Month: March 2021

Related Products of 100058-61-5, Adding some certain compound to certain chemical reactions, such as: 100058-61-5, name is 3-(Benzyloxy)cyclobutanol,molecular formula is C11H14O2, 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 100058-61-5.

[00278] To a solution of 3-(benzyloxy)cyclobutan-1 -ol (500 mg, 2.8 mmol, cis/trans 85% : 15%), 4-nitrobenzoic acid (935 mg, 5.6 mmol) and PPh3 (2.2 g, 8.4 mmol) in dry THF (25 mL) was added DIAD (1 .7 g, 8.4 mmol) dropwise at 0 C under N2 atmosphere. After addition was completed, the mixture was stirred at 0 C for 15 min and then allowed to room temperature overnight. The mixture was concentrated and then purified by column chromatography on silica gel (PE:EA=10:1) to give the title compound (900 mg, 98%) as a yellow solid. 1H NMR (300 MHz, CDCI3) delta ppm 8.31 – 8.26 (m, 2H), 8.23 – 8.18 (m, 2H), 7.39 – 7.27 (m, 5H), 5.44 (dq, 1 H), 4.47 (d, 2H), 4.37 (tt, 1 H), 2.67 – 2.56 (m, 2H), 2.55 – 2.44 (m, 2H).

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. 100058-61-5, 3-(Benzyloxy)cyclobutanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; HE, Feng; DU-CUNY, Lei; XIAO, Qitao; XUN, Guoliang; ZHENG, Qiangang; (152 pag.)WO2017/149463; (2017); A1;,
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Reference of 2516-33-8 ,Some common heterocyclic compound, 2516-33-8, molecular formula is C4H8O, 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.

Sodium hydride (4.83 g, 0.12 mol) was added into cyclopropanemethanol (CAN 2516-33-8, 30 g) at 0 C. and the mixture was stirred at 0 C. for 1 h. Then to the mixture was added methyl 5-bromo-6-chloro-pyridine-2-carboxylic acid methyl ester (3 g, 12.75 mmol). The obtained solution was heated to 90 C. for 2 h. Then the mixture was evaporated to dryness, the residue was dissolved in 40 mL of water, and adjusted to pH=4 with hydrochloric acid (3 N), and extracted with ethyl acetate (3¡Á30 mL). The combined organic layer was washed with water (2¡Á30 mL) and brine (2¡Á50 mL) then evaporated to dryness to obtain the product as a white solid (2.5 g, 76.7%); MS (EI): m/e=272.0 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2516-33-8, its application will become more common.

Reference:
Patent; Bissantz, Caterina; Grether, Uwe; Hebeisen, Paul; Kimbara, Atsushi; Liu, Qingping; Nettekoven, Matthias; Prunotto, Marco; Roever, Stephan; Rogers-Evans, Mark; Schulz-Gasch, Tanja; Ullmer, Christoph; Wang, Zhiwei; Yang, Wulun; US2012/316147; (2012); 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.56456-47-4, name is 2,4-Difluorobenzyl Alcohol, molecular formula is C7H6F2O, molecular weight is 144.12, as common compound, the synthetic route is as follows.HPLC of Formula: C7H6F2O

EXAMPLE 4 4-Cyano-6-(2,4-difluorobenzyloxy)-2-(1 -methyl-3-trifluoromethylpyrazol-5-yloxy)pyridine Sodium hydride (0.1 g, 60%, 2.5 mmol) is added to a solution of 2,4-difluorobenzyl alcohol (0.28 ml, 2.5 mmol) in sulfolane (5 ml) at 50 C. After 1 hour at 50 C., 4-cyano-2,6-bis(1-methyl-3-trifluoromethylpyrazol-5-yloxy)pyridine (1 g, 2.3 mmol) (from Example 2) is added to the reaction mixture. The mixture is heated to 90 C. overnight. After cooling, the reaction mixture is diluted with pentane/ethyl acetate (by volume ration 1/1) and filtered through a bed of silica gel. The filtrate is washed 6 times with water. The organic layer is dried with anhydrous magnesium sulfate, filtered and evaporated in vacuo. Purification by flash chromatography (silica gel: pentane/ethyl acetate 8/2 v/v) and washing of the product with diisopropyl ether yields the title compound (0.2 g, 21% yield) of melting point 109 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56456-47-4, 2,4-Difluorobenzyl Alcohol, and friends who are interested can also refer to it.

Reference:
Patent; American Cyanamid Company; US5922738; (1999); A;,
Alcohol – Wikipedia,
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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 30379-58-9, name is Benzyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C9H10O3

Example 166; 2-[5-{2-[(4R,6S)-8-Chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-2-oxo-1,3,4-oxadiazol-3(2H)-yl]acetic acid [Show Image] 5-{2-[(4R,6S)-8-Chloro-6-(2,3-dimethoxyphenyl)-4H,6H-pyrrolo[1,2-a][4,1]benzoxazepin-4-yl]ethyl}-1,3,4-oxadiazol-2(3H)-one (73 mg) was dissolved in tetrahydrofuran (2 mL). To the resulting solution were added triphenylphosphine (103 mg) and benzyl glycolate (33 mul). A toluene solution (40% solution, 178 mul) of diethyl diazodicarboxylate was added. The resulting mixture was stirred at room temperature for 4 hours. After concentration of the reaction mixture under reduced pressure, the residue was purified by silica gel column chromatography (hexane:ethyl acetate=7:1) and dissolved in ethyl acetate (2 mL). To the resulting solution was added 10% palladium-carbon (water content: 50%) (85 mg). Under a hydrogen gas stream, the resulting mixture was vigorously stirred at room temperature under a constant pressure for 7 hours. The reaction mixture was filtered through a Kiriyama funnel. The filtrate was concentrated under reduced pressure. The residue was purified by thin layer silica gel chromatography (chloroform:methanol=10:1) to give the title compound (35 mg). MS(FAB)m/z:526(M++H). 1H-NMR(CDCl3)delta:2.20-2.42(2H,m),2.57-2.77(1H,m),2.79-2.94(1H,m),3.36(3H,s),3.79(3H,s),4.10-4.42(3H,m),5.65(1H,s),6.26(2H,br s),6.67(1H,s),6.81-6.91(1H,m),7.10(1H,m),7.15(1H,s),7.20-7.39(3H,m).

With the rapid development of chemical substances, we look forward to future research findings about 30379-58-9.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP1939205; (2008); A1;,
Alcohol – Wikipedia,
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Electric Literature of 179811-63-3 ,Some common heterocyclic compound, 179811-63-3, molecular formula is C8H10ClNO, 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.

Compound VI (9.63 g, 25.0 mmol), 2-amino-2-(3-chlorophenyl)ethyl-1-ol (VII-2) (4.29 g, 25.0 mmol) and triethylamine (10.4 mL, 74.9mmol) dissolved in methanol (100mL), reflux reaction for about 6h, until TLC (dichloromethane: methanol = 20:1) detection of the reaction of the raw materials was completed, cooled to below 10 C in an ice bath, stirred for 30min, solid precipitation, suction filtration ,A white solid 7.2 g was obtained, yield: 64.9%

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. 179811-63-3, 2-Amino-2-(3-chlorophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; China Pharmaceutical University; Xu Yungen; Ji Dezhong; Zhang Lingzhi; Zhu Qihua; Bai Ying; Wu Yaoyao; (41 pag.)CN109608444; (2019); A;,
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Application of 7541-49-3, 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. 7541-49-3, name is 3,7,11,15-Tetramethylhexadec-2-en-1-ol, molecular formula is C20H40O, 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.

0.90 g (6.7 mmol) of N-chlorosuccinimide was suspended in methylene chloride (8 mL). After addition of 0.52 mL (7.1 mmol) of dimethylsulfide at 0 C., the solution was stirred for 20 min. After addition of 1.0 g (3.4 mmol) of phytol, the mixture was stuffed for 1 hour at 0 C., and further stirred for 6 hours at room temperature. After addition of sodium bicarbonate aqueous solution, the reaction mixture was extracted with methylene chloride. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated to obtain 3,7,11,15-tetramethylhexadec-2-ene-1-chloride as a crude product.

According to the analysis of related databases, 7541-49-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FARNEX INCORPORATED; TABATA, YASUHIKO; HIRAI, KENJIRO; HIJIKURO, ICHIRO; TANOMURA, MASAHISA; MORI, SAYAKA; (61 pag.)JP2016/40339; (2016); A;,
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Reference of 86770-74-3, 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. 86770-74-3, name is 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol, molecular formula is C8H19NO4, 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 4-mercapto-4-methylpentanoic acid (163 mg, 1.10 mmol) in MeCN (2.0 mL) were added sequentially acetic anhydride (1 14 pL, 1.21 mmol, 1.10 equiv.), Et3N (307 pL, 2.20 mmol, 2.00 equiv.) and DMAP (1.34 mg, 1 1.0 pnnol). The mixture was stirred for 32 minutes, followed by the addition 2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethanol (319 mg, 1.65 mmol, 1.50 equiv.). The resulting reaction mixture was stirred for 18 hours at rt and then cone in vacuo. The residue was purified by silica chromatography (1 10% MeOH in DCM). The desired product was obtained as a yellow oil (342 mg, 1.05 mmol, 96%). 1 H NMR (400 MHz, CDC ) d (ppm) 7.22 (bs, 1 H), 3.79-3.71 (m, 4H), 3.71-3.59 (m, 8H), 3.57-3.51 (m, 2H), 3.50-3.41 (m, 2H), 2.43-2.34 (m, 2H), 1.98-1.89 (m, 2H), 1.65 (bs, 1 H), 1.40 (s, 6H). LCMS (ESI+) calculated for CMHSONOSS* (M+H+) 324.18, found 324.36.

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 86770-74-3, 2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethanol.

Reference:
Patent; SYNAFFIX B.V.; VERKADE, Jorge Merijn Mathieu; HOOGENBOOM, Jorin; VAN BERKEL, Maria Antonia; VAN DELFT, Floris Louis; (95 pag.)WO2019/110725; (2019); A1;,
Alcohol – Wikipedia,
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Related Products of 15258-73-8, 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.15258-73-8, name is (2,6-Dichlorophenyl)methanol, molecular formula is C7H6Cl2O, molecular weight is 177.03, as common compound, the synthetic route is as follows.

To a solution of (2,6-dichloro-phenyl)-methanol (4.97 mmol) in DMA was added NaH (200 mg, 4.97 mmol) at RT, and the mixture was stirred for 1 h at RT. 2- Chloro-pyrido[3,4-d]pyrimidin-4-ol (150 mg, 0.83 mmol) was added. The mixture was stirred overnight at RT and concentrated. The residue was purified by FC (DCM/MeOH=20/1) to give 140 mg (53%) of the title compound. ?H NMR (400 MHz, DMSO): oe 5.68 (s, 2H), 7.49-7.53 (m, 1H), 7.59-7.6 1 (m, 2H), 7.86 (d, J 4.8 Hz, 1H), 8.53 (d, J= 4.8 Hz, 1H), 8.92 (s, 1H), 12.71 (s, 1H). [M+H] Calc?d for C,4H9C12N302, 322; Found, 322.

Statistics shows that 15258-73-8 is playing an increasingly important role. we look forward to future research findings about (2,6-Dichlorophenyl)methanol.

Reference:
Patent; QUANTICEL PHARMACEUTICALS, INC.; KANOUNI, Toufike; STAFFORD, Jeffrey, Alan; VEAL, James, Marvin; WALLACE, Michael, Brennan; WO2014/151106; (2014); A1;,
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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. 13330-96-6, name is 4-(Dimethylamino)butan-1-ol, molecular formula is C6H15NO, 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. name: 4-(Dimethylamino)butan-1-ol

100 mg of intermediate compound 5 and 86 mg of triphosgene were dissolved in 10 ml of anhydrous dichloromethane, replaced with nitrogen three times, 0.12 ml of triethylamine was added under ice bath, and after 5 minutes, 0.12 ml of N,N-dimethylbutanol was dissolved in 10 ml of anhydrous dichloromethane, and added to the reaction solution, and reacted at room temperature overnight and TLC showed that the substrate completely disappeared. The reaction mixture was quenched and the reaction mixture was cooled to room temperature, the reaction mixture was extracted with ethyl acetate, the organic layer was washed with water three times, dried over anhydrous sodium sulfate, and concentrated, and subjected to column chromatography to obtain of 90 mg of yellow crystals (compound 1-1) (yield 64%).

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

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Hu Youhong; Zuo Jianping; Lu Dong; Tong Xiankun; Zhang Yunzhe; Tang Wei; Ren Wenming; He Peilan; Chen Wuhong; Yang Xiaoqian; Zeng Limin; Yang Li; Liu Jianan; (61 pag.)CN109384727; (2019); A;,
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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. 3236-48-4, name is trans-1,4-Cyclohexanedimethanol, molecular formula is C8H16O2, 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. Formula: C8H16O2

To a 100 mL-flask containing 79 (4.0 g, 27.8 mmol) in DMF (40 mL) was added TBDMSCl (3.56 g, 23.6 mmol) and imidazole (3.79 g, 55.6 mmol). The reaction was allowed to stir at 25 C. for 16 hours after which time saturated aqueous LiBr (50 mL) was added and the reaction extracted with ether (2¡Á50 mL). The ether layers were pooled and extracted again with LiBr (2¡Á35 mL). The ether layer became clear. The ether layer was then concentrated in vacuo and the product purified by flash chromatography, on a silica gel column, eluting with 1:2 ether/petroleum ether to yield 83 (3.80 g, 62%) as a homogenous oil. 1H NMR (CDCl3) delta 3.46 (d, J=6.2 Hz, 2H), 3.39 (d, J=6.2 Hz, 2H), 1.95-1.72 (m, 4H), 1.65 (m, 1H), 1.40 (m, 1H), 1.03-0.89 (m, 4H), 0.88 (s, 9H), 0.04 (s, 6H); 13C NMR (CDCl3) delta 69.2, 69.1, 41.2, 41.1, 29.5, 26.5, 18.9, -4.8; APCI m/z (rel intensity) 259 (MH+, 100).

With the rapid development of chemical substances, we look forward to future research findings about 3236-48-4.

Reference:
Patent; Rieger, Jayson M.; Linden, Joel M.; Macdonald, Timothy L.; Sullivan, Gail W.; Murphree, Lauren J.; Figler, Robert Alan; Thompson, Robert Douglas; US2006/40889; (2006); A1;,
Alcohol – Wikipedia,
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