Tag: M.W=100-200

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.81335-87-7, name is (2-Amino-4-methylphenyl)methanol, molecular formula is C8H11NO, molecular weight is 137.18, as common compound, the synthetic route is as follows.Safety of (2-Amino-4-methylphenyl)methanol

To a solution of (2-amino-4-methylphenyl)-methanol (3.2 g, 23.4 mmol) in THF (40 mL) is added di-ferf-butyl dicarbonate (6.54 g, 28.0 mmol) and the solution is stirred at 60 0C for 5 h. The solvent is evaporated, and water is added. It is then extracted with EtOAc, washed with water, dried with MgSO4 and concentrated. The residue is purified to give the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,81335-87-7, (2-Amino-4-methylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; WO2007/67612; (2007); 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.13588-28-8, name is 2-(2-Methoxypropoxy)propan-1-ol, molecular formula is C7H16O3, molecular weight is 148.2001, as common compound, the synthetic route is as follows.Recommanded Product: 2-(2-Methoxypropoxy)propan-1-ol

In a thermometer,Distillation column, condenser,Water separator 1000ml glass four-necked flask,Add dipropylene glycol methyl ether 296g, acetic acid 132g,The molar ratio of dipropylene glycol methyl ether and acetic acid is 1: 1.1,Acid ionic liquid catalyst 1-butyl-3-methyl imidazole bisulfate dosage of 17.1g,The dehydrating agent cyclohexane was 148 g,The temperature was raised and the reaction was kept in boiling (80-160 C)Back to divert water,4h reaction was completed, the reaction was weighed,Gas chromatography analysis of the reaction solution of dipropylene glycol methyl ether acetate content, the calculated yield of 98.4%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13588-28-8, 2-(2-Methoxypropoxy)propan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu Tianyin Chemical Co., Ltd.; Qin Yisheng; Qin Xiaoqi; Yang Jianguo; Zhang Xuejun; Chen Rongfu; (7 pag.)CN106966898; (2017); A;,
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Synthetic Route of 205877-13-0 ,Some common heterocyclic compound, 205877-13-0, molecular formula is C8H11NO2, 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 a solution of 1.3g (5.9mmol) di-tert-butyl dicarbonate in 12mL anhydrous THF under N2 atmosphere, 0.83g (5.4mmol) (2-amino-3-methoxyphenyl)methanol31 was added and the resulting solution was stirred at 40C for 20h. The solvent was evaporated under reduced pressure and FCC with EtOAc and hexanes (1:3, Rf 0.6) gave 0.79g (3.1mmol, 58%) of 3c as a white solid. Mp: 112C. IR (ATR): 3463, 3361, 3274, 3016, 2924, 1686, 1531, 1158cm-1. 1H NMR (500MHz, CDCl3) delta=7.18-7.12 (m, 1H), 7.04 (dd, J=7.8, 1.3Hz, 1H), 6.79 (dd, J=8.3, 1.3Hz, 1H), 6.52 (br s, 1H), 4.50 (d, J=5.8Hz, 2H), 4.14 (br s, 1H), 3.77 (s, 3H), 1.49 (s, 9H). 13C NMR (126MHz, CDCl3) delta=155.8, 153.1, 137.9, 126.8, 124.0, 122.3, 110.0, 80.7, 61.8, 55.6, 28.1. MS (EI+): m/z calcd for (C13H19NO4) 253.1314, found 253.1327.

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. 205877-13-0, (2-Amino-3-methoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Popp, Tobias Alexander; Uhl, Edgar; Ong, Duc Nghia; Dittrich, Sebastian; Bracher, Franz; Tetrahedron; vol. 72; 13; (2016); p. 1668 – 1674;,
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Adding a certain compound to certain chemical reactions, such as: 1875-89-4, 2-(m-Tolyl)ethanol, 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, Formula: C9H12O, blongs to alcohols-buliding-blocks compound. Formula: C9H12O

Example 8-2- [2- (3-methylphenyl) ethoxy]-2′, 3′, 5-TRI-O-(TERT- butyldimethylsilyl)-adenosine [54] To a dry 250-mL, 3-neck roundbottom flask was added 2-chloro- 2′, 3′, 5-TRI-O-(TERT-BUTYLDIMETHYLSILYL) adenosine (5 g, 7.8 mmol, Example 1) and 2- (3-methylphenyl) ethanol (15 mL). The mixture was flushed with nitrogen for 5-10 minutes, then heated to 50 °C. To this mixture was added sodium hydride (1.56 g, 39 mmol, as a 60percent dispersion in mineral oil) at such a rate as to avoid excessive gas evolution. The reaction was maintained at 50 °C until the predominant component was the product by HPLC (partially deprotected products were also seen). The reaction was then cooled to room temperature, carefully quenched with water (40 mL), and extracted with ethyl acetate (3 x 100 mL). The combined organic extracts were washed with brine (120 mL), dried (MGS04), filtered, and concentrated under reduced pressure to afford a brown oil. This material was purified by passing through a plug of silica gel, eluting with CH2CL2, 5percent methanol in CHSCIS, and 10percent methanol in CH2CL2. Those fractions containing products were combined and evaporated to dryness, to afford a mixture of starting material and monosilyl-protected and disilyl-protected alkylated products in a ratio of 2: 5: 12.This mixture was used without further purification in the next step

The synthetic route of 1875-89-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KING PHARMACEUTICALS RESEARCH & DEVELOPMENT, INC.; WO2005/33121; (2005); A2;,
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Related Products of 6214-45-5, Adding some certain compound to certain chemical reactions, such as: 6214-45-5, name is (4-Butoxyphenyl)methanol,molecular formula is C11H16O2, 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 6214-45-5.

Under nitrogen atmosphere, to a stirred mixture of commercially available (4-butoxyphenyl)-methanol (0.30 g, 1.66 mmol) in dry CH2C12 (8.0 mL), DMAP (0.020 g, 0.17 mmol) and 2-DPC (0.43 g, 1.99 mmol) were added. The reaction mixture was left at r.t. for 16 h, then diluted with CH2C12 (50 mL) and sequentially washed with sat. NH4C1 solution (50 mL), sat. NaHCO3 solution (3 x 50 mL) and brine (50 mL). The organic layer was dried over Na2504, filtered and concentrated to dryness to afford an oily product (0.423 g), as a mixture (1.7:1 ratio)of (4-butoxyphenyl)-methyl-2-pyridyl carbonate and (4-butoxyphenyl)-methyl-2-oxopyridine- 1- carboxylate. The mixture of isomers was not separated and used in the next step without any further purification. R = 2.61 mm; MS (ESI) m/z: 340 [M-K].

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. 6214-45-5, (4-Butoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; PIOMELLI, Daniele; BANDIERA, Tiziano; BERTOZZI, Fabio; NUZZI, Andrea; FIASELLA, Annalisa; PONZANO, Stefano; PAGLIUCA, Chiara; REGGIANI, Angelo Mario; WO2014/144836; (2014); A2;,
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Reference of 144284-25-3, 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 144284-25-3 as follows.

4.2 2,4,5-Trifluorobenzyliodide 3 2,4,5-Trifluorobenzylalcohol (2.26 g, 14 mmol) was dissolved in dry 1,4-dioxane (30 mL) and to that BF3·Et2O (1.98 g, 14 mmol) and KI (2.32 g, 14 mmol) were added and the resulting mixture was stirred for 48 h at room temperature. The reaction mixture was poured into cold water and extracted with diethyl ether. The combined organic layer was washed with water, brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by column chromatography eluting with 10% ethyl acetate in hexane to give 3 (3.35 g, 88%) as a brown liquid. 1H NMR (400 MHz, CDCl3) delta 4.34 (s, 2H), 6.93-6.86 (m, 1H), 7.21-7.14 (m, 1H); 13C NMR (100 MHz, CDCl3) delta -5.78, 106.0, 106.2, 106.2, 106.4, 118.3, 118.5, 123.1, 145.7, 148.1, 148.7, 151.2, 154.2, 156.6.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,144284-25-3, its application will become more common.

Reference:
Article; Subbaiah; Haq, Wahajul; Tetrahedron Asymmetry; vol. 25; 13-14; (2014); p. 1026 – 1030;,
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Electric Literature of 6214-45-5, 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 6214-45-5 as follows.

Example 45{6-[(4-Butoxybenzyl)(pyridin-2-ylsulfonyl)aminomethyl]pyridin-2-ylamino}acetic acid(Exemplary compound No. 899)45-(a): Ethyl {6-[(4-Butoxybenzyl)(pyridin-2-ylsulfonyl)aminomethyl]pyridin-2-ylamino}acetateTo 2.5 ml of a tetrahydrofuran solution containing 158 mg (0.451 mmol) of ({6-[(pyridin-2-ylsulfonyl)aminomethyl]pyridin-2-yl}amino)ethyl acetate obtained in Reference example 34 were added 89.2 mg (0.495 mmol) of 4-butoxybenzyl alcohol, 169 mul (0.677 mmol) of tri-n-butylphosphine and 116 mg (0.674 mmol) of N,N,N’,N’-tetramethylazodicarboxamide, and the mixture was stirred at room temperature for 3 hours. After completion of the reaction, water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was applied to silica gel column chromatography (eluent; n-hexane:ethyl acetate=9:1?1:4 (V/V)), and the fractions containing the objective material were concentrated under reduced pressure to obtain 212 mg of the title compound as colorless oily product. (Yield: 92%)Mass Spectrum (FAB, m/z): 513 (M++1).1H-NMR Spectrum (CDCl3, delta ppm): 8.60 (ddd, J=4.8, 1.7, 1.0 Hz, 1H), 7.81 (ddd, J=7.8, 1.3, 1.0 Hz, 1H), 7.74 (ddd, J=7.8, 7.6, 1.7 Hz, 1H), 7.37 (ddd, J=7.6, 4.8, 1.3 Hz, 1H), 7.23 (dd, J=8.3, 7.2 Hz, 1H), 7.20-7.16 (m, 2H), 6.79-6.73 (m, 2H), 6.49 (d, J=7.2 Hz, 1H), 6.22 (d, J=8.3 Hz, 1H), 4.71-4.65 (m, 1H), 4.68 (s, 2H), 4.36 (s, 2H), 4.23 (q, J=7.1 Hz, 2H), 3.96 (d, J=5.6 Hz, 2H), 3.92 (t, J=6.5 Hz, 2H), 1.80-1.69 (m, 2H), 1.54-1.42 (m, 2H), 1.29 (t, J=7.1 Hz, 3H), 0.97 (t, J=7.4 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6214-45-5, its application will become more common.

Reference:
Patent; UBE INDUSTRIES, LTD.; US2012/259123; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 626-95-9, 1,4-Pentanediol, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

To a solution of (rac)-pentane-l,4-diol (5.00 g) in DMF (53 mL) at 0 C was sequentially added imidazole (3.92 g) and feri-butyl(chloro)diphenylsilane (12 mL) and the mixture was stirred at room temperature for 22 h. The reaction was stopped by the addition of water and the mixture was extracted with hexanes. The combined organic layers were washed with saturated aqueous sodium chloride solution, dried and concentrated to yield the title compound (12.9 g). NMR (400 MHz, DMSO-i/6, 295 K) delta/ppm = 0.97 – 1.04 (m, 12H), 1.31 – 1.43 (m, 2H), 1.46 – 1.66 (m, 2H), 3.51 – 3.60 (m, 1H), 3.60 – 3.67 (m, 2H), 4.31 – 4.38 (m, 1H), 7.40 – 7.48 (m, 6H), 7.58 – 7.64 (m, 4H).

The synthetic route of 626-95-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; LUeCKING, Ulrich; HOG, Daniel; CHRIST, Clara; SACK, Ulrike; SIEGEL, Franziska; LIENAU, Philip; WERBECK, Nicolas; (170 pag.)WO2018/177889; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 38584-37-1, 3-(Hydroxymethyl)adamantan-1-ol, 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 3-(Hydroxymethyl)adamantan-1-ol, blongs to alcohols-buliding-blocks compound. Safety of 3-(Hydroxymethyl)adamantan-1-ol

(2) 1.0 Part of 1,1′-carbonyldiimidazol was added to a mixture of 1.9 parts of sodium difluorosulfoacetate (purity: 62.7%) and 9.5 parts of N,N-dimethylformamide, and the added mixture was stirred for 2 hours to obtain solution (referred to as solution A). 0.2 Part of sodium hydride was added to a mixture of 1.1 parts of 3-hydroxyadamantylmethanol and 5.5 parts of N,N-dimethylfomamide, and the added mixture was stirred for 2 hours to obtain solution (referred to as solution B). The solution A was added to the solution B, and the mixture was stirred for 15 hours to obtain sodium salt of 3-hydroxy-1-adamantylmethyl difluorosulfoacetate solution. The sodium salt of 3-hydroxy-1-adamantylmethyl difluorosulfoacetate solution was used for the next step without further separation or purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38584-37-1, 3-(Hydroxymethyl)adamantan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Chemical Company, Limited; US2006/194982; (2006); 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. 1875-89-4, name is 2-(m-Tolyl)ethanol, the common compound, a new synthetic route is introduced below. name: 2-(m-Tolyl)ethanol

Part A. Preparation of 3-methylphenethyl bromide. To a solution of 3-methylphenethyl alcohol (5.0 g, 36.7 mmol) in methylene chloride at 0° C. was added triphenylphosphine (10.6 g, 40.4 mmol) and carbon tetrabromide (13.4 g, 40.4 mmol). The mixture was allowed to stir with warming to 25° C. for 16 h. The solvent was removed in vacuo and the residue was taken up in ether and filtered through a pad of silica gel. The solvent was removed in vacuo to afford 7.0 g (95percent) of the title bromide.

The synthetic route of 1875-89-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DuPont Pharmaceuticals Company; US6060462; (2000); A;,
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