Tag: M.W=100-200

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 111-32-0, name is 4-Methoxybutan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 111-32-0

Preparation 14 4-Methoxybutyl 4-bromobenzenesulfonate To a solution of 4-methoxy-1-butanol (2.0 g, 19.2 mmol) in dichloromethane (20 mL) was added triethylamine (3.9 mL, 28.9 mmol) followed by 4-bromobenzenesulfonyl chloride (7.35 g, 28.9 mmol) and the reaction mixture was stirred overnight. Hydrochloric acid (20 mL of 2 N) was added and the aqueous phase washed with dichloromethane (2 x 10 mL). The combined organic layers were washed successively with aqueous saturated sodium hydrogencarbonate (20 mL) and then water(20 mL) and then dried over MgSO4and concentrated in vacuo.The product was obtained as a pale oil (6.10 g, 98%). NMR (CDCl3): 1.6 (m, 2H), 1.8 (m, 2H), 3.3 (s, 3H), 3.35 (m, 2H), 4.1 (m, 2H), 7.6-7.9 (m, 4H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 111-32-0, 4-Methoxybutan-1-ol.

Reference:
Patent; PFIZER INC.; Pfizer Limited; EP1072601; (2001); A2;,
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Reference of 115-20-8, Adding some certain compound to certain chemical reactions, such as: 115-20-8, name is Trichloroethanol,molecular formula is C2H3Cl3O, 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 115-20-8.

Example 1 Preparation of intermediate 2, 2, 2-trichloroethyl 4-bromobutyrate A stirred solution of 4-bromobutyric acid (3.34 g, 20.0 mmol) in toluene (50 ml) was added 2,2, 2-trichloroethanol (14.94 g, 0.10 mol) and p-toluenesulfonic acid monohydrate (7.60 g, 40.0 mmol) and refluxed with a Dean-Stark trap attached for 6 h. Water was removed continuously. The reaction mixture was cooled to room temperature and concentrated in vacuo. The mixture was added CH2CI2 (75 ml) and washed with H2O (3 x 25 ml). The organic layer was dried over Na2SO4, filtered and evaporated in vacuo to leave an oil. The residue was distilled to leave the title compound as a colourless oil (4.77 g, 79.9 %) (bp 100 C at 0.5 mmHg). tH-NMR (300 MHz, CDCl3) : 5 4.74 (s, 2H), 3.48 (t, 2 H), 2.65 (t, 2 H), 2.21-2. 13 (m, 2 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. 115-20-8, Trichloroethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIO-MEDISINSK INNOVASJON AS; WO2005/61483; (2005); A2;,
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Adding a certain compound to certain chemical reactions, such as: 13330-96-6, 4-(Dimethylamino)butan-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, 13330-96-6, blongs to alcohols-buliding-blocks compound. Formula: C6H15NO

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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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. 23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, 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: C4H8O4

To a solution of 4 (0.038 g, 0.094 mmol) in MeOH (5 mL) were added AcOH (0.108mL, 1.88 mmol, 20.0 equiv), NaBH3CN (0.018 g, 0.282 mmol, 3.0 equiv) and glycolaldehyde dimer (0.017 g, 0.141 mmol, 1.5 equiv). The reaction was warmed to 60 C and stirred for 2 hours, after which TLC analysis (CH2Cl2/MeOH/NH4OH84:15:1) showed full conversion of the starting material. The reaction mixture was concentrated in vacuo, the residue dissolved in MeOH, absorbed onto celite and purified by flash column chromatography (CH2Cl2/MeOH/NH4OH 99:0:1 to 79:20:1) to afford 3a (39 mg, 0.087 mmol, 93% yield) as a white solid.

With the rapid development of chemical substances, we look forward to future research findings about 23147-58-2.

Reference:
Article; Bouton, Jakob; Van Hecke, Kristof; Rasooly, Reuven; Van Calenbergh, Serge; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2822 – 2828;,
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Application of 100-37-8 ,Some common heterocyclic compound, 100-37-8, molecular formula is C6H15NO, 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.

Add 146g of thionyl chloride and 240g of dichloromethane to the 1L reaction bottle to cool down, use 500ml beaker during cooling processA mixed solution of 120 g of diethylaminoethanol and 100 g of dichloromethane was prepared. When the temperature in the reaction flask was lowered to -10 C, a mixture of diethylaminoethanol and dichloromethane was added dropwise at a temperature of -10 to 20 C. 1 hour and 28 minutes, the addition is completed;After the completion of the dropwise addition, the temperature was raised to 20 to 45 C for 5 hours, and after the completion of the incubation, the dichloromethane was concentrated for 1 hour and 05 minutes.Concentrated to a total of 258g of dichloromethane, the recovery of dichloromethane can be directly applied;After concentration and drying, the temperature was lowered to 27 C. 240 g of absolute ethanol was added to the reaction flask and heated to dissolve the solid.After dissolving, the ice brine was cooled to -5 to -10 C for 6 hours, and filtered to obtain 2-diethylaminochloroethane hydrochloride wet product 177.6 g wet.Product.After the mother liquor is collected, 208g of ethanol is concentrated and recovered. The recovered ethanol can be continuously applied, and the residual liquid is placed in a freezer for freezing and crystallization. After hourly filtration, 18.5 g of the mother liquor product was obtained, and then recrystallized from 32 g of recovered ethanol to obtain 13.8 g of a qualified mother liquor. A total of 191.4 g of the combined product was dried at 55-60 C to obtain 173.9 g of dry product of 2-(diethylamino)ethyl chloride hydrochloride, and the liquid phase purity was 99.82%, and the molar yield was calculated to be 98.7%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100-37-8, its application will become more common.

Reference:
Patent; Shandong Cheng Hui Shuang Da Pharmaceutical Co., Ltd.; Wang Yongguang; Liu Xuewen; Xue Qimeng; Zhao Zhonggui; Xu Linjie; (9 pag.)CN108084033; (2018); A;,
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Application of 6338-55-2, 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 6338-55-2, name is 2-(2-(2-Aminoethoxy)ethoxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

2-(2,6- Dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione (1.0 equiv.), compound 13a/13b/13c (1.5 equiv.) and DIPEA (3.0 equiv.) in 2 mL DMF were stirred at 90 C overnight. Water was added to the reaction mixture and it was extracted with EtOAc. The organic phase was washed with water x1, brine x1, dried over Na2SO4, filtered and evaporated to dryness. The resulting mixture was purified by column chromatography using DCM and MeOH as eluents to afford 14a-c. (0329) [0151] 2-(2,6-Dioxopiperidin-3-yl)-4-((2-(2-(2- hydroxyethoxy)ethoxy)ethyl)amino)isoindoline-1,3-dione (14a): 1H NMR (400 MHz, CDCl3) delta 8.19 (br s, 1H), 7.55-7.44 (m, 1H), 7.10 (d, J = 7.1 Hz, 1H), 6.91 (d, J = 8.5 Hz, 1H), 6.57 (t, J = 5.2 Hz, 1H), 4.91 (dd, J = 12.0, 5.4 Hz, 1H), 3.85-3.65 (m, 8H), 3.64-3.59 (m, 2H), 3.51-3.43 (m, 2H), 2.92-2.68 (m, 3H), 2.57 (br s, 1H), 2.18-2.07 (m, 1H) ppm.

According to the analysis of related databases, 6338-55-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOVENTURES, LLC; ZHENG, Guangrong; ZHOU, Daohong; ZHANG, Xuan; KHAN, Sajid; HE, Yonghan; ZHANG, Peiyi; (151 pag.)WO2019/144117; (2019); A1;,
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Application of 426831-32-5, 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 426831-32-5, name is (5-Fluoro-2-methoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

A 25 ml round-bottomed flask was charged with 1.0 g (2.96 mmol) of 3-[bis(4-fluorophenyl)methyl]-4-piperidinone hydrochloride, 508 mg (3.26 mmol) of 5-fluoro-2-methoxybenzyl alcohol, 2.18 g (16.87 mmol) of diisopropylethylamine, 10 ml of dichloromethane and 889 mg (4.44 mmol) of EPPA, and the mixture was stirred at room temperature for about 4 days.. To the reaction mixture was added 10 ml of water, and the dichloromethane layer was separated.. The aqueous layer was extracted once again with 10 ml of dichloromethane, and then the organic layers were combined and washed with water (10 ml) followed by saturated brine (10 ml).. The mixture was dried over an anhydrous magnesium sulfate and concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (50 g, n-hexane-ethyl acetate 4: 1, V/V) to obtain 642 mg of the title compound (yield: 49.4%). IR (KBr): 2484, 1729, 1604, 1508, 1224, 1159, 1028, 823, 720, 555cm-1.1H-NMR (CDCl3) delta: 2.38-2.61 (m, 4H), 2.74-2.78 (m, 1H), 2.85-2.90 (m, 1H), 3.26-3.31 (m, 1H), 3.52 (s, 2H), 3.74 (s, 3H), 4.58 (d, 1H, J=11.2Hz), 6.75 (m, 1H), 6.86-6.96 (m, 5H), 7.09-7.12 (m, 3H), 7.23-7.26 (m, 2H).

According to the analysis of related databases, 426831-32-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1460062; (2004); 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. 4541-15-5, name is 5-(Benzyloxy)pentan-1-ol, molecular formula is C12H18O2, 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. SDS of cas: 4541-15-5

To a stirred solution of benzylated alcohol 10 (5.0 g, 25.77 mmol) in CH2Cl2 (80 mL) at rt was added TEMPO (40 mg, 2.57 mmol) and reaction the mixture was stirred for 10 min, followed by the addition of iodobis(acetoxy)benzene (9.13g, 28.35 mmol). The mixture was stirred for additional 1 h and then diluted with CH2Cl2 (20 mL). The mixture was then washed with sat. aq Na2S2O3 (15 mL) and extracted with CH2Cl2 (3 x 10 mL). The combined organic extracts were dried (Na2SO4) and concentrated in vacuo followed by purification with silica gel column chromatography using pet ether: ethylacetate (20:1) as eluent that afforded pure aldehyde 11. Yield: 95% (4.70 g), colorless oil; IR (CHCl3, cm-1): upsilonmax 696, 753, 1039, 1098, 1106, 1242, 1275, 1454, 1710, 2941; 1H NMR (200 MHz, CDCl3): delta 1.51-1.85(m, 5H), 2.34-2.61 (m, 2H), 3.47 (t, J = 5.9 Hz, 2H), 4.48 (s, 2H),7.26-7.43 (m, 5H), 9.75 (t, J = 1.6 Hz, 1H); 13C NMR (50 MHz, CDCl3): delta 18.9, 29.0, 43.4, 69.6, 72.8, 127.5, 128.2, 130.1, 138.3, 201.8; HRMS (ESI): calc.for [(C12H16O2)H](M+H) 193.1229, found 193.1223.

With the rapid development of chemical substances, we look forward to future research findings about 4541-15-5.

Reference:
Article; Gadakh, Sunita K.; Sudalai, Arumugam; Tetrahedron Letters; vol. 57; 1; (2016); p. 25 – 28;,
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Synthetic Route of 311-86-4, 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. 311-86-4, name is 2-Bromo-3,3,3-trifluoropropan-1-ol, molecular formula is C3H4BrF3O, 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 113 2-(3-{3-[1-(4-Amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}azetidin-1-yl)-3,3,3-trifluoropropan-1-ol To a mixture of 1-[1-(3-azetidin-3-yl-5-chloro-2-methoxy-4-methylphenyl)ethyl]-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine dihydrochloride (20 mg, 0.04 mmol, chrial intermediate from peak 1 of Example 1, step 7) and triethylamine (19 muL, 0.13 mmol) in acetonitrile (0.6 mL) was added 2-bromo-3,3,3-trifluoropropan-1-ol (from Synquest Labs, 9.2 mg, 0.048 mmol). N,N-dimethylformamide (0.3 mL) was added, which created a clear solution that was stirred at 70 C. overnight. The mixture was diluted water and purified using RP-HPLC (XBridge C18 column, eluting with a gradient of acetonitrile/water containing 0.1% ammonium hydroxide, at flow rate of 30 mL/min) to give 6.6 mg (30%) of the desired product. The product was isolated as a mixture of diastereomers. LCMS calculated for C22H27ClF3N6O2 (M+H)+: m/z=499.2. Found: 499.1.

According to the analysis of related databases, 311-86-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Incyte Corporation; Li, Yun-Long; Yao, Wenqing; Combs, Andrew P.; Yue, Eddy W.; Mei, Song; Zhu, Wenyu; Glenn, Joseph; Maduskuie, JR., Thomas P.; Sparks, Richard B.; Douty, Brent; He, Chunhong; US2014/249132; (2014); A1;,
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Related Products of 62285-58-9, 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 62285-58-9 as follows.

To a stirred solution of 2, 6-Dimethylbenzyl alcohol (9.94 g, 73 mmol) was added thionyl chloride (81.55 g, 685 mmol) at room temperature. The reaction mixture was stirred for 6 hours, concentrated under reduced pressure and used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62285-58-9, its application will become more common.

Reference:
Patent; WELLSTAT THERAPEUTICS CORPORATION; WO2005/18628; (2005); A1;,
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