR,and 13C-NMR. NMR spectroscopy was carried out on a Bruker Avance III spectrometer (Bruker,Faellanden, Switzerland). The GC-MS analysis was measured on Thermo Trace ISQ instrument (ThermoFisher Nicolet,Waltham, MA, USA) with TG 5MS capillary column.Acetophenone (colorless oil, yield 80%):

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7287-82-3, its application will become more common.

Reference:
Article; Niu, Pengfei; Liu, Xin; Shen, Zhenlu; Li, Meichao; Molecules; vol. 24; 1; (2019);,
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Electric Literature of 928-51-8, 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. 928-51-8, name is 4-Chlorobutan-1-ol, molecular formula is C4H9ClO, 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.

EXAMPLE 21 Synthesis of 3-(4-((4-(4-ethynyl- lH-pyrazol- l-yl)butyl)amino)- l-oxoisoindolin-2- -2,6-dione Step 1 : To a solution of 4-iodo-lH-pyrazole (3.88 g, 20 mmol) in CH3CN (140 mL) was added 4-chlorobutan- l-ol (3.3 g, 1.3eq), Cs2C03 (16.4 g, 60 mmol), and Nal (600 mg). The reaction mixture was heated at 50 C for 12 hour. The reaction mixture was filtered and the filtrate was evaporated. The residue was purified by chromatography (EtOAc/Hexanes: 1: 1 to EtOAc) to afford 4-(4-iodo-lH-pyrazol-l- yl)butan-l-ol (4 g, 75%).

According to the analysis of related databases, 928-51-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Shaomeng; LI, Yangbing; AGUILAR, Angelo; ZHOU, Bing; HU, Jiantao; XU, Fuming; QIN, Chong; HU, Yang; XIANG, Weiguo; REJ, Rohan; YANG, Jiuling; HAN, Xin; BAI, Longchuan; YANG, Chao-Yie; (252 pag.)WO2017/176958; (2017); A1;,
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Reference of 86770-74-3 , The common heterocyclic compound, 86770-74-3, name is 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, molecular formula is C8H19NO4, 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.

2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethan-1-ol (25) (61.4 g, 318 mmol) was stirred in H2O (500 ml) with Na2CO3 (50.51 g, 476 mmol) at 5C. Benzyl chloroformate (26) (65.0 g, 381 mmol) in THF (480 ml) was added dropwise and the reaction stirred for 16 h allowing to warm to RT. THF was removed in-vacuo and the aqueous layer extracted with EtOAc (× 3). The combined organics were dried (Na2SO4), concentrated in-vacuo and the residue purified by automated flash chromatography (5% MeOH/DCM) to give benzyl (2-(2-(2-(2- hydroxyethoxy)ethoxy)ethoxy) ethyl)carbamate (27) (23.6 g, 22.7%). Product confirmed by MS (ESI +ve).

The synthetic route of 86770-74-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; HEYES, James; HOLLAND, Richard J.; PALMER, Lorne Ralph; WOOD, Mark; (0 pag.)WO2020/93053; (2020); 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 42514-50-1, name is 3-Amino-3-methylbutan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. name: 3-Amino-3-methylbutan-1-ol

To the primary amine 36 (3 g, 29 mmol) was added formic acid (2.86 mL, 73 mmol) and formalin (5.43 mL, 73 mmol) slowly. The resulting reaction mixture was heated up to reflux for 5h, then cooled to room temperature and basified by excess KOH. The mixture was extracted with ether (100 mL x 2). The ether layer was dried over Na2SO4 and concentrated to give a colorless oil. The oil (Ig, 7.63 mmol) was dissolved in chloroform(15 mL) and thionyl chloride (2.78 mL, 38.2 mmol) was added. The reaction mixture was heated to reflux for 2 hours, evaporated to dryness, and then triturated by ether. The resulting off-white solid (1.35 g, 95% yield) was dried in vacuum over night. 1H NMR (CDCl3) delta 1.41 (s, 6H), 2.20 (t, 2H, J= 8.0), 2.65 (s, 3H), 2.68 (s, 3H), 3.62 (t, 2H, J= 8.0); 13C NMR (CDCl3) delta 21.9, 37.6, 38.8, 39.6, 63.7

With the rapid development of chemical substances, we look forward to future research findings about 42514-50-1.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; UNIVERSITY OF MEDICINE AND DENTISTRY OF NEW JERSEY; LAVOIE, Edmond, J.; FENG, Wei; LIU, Leroy, F.; WO2010/102219; (2010); A1;,
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Synthetic Route of 5343-92-0, 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.5343-92-0, name is 1,2-Pentanediol, molecular formula is C5H12O2, molecular weight is 104.1476, as common compound, the synthetic route is as follows.

A generic experiment was as follows. In a two-neck roundbottomflask of 10 mL, 1,2-phenylenediamine (1a, 0.5 mmol),1,2-propyleneglycol (2a, 0.6 mmol), 1.5 mL of diethylene glycol dimethylether (diglyme), and an amount of catalyst were added.Subsequently, the reaction mixture was heated at 140 C in a siliconebath that contains a magnetic stirrer and a temperature controller.

The chemical industry reduces the impact on the environment during synthesis 5343-92-0, I believe this compound will play a more active role in future production and life.

Reference:
Article; Climent; Corma; Hernandez; Hungria; Iborra; Martinez-Silvestre; Journal of Catalysis; vol. 292; (2012); p. 118 – 129;,
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Adding a certain compound to certain chemical reactions, such as: 10602-04-7, (4-Ethynylphenyl)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, Safety of (4-Ethynylphenyl)methanol, blongs to alcohols-buliding-blocks compound. Safety of (4-Ethynylphenyl)methanol

(4-((4-isopropoxy-3-methylphenyl)ethynyl)phenyl)methanolA solution of (4-ethynylphenyl)methanol (CAS 10602-04-7) (250 mgs, 1.9 mmol) in THF was treated with copper (I) iodide (7.2 mgs, 0.04 mmol) and then purged with Argon for 5 minutes. 4-iodo-1-isopropoxy-2-methylbenzene (CAS 877603-52-6) (579 mgs, 2.0 mmol), was then added followed by dichlorobis-(triphenylphosphine) palladium(II) (13.4 mgs, 0.019 mmol).The resultant mixture was heated at 80° C. overnight.The reaction mixture was filtered and the filtrate was evaporated to give the crude product.The crude product was purified on a column (MPLC) using hexane:ethyl acetate and gave Intermediate 4 (450 mgs, 76percent yield).1H-NMR (CDCl3, 300 MHz) delta=7.62 (s, 1H), 7.51 (d, J=8.1 Hz, 2H), 7.41 (d, J=8.1 Hz, 2H), 7.18-7.24 (m, 1H), 6.840 (d, J=9.6 Hz, 1H), 5.39 (s, 2H), 4.54-4.60 (m, 1H), 2.12 (s, 3H), 1.31 (s, 3H), 1.27 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10602-04-7, (4-Ethynylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; ALLERGAN, INC.; US2012/129906; (2012); A1;,
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Electric Literature of 4461-39-6, 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. 4461-39-6, name is N-(2-Hydroxyethyl)-1,3-propanediamine. A new synthetic method of this compound is introduced below.

To a solution of 5-[[4-chloro-2-formyl-5-[[3-[3-[3-(4-hydroxy-l-piperidyl)propoxy]-2- methyl-phenyl]-2-methyl-phenyl]methoxy]phenoxy]methyl]pyridine-3-carbonitrile (300 mg, 468.63 pmol) in DMA (2 mL) was added 2-(3-aminopropylamino)ethanol (110.76 mg, 937.26 pmol), K2CO3 (80.96 mg, 585.79 pmol) and I2(356.83 mg, 1.41 mmol) at 0 C and the mixture was stirred at 0 C for 1 hr. The mixture was stirred at 25 C for 4 hr. The reaction mixture was filtered and concentrated under reduced pressure. The residue was purified by prep-HPLC (column: Luna Cl 8 100*30 5p; mobile phase: [water(0.05%HCl)-ACN] ;B%: l5%-45%, lOmin). The residue was purified by prep-HPLC (column: Waters Xbridge Prep OBD Cl 8 150*30 10m; mobile phase: [water(l0mM NH4HC03)-ACN]; B%: 20%-45%, lOmin). 5-[[4- chloro-2-[l -(2-hydroxy ethyl)-5,6-dihy dro-4H-pyrimi din-2-yl]-5-[[3-[3-[3-(4-hy droxy-l- piperidyl)propoxy]-2-methyl-phenyl]-2-methyl-phenyl]methoxy]phenoxy]methyl]pyridine-3- carbonitrile (16.21 mg, 4.50% yield) was obtained as a yellow solid. MS: m/z found 738.3[M+H]+; 1H NMR (400 MHz, DMSO-d6): d 9.01 (s, 1 H), 8.91 (s, 1 H), 8.31 (s, 1 H), 7.52-7.51 (m, 1 H), 7.30-7.16 (m, 4 H), 7.09-7.07 (m, 1 H), 6.97-6.94 (m, 1 H), 6.69-6.67 (m, 1 H), 5.35- 5.30 (m, 4 H), 4.53 (m, 2 H), 4.04-4.02 (m, 2 H), 3.33 (m, 2 H), 3.05 (m, 1 H), 2.67 (m, 4 H), 2.44-2.33 (m, 5 H), 2.04-1.82 (m, 12 H), 1.71-1.68 (m, 3 H), 1.40-1.35 (m, 2 H); 1H NMR (400 MHz, CD3OD): d 8.91-8.89 (m, 2 H), 8.26 (s, 1 H), 7.47-7.42 (m, 2 H), 7.26-7.08 (m, 4 H), 6.93- 6.91 (m, 1 H), 6.69-6.62 (m, 1 H), 5.39-5.32 (m, 4 H), 4.12-4.07 (m, 2 H), 3.62-3.30 (m, 7 H), 3.18-3.14 (m, 1 H), 2.85 (m, 2 H), 2.62-2.58 (m, 2 H), 2.21-1.87 (m, 15 H), 1.62-1.55 (m, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4461-39-6, its application will become more common.

Reference:
Patent; ARBUTUS BIOPHARMA, INC.; BI, Yingzhi; DORSEY, Bruce D.; FAN, Yi; MOORE, Christopher Brooks; NGUYEN, Duyan; (169 pag.)WO2019/191624; (2019); A1;,
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Application of 41175-50-2 ,Some common heterocyclic compound, 41175-50-2, molecular formula is C12H15NO, 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 10 mL DMF at 0oC was added dropwise POCl3 (1.73 mL, 18.5 mmol). The solution was stirred at 0oC for 15 min and then a solution of 3 (3.190 g, 16.9 mmol) in 11 mL DMF was added. The reaction was allowed to be stirred overnight at 0oC to rt. After that the reaction mixture was stirred at 0oC for 0.5 h and quenched by 10 mL water. After stirring for 15 min at rt, the reaction mixture was extracted with EtOAc and washed with water. The organic phase was dried over MgSO4 and evaporated under reduced pressure. The afforded syrup was subjected to flash chromatography purification (hexanes:EtOAc:CHCl3, 6:1:1) to give the product as a purple solid (3.080 g, yield: 84%). 1H NMR (400 MHz, CDCl3) d 11.79 (s, 1 H), 9.35 (s, 1 H), 6.82 (s, 1 H), 3.25 (m, 4 H), 2.66 (m, 4 H), 1.91 (m, 4 H).

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. 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Songbai; Wang, Wu-Hong; Dang, Ya-Li; Fu, Yuanqing; Sang, Ruocheng; Tetrahedron Letters; vol. 53; 32; (2012); p. 4235 – 4239;,
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Reference of 1805-32-9, 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. 1805-32-9, name is 3,4-Dichlorobenzyl alcohol. A new synthetic method of this compound is introduced below.

General procedure: All the reactions were carefully carried out at 40C in a 25ml flask. In a typical procedure an amount of catalyst along with H2O2 was used for the oxidation process under mild conditions. The oxidation process was monitored by thin layer chromatography technique.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1805-32-9, 3,4-Dichlorobenzyl alcohol, and friends who are interested can also refer to it.

Reference:
Article; Judy Azar, Amir Reza; Safaei, Elham; Mohebbi, Sajjad; Materials Research Bulletin; vol. 70; (2015); p. 753 – 761;,
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