Category: 2566-44-1

Application of 2566-44-1, 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. 2566-44-1, name is 2-Cyclopropylethanol, molecular formula is C5H10O, 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 mixture of 2-cyclopropylethanol (5.35 g, 62.1 mmol) and dichloromethane (107 mL) were added methanesulfonyl chloride (5.29 mL, 68.3 mmol) and triethylamine (13.1 mL, 93.1 mmol) in that order while stirring on ice, and the resulting mixture was stirred for 1 hour. Water and ethyl acetate were then added to the reaction mixture. After thoroughly shaking the mixture, the organic layer was separated and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. The mixture was then filtered, and the solvent in the filtrate was distilled off under reduced pressure to obtain the title compound (10.3 g, 62.7 mmol). 1H-NMR (CDCl3) delta: 0.10-0.16 (m, 2H), 0.48-0.55 (m, 2H), 0.72-0.83 (m, 1H), 1.65 (q, J=6.8 Hz, 2H), 3.01 (s, 3H), 4.29 (t, J=6.8 Hz, 2H).

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 2566-44-1, 2-Cyclopropylethanol.

Reference:
Patent; Eisai R & D Management Co., Ltd.; US2009/259049; (2009); A1;,
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Electric Literature of 2566-44-1, 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. 2566-44-1, name is 2-Cyclopropylethanol. A new synthetic method of this compound is introduced below.

General procedure: Example 5-01 (Typical Procedure 10) [0342] A mixture of (R)-3-(2-bromo-pyridin-4-yloxy)-1-(7-fluoro-3-oxo-indan-5-yl)-pyrrolidin-2-one (80 mg), 2-cyclopropyl-ethanol (85 mg), cesium carbonate (129 mg) and toluene (1.6 mL) under argon was added Pd(OAc)2 (443 mug) and 5-(di-tert-butylphosphino)-1?,3?,5?-triphenyl-1?H-[1,4?]bipyrazole (2.0 mg). The mixture was heated to 90 C. for 2 hours by microwave irradiation. After cooling to room temperature the mixture was filtered and concentrated. The residue was purified by preparative HPLC to provide Example 5-01.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2566-44-1, its application will become more common.

Reference:
Patent; SANOFI; SCHWINK, Lothar; BOSSART, Martin; GLOMBIK, Heiner; GOSSEL, Matthias; KADEREIT, Dieter; KLABUNDE, Thomas; MAIER, Thomas; STENGELIN, Siegfried; US2014/99333; (2014); 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.2566-44-1, name is 2-Cyclopropylethanol, molecular formula is C5H10O, molecular weight is 86.13, as common compound, the synthetic route is as follows.Safety of 2-Cyclopropylethanol

EXAMPLE 172; 2-[9-(2-cyclopropylethoxy)-6-(2-hydroxy-2-methylpropyl)-leta-phenanthro[9,10-d]imidazol-2-yl]-5- fluoroisophthalonitrile; Step 1; 3-bromo-6-(2-cyclopropylethoxy)phenanthrene; To a mixture of 6-bromophenanthren-3-ol (3 g, 11 mmol) from Step 1 of Route A of Example 168, 2-cyclopropylethanol (2.85 g, 33 mmol) and triphenylphosphine (5.78 g, 22 mmol) in THF (50 mL) was added di-tert-butylazodicarboxylate (5.08 g, 22 mmol). The reaction mixture was stirred at room temperature overnight, then quenched with water. The aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with brine, dried over MgSO4, filtered and concentrated. The material was purified by flash chromatography on silica (100% hexanes) to afford 3- bromo-6-(2-cyclopropylethoxy)phenanthrene.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2566-44-1, 2-Cyclopropylethanol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2007/59610; (2007); A1;,
Alcohol – Wikipedia,
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Related Products of 2566-44-1 ,Some common heterocyclic compound, 2566-44-1, molecular formula is C5H10O, 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.

In a sealed tube, 2-(tributylphosphoranylidene)-acetonitrile (7.30 g, 30.25 mmol) was added to a solution of 5-Methyl-3-nitro-lH-pyrazole (2.00 g, 15.74 mmol) and 2- cyclopropylethanol (2.04 g, 23.68 mmol) in toluene (70 mL). The mixture was heated at 60 C for 19 h. After cooling down to rt, the mixture was diluted with EtOAc and water. The organic layer was decanted and the solvent was evaporated in vacuo. The residue was purified by column chromatography on silica gel (Irregular SiOH, 20-45 muiotaeta, 40 g, mobile phase: heptane/EtOAc, gradient from 60:40 EtOAc to 50:50). The pure fractions were combined and the solvent was evaporated until dryness to give 2.10 g of intermediate 232′ (68% yield) and 330 mg of intermediate 232 (11% yield).

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. 2566-44-1, 2-Cyclopropylethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier, Alexis, Georges; LIGNY, Yannick, Aime, Eddy; GROSS, Gerhard, Max; JACOBY, Edgar; MEERPOEL, Lieven; GREEN, Simon, Richard; HYND, George; KULAGOWSKI, Janusz, Jozef; MACLEOD, Calum; MANN, Samuel, Edward; (472 pag.)WO2018/2217; (2018); A1;,
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Related Products of 2566-44-1, 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 2566-44-1 as follows.

5-Fluoro-3-iodo-indazole (524 mg, 2.0 mmol), 2-cylcopropylethanol (344 mg, 4.0 mmol), and triphenylphosphine (1.05 g, 4.0 mmol) were combined in dry THF (40 mL). Di-tert-butyl azodicarboxylate (921 mg, 4.0 mmol) was added, and the reaction was stirred for 16 h at rt. The solution was concentrated and purified by silica gel chromatography (0% to 20% EtOAc/hexanes) to give two product isomers: 1-(cyclopropylethyl)-5-fluoro-3-iodo-1H-indazole (390 mg, 59%) was isolated as the major isomer eluting first. 1H NMR (400 MHz, CDCl3): delta 0.03-0.01 (2H, m), 0.29-0.41 (2H, m), 0.55-0.62 (1H, m), 1.76-1.82 (2H, m), 4.45 (2H, t, J=7.0 Hz), 7.09 (1H, dd, J=8.4, 2.3 Hz), 7.19 (1H, td, J=8.9, 2.4 Hz), 7.35 (1H, dd, J=9.1, 4.0 Hz). [M+H] calc’d for C12H12FIN2, 331. found 331. 2-(cyclopropylethyl)-5-fluoro-3-iodo-2H-indazole (216 mg, 33%) was isolated as the minor isomer eluting second. 1H NMR (400 MHz, CDCl3): delta 0.03-0.01 (2H, m), 0.29-0.42 (2H, m), 0.61-0.69 (1H, m), 1.79-1.85 (2H, m), 4.53 (2H, t, J=7.2 Hz), 6.95 (1H, dd, J=8.7, 2.4 Hz), 7.06 (1H, td, J=9.2, 2.4 Hz), 7.59 (1H, dd, J=9.3, 4.55 Hz). [M+H] calc’d for C12H12FIN2, 331. found 331.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2566-44-1, its application will become more common.

Reference:
Patent; Quanticel Pharmaceuticals, Inc.; Kanouni, Toufike; Stafford, Jeffrey Alan; Veal, James Marvin; Wallace, Michael Brennen; US2014/171432; (2014); A1;,
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Application of 2566-44-1, 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 2566-44-1 as follows.

EXAMPLE 3 Preparation of a Compound of Formula (VI): 2-cyclopropylethanal Oxalyl chloride (1.24 ml; 14.18 mmol) was dissolved in 10 ml of methylene chloride; after cooling to -60 C. a solution of 1.02 g (11.9 mmol) of 2-cyclopropylethanol, prepared according to example 2, in 10 ml of methylene chloride was added dropwise. The mixture was maintained under stirring for 30 minutes at the same temperature, then 8.3 ml (59.5 mmol) of triethylamine were added. After 2 hours at 0 C. water was added. The mixture was diluted with methylene chloride and washed successively with 1M hydrochloric acid, water, saturated sodium bicarbonate and finally with brine. The organic layer was dried over sodium sulfate and evaporated to dryness to give 0.31 g (30% yield) of the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2566-44-1, its application will become more common.

Reference:
Patent; Pevarello, Paolo; Amici, Raffaella; Traquandi, Gabriella; Villa, Manuela; Vulpetti, Anna; Isacchi, Antonella; US2003/187040; (2003); A1;,
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Related Products of 2566-44-1, 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. 2566-44-1, name is 2-Cyclopropylethanol, molecular formula is C5H10O, 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.

2-Cyclopropylethanol, (21.35 g, 248 mmol, Lancaster), imidazole (25.32 g, 372.4 mmol, Aldrich), and [TRIPHENYLPHOSPHINE] (84.64 g, 323 mmol, Aldrich) were dissolved into methylene chloride (300 mL). The resulting mixture was cooled to [0C] in an ice bath. Afterward, iodine (75.37 g, 298 mmol, Aldrich) was added portion- wise such that the temperature remained at less than [30C.] After this addition was complete, the mixture was allowed to warm to ambient temperature and mix under N2 overnight. The mixture was then diluted with deionized water (250 mL). Subsequently, the layers were separated. The methylene chloride layer was washed with 200 mL each of 10% HCl (aq) (200 mL), saturated [NAHC03 (AQ)] (200 mL), and 10g Na2S203 in deionized water (200 mL). The methylene chloride layer was dried over [MGS04,] filtered, and concentrated in vacuo with a rotovap having a bath temperature of less than [25C] to form solids. Hexanes (150 mL) were added to the solids, and the mixture was slurried for approximately [LHR.] The solids were-then filtered and washed with hexanes (150 mL). The filtrate was passed through a pad of silica (pre-washed with hexanes), with the silica being washed with hexanes to elute the product through the silica. Five bulk fractions of 350 mL each were taken. Product was detected in the first 3 fractions, and had little [TRIPHENYLPHOSPHINE] contamination. Those fractions were combined and concentrated in vacuo with a [ROTOTRAP] having a bath temperature of less than [25C] to form 30.08 g of an oil (62% [YIELD). 1H] NMR was consistent with the desired cyclopropyl ethyl iodide intermediate product.

According to the analysis of related databases, 2566-44-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMACIA CORPORATION; WO2004/811; (2003); A1;,
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Application of 2566-44-1, 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 2566-44-1 as follows.

Example 14 N-(2-Cyclopropylethyl)-N-(3-ethyl-8-trifluoromethylimidazo[1,2-a]pyridin-2-yl)benzenesulfonamide (Compound 63). To a solution of compound 13-E (0.074 g, 0.2 mmol), compound 14-A (0.021 g, 0.24 mmol), and triphenylphosphine (0.068 g, 0.26 mmol) in THF (2 mL) was added diisopropylazodicarboxylate (0.053 g, 0.26 mmol) and the reaction mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with water and ethyl acetate. The organic layer was separated, washed with saturated aqueous sodium bicarbonate (2*), and dried over sodium sulfate. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography, eluting with a hexanes-EtOAc gradient to give Compound 63 as a white solid (0.036 g, 41%); MS m/z (M+H+) 438.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2566-44-1, its application will become more common.

Reference:
Patent; Macielag, Mark J.; Xia, Mingde; McNally, James J.; Matthews, Jay M.; US2012/149699; (2012); A1;,
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Application of 2566-44-1, 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. 2566-44-1, name is 2-Cyclopropylethanol, molecular formula is C5H10O, 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.

Iodine (3.05 g, 24.0 mmol) and imidazole(1.63 g, 24.0 mmol) were added to a solution of triphenylphosphine(6.29 g, 24.0 mmol) in chloroform (50 mL) at 0C under anitrogen atmosphere, and the mixture was stirred at the sametemperature for 15 min. A solution of 2-cyclopropylethanol(1.72 g, 20.0 mmol) in chloroform (50 mL) was added dropwiseto the reaction mixture, and the mixture was stirred at roomtemperature for 3 h. To the reaction mixture were added saturatedaqueous sodium thiosulfate solution (60 mL) and water (60 mL), and the mixture was extracted with chloroform. Theorganic layer was concentrated under reduced pressure, andthe resulting residue was purified using a silica gel columneluted with 100% n-hexane to afford the desired product(2.14 g, 55%) as a pale yellow oil.Triphenylphosphine (2.86 g, 10.9 mmol) was added to a solutionof the above product (2.14 g, 10.9 mmol) in acetonitrile(5 mL), and the mixture was heated at reflux temperature for15 h. After cooling to room temperature, diethyl ether wasadded to the mixture, and the resulting precipitates were collectedby filtration to afford the target intermediate (3.87 g,77%) as a colorless powder. To a suspension of the above intermediate (3.83 g,8.36 mmol) in THF (60 mL) was added dropwise potassiumhexamethyldisilazane (toluene solution, 0.5 mol/L) (16.7 mL,8.36 mmol) at 0C under a nitrogen atmosphere, and the mixturewas stirred at room temperature for 1 h. After coolingto 0C, a solution of 3-fluoro-4-nitrobenzaldehyde (1.23 g,7.27 mmol) in THF (10 mL) was added dropwise to the reactionmixture, and the mixture was stirred at room temperaturefor 1 h. Saturated aqueous ammonium chloride solution wasadded to the reaction mixture, and the mixture was extractedtwice with ethyl acetate. The organic layer was washed withbrine, dried over anhydrous MgSO4, filtered, and concentratedunder reduced pressure. The resulting residue was purifiedusing a silica gel column eluted with 25% ethyl acetate-nhexaneto afford 24 (1.42 g, 88%) as a brown oil: 1H-NMR(300 MHz, CDCl3) delta: 0.07-0.21 (2H, m), 0.45-0.60 (2H, m),0.74-0.92 (1H, m), 2.14-2.30 (2H, m), 5.96-6.11 (1H, m),6.36-6.45 (1H, m), 7.12-7.31 (2H, m), 7.98-8.08 (1H, m).

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 2566-44-1, 2-Cyclopropylethanol.

Reference:
Article; Busujima, Tsuyoshi; Tanaka, Hiroaki; Iwakiri, A. Kanako; Shirasaki, Yoshihisa; Munetomo, Eiji; Saito, Masako; Masuko, Aiko; Kitano, Kiyokazu; Io, Fusayo; Kato, B Koji; Kamigaso, Shunsuke; Nozoe, Akiko; Sato, Nagaaki; Chemical and Pharmaceutical Bulletin; vol. 64; 3; (2016); p. 228 – 238;,
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Related Products of 2566-44-1, 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 2566-44-1 as follows.

Reaction A : Dissolve oxalyl chloride (9.3 mL, 106.7 mmol) in dichloromethane (140 mL) at ambient temperature, then cool to-78C and add slowly a solution of DMSO (11.22 g, 143.6 mmol) in dichloromethane (20 mL) while venting the mixture and stir the reaction at-78C for 20 minutes. Add 2-cyclopropyl-ethanol (6.11 g, 71.21 mmol) in dichloromethane (20 mL). Warm to 0C and add dichloromethane (25 mL) to assist with stirring and mix for 30 minutes. Dilute this reaction mixture with 100 mL THF and pour into a cold (-78C) solution of Reaction B. Reaction B : Add a solution of tert-butyl acetate (62 mL, 424 mmol) in THF (60 mL) to a cold solution (-78C) of lithium diisopropylamine (2M in heptanes/tetrahydrofuran/ethylbenzene, 180 mL, 360 mmol) in anhydrous THF (700 mL) and stir at-78C for 1.5-2 hours. Add crude Reaction A prepared as described above and rinse with 100 mL anhydrous THF. Stir at-78C for 1.5 hours then add water/diethyl ether and warm to ambient temperature overnight. Separate the layers and extract the aqueous layer with diethyl ether (3x). Dry the combined organic extracts over anhydrous MgS04, filter, and concentrate in vacuo. Purify the reaction on silica gel eluting with 20% EtOAc/hexanes to give 4-cyclopropyl-3-hydroxy-butyric acid tert butyl ester (10. 65 g. 75%).’H NMR (CDC13) 6 4.11-4. 05 (m, 1H), 3. 12 (d, 1H), 2.53 (dd, 1H), 2.38 (dd, 1H), 1. 60- 1.48 (m, 1H), 1.47 (s, 9H), 1.32-1. 23 (m, 1H), 0.80-0. 73 (m, 1H), 0.51-0. 46 (m, 2H), 0. 13-0. 04 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2566-44-1, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/92835; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts