Author: tianli

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.Computed Properties of C5H12O2

To 3-methylbutane-1,3-diol (0.1 g, 0.98 mmol) was added potassium t-butoxide (0.94 mL, 1M in THF) and stirred for 10 minutes. Example 1E (0.2 g, 0.47 mmol) in 1.2 mL of THF was added and the mixture stirred at ambient temperature for 30 minutes. The mixture was diluted with dichloromethane, 20 muL of glacial acetic acid was added and the resulting mixture was filtered, loaded onto silica and chromatographed. (0-20% MeOH in dichloromethane (0.1% NH4OH) over 900 mL) to afford the title compound (70 mg, 0.14 mmol, 29% yield). 1H NMR (300 MHz, CDCl3) delta ppm 1.30 (s, 6H), 1.41 (s, 9H), 1.67-1.92 (m, 3H), 1.94-2.09 (m, 3H), 3.60-3.81 (m, 2H), 3.85 (s, 3H), 4.11-4.23 (m, 1H), 4.23-4.33 (m, 3H), 4.54 (dd, J=15.1, 2.9 Hz, 1H), 6.98 (d, J=8.5 Hz, 1H), 7.01 (s, 1H), 7.53 (dd, J=8.6, 2.2 Hz, 1H), 8.26 (d, J=2.4 Hz, 1H). MS (DCI/NH3) m/z 512.3 (M+H)+. Analytical calculated for C26H36F3N3O4.0.2H2O: C, 60.56; H, 7.13; N, 8.15. Found: C, 60.57; H, 7.25; N, 8.12

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2568-33-4, 3-Methylbutane-1,3-diol, and friends who are interested can also refer to it.

Reference:
Patent; ABBOTT LABORATORIES; US2010/69348; (2010); A1;,
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Synthetic Route of 162744-59-4, 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. 162744-59-4, name is (4-Bromo-2,6-difluorophenyl)methanol, molecular formula is C7H5BrF2O, 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 1: The preparation of 2,6-difluoro-4-bromobenzyl methanesulphonate; 2,6-difluoro-4-bromobenzyl alcohol (9.50 g) and triethylamine (5.0 g) were dissolved in THF cooled to 10C with stirring. Methanesulphonyl chloride (4.8 g) was added in a solution of THF (10ml) over 10 minutes, and a white solid precipitated from the solution. The reaction was then warmed to room temperature for one hour and then the solid was collected and washed with diethyl ether. The filtrate was evaporated to give 2,6-difluoro-4- bromobenzyl methanesulphonate (13.0 g) as a golden oil which slowly crystallised. ¹H NMR (CDCl3) No. ppm: 3.05 (s, 3H), 5.3 (s, 2H), 7.15 (t,2H).

According to the analysis of related databases, 162744-59-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED; WO2005/123698; (2005); A1;,
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Electric Literature of 1450754-41-2, Adding some certain compound to certain chemical reactions, such as: 1450754-41-2, name is 2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol,molecular formula is C7H10N2O, 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 1450754-41-2.

(f) Imidazole (740 mg, 10.87 mmol, 3.0 eq), triphenylphosphine (1.05 g, 3.99 mmol, 1.1 eq) and dichloromethane (5 ml) were added to the reaction flask and cooled to 0 C.Add iodine (1.1 g, 4.35 mmol, 1.2 eq), and add the incubation reaction for 30 minutes.A solution of compound 5 (500 mg, 3.62 mmol, 1 eq) in dichloromethane (1 ml) was added at low temperature, and the mixture was stirred for 4 hours.Quenched with saturated sodium sulfite solution, extracted with ethyl acetate, dried and dried.Purified by column to obtain 400 mg of compound 6, yield: 46%

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. 1450754-41-2, 2-(3-But-3-ynyl-3H-diazirin-3-yl)-ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Suzhouguangdian Biological Technology Co., Ltd.; Ni Runyan; Wang Wei; (8 pag.)CN109369532; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 6214-44-4, (4-Ethoxyphenyl)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, COA of Formula: C9H12O2, blongs to alcohols-buliding-blocks compound. COA of Formula: C9H12O2

Reference Example 026 Preparation of Compound 46 (0606) (0607) Dibenzo-18-crown-6 (0.152 mg, 11.8 mmol) and potassium hydroxide (1.14 g, 20.3 mmol) were added to the toluene solution (30 mL) of Compound 38 (2.0 g, 8.44 mmol) and 4-ethoxybenzylalcohol (1.80 g, 11.8 mmol), and the mixture was stirred at 120 C. for 2 hours. Water was added to the mixture, and the mixture was extracted with chloroform. The organic layer was dried over magnesium sulfate. The solvent was condensed under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate-hexane) to afford Compound 46 (2.42 g, yield 93%). (0608) 1H-NMR (CDCl3) delta: 8.20 (d, J=2.4 Hz, 1H), 7.62 (dd, J=8.8, 2.5 Hz, 1H), 7.38-7.32 (m, 2H), 6.91-6.86 (m, 2H), 6.68 (d, J=8.7 Hz, 1H), 5.25 (s, 2H), 4.03 (q, J=7.0 Hz, 2H), 1.41 (t, J=7.0 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6214-44-4, (4-Ethoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; SHIONOGI & CO., LTD.; Matsumura, Akira; Kobayashi, Naotake; Nishiura, Yuji; Tagashira, Sachie; Kida, Shiro; Kurahashi, Kana; Yonehara, Mitsuhiro; US2015/246938; (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.38493-59-3, name is (3-Bromo-4-methoxyphenyl)methanol, molecular formula is C8H9BrO2, molecular weight is 217.06, as common compound, the synthetic route is as follows.name: (3-Bromo-4-methoxyphenyl)methanol

On the basis of Example 1, the other steps were not changed, and the method of step (2) in Example 1 was changed to 10 gCompound B,3-bromo-4-methoxybenzyl alcohol,Adding 8.6 g of m-chlorobenzeneboronic acid,18.8 g of potassium carbonate,Urea 82.8 mg,Palladium acetate 210 mg,Isopropyl alcohol / water solvent 100mL,Stir at room temperature. Until the solid completely dissolved, remove the reaction system of oxygen, anaerobic reaction, heating,After completion of the reaction, the isopropanol and part of the water were removed under reduced pressure, and then extracted with ethyl acetate. The organic layers were combined, dried over anhydrous sodium sulfate, and the palladium salt was removed by suction filtration. , 11.46 g, yield> 95%. The overall yield of this example was 65.5%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38493-59-3, (3-Bromo-4-methoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Xu Jiangping; Chen Yunfeng; Zhou Zhongzhen; (8 pag.)CN106632070; (2017); A;,
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Application of 17100-58-2, Adding some certain compound to certain chemical reactions, such as: 17100-58-2, name is (4-Bromo-2-methylphenyl)methanol,molecular formula is C8H9BrO, 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 17100-58-2.

Intermediate 168: [2′,3-dimethyl-4′-(trifluoromethyl)-4-biphenylyl]methanol; To a solution of (4-bromophenyl)-methanol (Intermediate 15, 2.0 g, 9.8 mmol) and the commercially available [2-methyl-4-(trifluoromethyl)phenyl]boronic acid (2 g, 9.8 mmol) in DME was added a 1 M solution of sodium carbonate (20 ml_, 2 equiv.) then Pd(PPh3)4 (120 mg, 0.01 equiv.) was added and the reaction mixture was heated at 800C for 18 hours. The reaction was filtered on Celite and washed with Et2O. The filtrate was then washed with water and a NaHCO3 solution, dried over sodium sulphate and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluted with DCM and DCM/MeOH 95/5 to give the title compound. (2.3 g, yield: 84%). 1H NMR: (CDCI3) delta 7.60-7.4 (m, 3H), 7.35 (d, 1 H), 7.2-7.1 (m, 2H), 4.75 (s, 1 H), 2.45 (s, 3H), 2.35 (s, 3H).

According to the analysis of related databases, 17100-58-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; BOUILLOT, Anne Marie Jeanne; DODIC, Nerina; GELLIBERT, Francoise Jeanne; MIRGUET, Olivier; WO2010/15652; (2010); A2;,
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Related Products of 41175-50-2, 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. 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, molecular formula is C12H15NO, 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.

Phosphorous oxychloride (2.7 mL, 4.4 g, 29 mmol) was added dropwise in flask containing 10 mL DMF for a period of 15 min at 4 C. A solution of 8-hydroxyjulolidine 7 (5.15 g,26.9 mmol) in DMF (5 mL) was then added dropwise to the complex over period of 10 min. When the addition was complete,the reaction was stirred at room temperature for 30 min,and then heated at 100 C for 30 min. After cooling to room temperature, 30 mL of water was added to the stirred dark solution. The aqueous mixture was stirred for 1.5 h resulting in the formation of a blue-green precipitate. The precipitate was isolated by filtration, washed with water and dried. The crude product was purified by column chromatography on silica gel(Toluene/EtOAc, 2:1) Yield = 94 %, m.p. 73-74 C

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 41175-50-2, 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol.

Reference:
Article; Chemate, Santosh B.; Sekar, Nagaiyan; Journal of Fluorescence; vol. 25; 6; (2015); p. 1615 – 1628;,
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Synthetic Route of 13330-96-6, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 13330-96-6 as follows.

General procedure: To a solution of 6-substituted pyridazinone 9 (0.5 mmol) in DMF (10 mL) was added Cs2CO3 (0.55 mmol). An appropriately substituted nitro benzyl chloride (0.52 mmol) was added and the resulting mixture was stirred at 40-50 C for 3 h, the solvent was removed under reduced pressure and the residue was dissolved in EtOAc (30 mL), which was then washed with brine (3 × 10 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo. The crude product, 2-nitrobenzyl-6-substituted-pyridazin-3(2H)-one (10), was used in the next step without further purification. To a solution of 10 in 95 % ethanol (50 mL) was added acetic acid (10 mmol) followed by slow addition of iron powder (2 mmol). The resulting mixture was stirred for 5 h at 100 C. The mixture was then filtered through celite and the filter cake was washed with 95 % ethanol (3 × 15 mL). The combined ethanol filtrates were evaporated in vacuo and the residue was re-dissolved in ethyl acetate (30 mL). The organic layer was washed with brine (3 × 10 mL) and 2 M NaOH (10 mL) sequentially. The organic layer was dried over anhydrous Na2SO4, evaporated in vacuo to afford 2-aminobenzyl-6-substituted-pyridazin-3(2H)-one (11) as a yellow solid, which was used without further purification. To a stirred solution of 11 and triphosgene (1 mmol) in dry dichloromethane (5 mL) was added triethylamine (2 mmol) under nitrogen atmosphere. A solution of the corresponding alcohol (1 mmol) in dichloromethane (5 mL) was added 5-10 min later and the mixture was stirred at room temperature overnight, diluted with dichloromethane (15 mL) and washed with water (3 × 20 mL). The organic phases were separated, combined, dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by using column chromatography to afford the corresponding product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13330-96-6, its application will become more common.

Reference:
Article; Xing, Weiqiang; Ai, Jing; Jin, Shiyu; Shi, Zhangxing; Peng, Xia; Wang, Lang; Ji, Yinchun; Lu, Dong; Liu, Yang; Geng, Meiyu; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 302 – 312;,
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Adding a certain compound to certain chemical reactions, such as: 623-04-1, (4-Aminophenyl)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, 623-04-1, blongs to alcohols-buliding-blocks compound. Computed Properties of C7H9NO

a) tert-Butyl N-(4-(hydroxymethyl)phenyl)carbamate. (4-Aminophenyl)methanol (1.23 g, 10 mmol) and diisopropylethylamine (2.6 mL, 15 mmol) was mixed with di-tert-butyl dicarbonate (2.62 g, 12 mmol) in dichloromethane (50 mL). The mixture was stirred at room temperature overnight. Ethyl acetate was added and the organic layer was washed with water, 1.0N HCl, saturated sodium carbonate, water, brine, dried over MgSO4, filtered and evaporated. The crude product was purified by flash column chromatography with Ethyl acetate/heptane (2:3) to give tert-butyl N-(4-(hydroxymethyl)phenyl) carbamate (2.16 g, 9.67 mmol). 1H NMR (CDCl-d) delta1.52 (s, 9H), 4.63 (s, 2H), 6.47 (bs, 1H), 7.30 (d, 8.5 Hz, 2H), 7.36 (d, 8.5 Hz,2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-04-1, its application will become more common.

Reference:
Patent; Hirst, Gavin C.; Calderwood, David; Munschauer, Rainer; Arnold, Lee D.; Johnston, David N.; Rafferty, Paul; US2003/153752; (2003); 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.61439-59-6, name is 2-(4-(Benzyloxy)phenyl)ethanol, molecular formula is C15H16O2, molecular weight is 228.29, as common compound, the synthetic route is as follows.Recommanded Product: 61439-59-6

Step 2: To a solution of 4-benzyloxyphenethyl alcohol (8.29 g) and carbon tetrabromide (24.1 g) in ether (150 ml) is portionwise added triphenylphosphine (19.0 g) and the resulting mixture stirred for about 3 hours. The supernatent is decanted, the solid washed with ether and the combined organic solution concentrated in vacuo. The crude product is purified by passing it through a silica plug to give 4-benzyloxyphenethyl bromide.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,61439-59-6, 2-(4-(Benzyloxy)phenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Rhone-Poulenc Rorer Pharmaceuticals, Inc.; US5674482; (1997); A;,
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