Tag: M.W=200-300

Application of 80866-82-6, Adding some certain compound to certain chemical reactions, such as: 80866-82-6, name is 5-Bromo-2-methoxybenzyl alcohol,molecular formula is C8H9BrO2, 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 80866-82-6.

Example 89:[2-Methoxy-5-[4-(methylsulfonylmethyl)-6-morpholin-4-yI-pyrimidin-2- yl] phenyl] methanolA mixture of 5-bromo-2-methoxybenzylalcohol (250 mg), potassium acetate (339 mg) and bis(pinacolato)diboron (352 mg) in 1,4-dioxane (10 mL) was degassed for 5 minutes. 1,1′- Bis(diphenylphosphino)fe?Ocenedichloropalladium(II) dichloromethane adduct (57 mg) was added and the reaction was heated to 8O0C for 3 hours. 2-Chloro-4~ (methylsulfonylmethyl)-6-morpholin-4-yl-pyrimidine (337 mg), ethanol (0.75 mL), a 2M solution of sodium carbonate (2.7 mL) and additional 1,1′- bis(diphenylphosphino)ferrocenedichloropalladium(II) dichloromethane adduct (57 mg) were added and the heating was continued for a further 66 hours. The reaction mixture was cooled and concentrated in vacuo. The residue was partitioned between ethyl acetate (50 mL) and water (50 mL) and filtered. The organic phase was dried (MgSO4), concentrated in vacuo and chromatographed on silica, eluting with 5% methanol in DCM. The chromatography was repeated and the residue triturated with diethyl ether to give the desired compound as a white solid (158 mg). Mass Spectrum; MH+ 394 NMR Spectrum: 1H NMR (DMSOd6) delta3.23 (3H, s), 3.73 – 3.74 (8H, m), 3.84 (3H, d), 4.51 (2H, s), 4.54 (2H, d), 5.08 (IH, t), 6.83 (IH, s), 7.00 – 7.06 (IH, m), 8.23 – 8.26 (IH, m), 8.41 (IH, d)

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. 80866-82-6, 5-Bromo-2-methoxybenzyl alcohol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/80382; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 7073-69-0, 2-(2-Bromophenyl)propan-2-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, Quality Control of 2-(2-Bromophenyl)propan-2-ol, blongs to alcohols-buliding-blocks compound. Quality Control of 2-(2-Bromophenyl)propan-2-ol

General procedure: A glass vial equipped with a magnetic stir bar and fitted with a Teflon screw cap was charged with BBA (90 mg, 1.0 mmol), KOAc (98 mg, 1.0 mmol) and the aryl halide (0.50 mmol). To this vessel was added EtOH (2.5 mL) and the reaction media was degassed with Argon for 5 minutes. XPhos Pd G2 (79 mg, 10 mol%) was then added, and the solution was stirred (750 rpm) and heated at 80C until full conversion was observed. The reaction media was filtered over celite and the crude filtrate was purified using Teledyne Isco Combiflash device (silica gel column chromatography 15 mum) and Hept:DCM (90:10 to 0:100) as solvent.

The synthetic route of 7073-69-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lafitte, Guillaume; Kunihiro, Kana; Bonneaud, Celine; Drean, Benedicte; Gaigne, Frederic; Parnet, Veronique; Pierre, Romain; Raffin, Catherine; Vatinel, Rodolphe; Fournier, Jean-Francois; Musicki, Branislav; Ouvry, Gilles; Bouix-Peter, Claire; Tomas, Loic; Harris, Craig S.; Tetrahedron Letters; vol. 58; 39; (2017); p. 3757 – 3759;,
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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. 56456-51-0, name is 2-Chloro-4-(trifluoromethyl)benzyl alcohol, the common compound, a new synthetic route is introduced below. SDS of cas: 56456-51-0

To a solution of 2-chloro-4-trifluoromethylbenzyl alcohol (38.8 g) and pyridine (3.0 ml) in diethyl ether (320 ml)- tetrahydrofuran (80 ml) was added thionyl chloride (32.8 g) , and the mixture was stirred at room temperature for 15 hr. The reaction solution was concentrated, water was poured’ into the residue and the mixture was extracted with ethyl acetate. The o ethyl acetate layer was washed with IN hydrochloric acid, a saturated aqueous sodium hydrogencarbonate solution and saturated brine, dried (MgSO4), and concentrated. The residue was subjected to silica gel column chromatography, and eluted with ethyl acetate-hexane (1:25 – 1:12, v/v) to give 2-chloro- 4-trifluoromethylbenzyl chloride (38.9 g, yield: 92%) as a colorless oil.1H-NMR (300 MHz, CDCl3) delta:4.72 (2 H,, s) , 7.51 – 7.57 (1 H, m) , 7.60 – 7.70 (2 H, m) .

The synthetic route of 56456-51-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2007/18314; (2007); A2;,
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Adding a certain compound to certain chemical reactions, such as: 83647-43-2, (3-Bromo-2-methylphenyl)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, 83647-43-2, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C8H9BrO

To a solution of (3-bromo-2-methyl-phenyl)-methanol (2 g, 9.9 mmol) in DCM (25 mL) is added phosphorous tribromide (1.76 mL, 14.9 mmol) at 0 C and the reaction mixture is allowed to warm to room temperature and stuffed 1 hour. The reaction mixture is diluted with DCM (20 mL), quenched with aqueous NaHCO3 solution, andextracted with DCM (3×50 mL). The combined organic extracts are washed with water (10 mL) and brine (10 mL), dried over anhydrous Na2504, filtered, and evaporated to dryness to give the title compound (2 g,77%). LC-MS m/z 264 [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,83647-43-2, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; HAMDOUCHI, Chafiq; MAITI, Pranab; MILLER, Anne Reifel; WO2015/105779; (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.1355338-16-7, name is 2-(4-Amino-3-fluorophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, molecular formula is C9H6F7NO, molecular weight is 277.14, as common compound, the synthetic route is as follows.HPLC of Formula: C9H6F7NO

Intermediate 14: tert-Butyl 1-{[2-fluoro-4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]carbamoyl}-5-(methylsulfonyl)-1,3-dihydro-2H-isoindole-2-carboxylate (0646) (0647) 2-(tert-Butoxycarbonyl)-5-(methylsulfonyl)isoindoline-1-carboxylic acid (345 mg, 1.01 mmol) was suspended in DCM (5 mL) and to this 2-(4-amino-3-fluorophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (280 mg, 1.01 mmol) and triethylamine (0.282 mL, 2.02 mmol) was added. To the resulting solution T3P (1.203 mL, 2.02 mmol) 50% in EtOAc was then added. The reaction was stirred at rt for 30 mins. LCMS indicated complete conversion to product. The reaction was diluted with DCM and washed with 0.5M HCl. The layers were separated using a phase separator and concentrated in vacuo. The residue was purified on silica eluting with 40% EtOAc in heptane. Completely pure fractions were combined and concentrated in vacuo to afford tert-butyl 1-((2-fluoro-4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl)carbamoyl)-5-(methylsulfonyl)isoindoline-2-carboxylate (402 mg, 66.3%) as a solid. (0648) LC/MS: m/z=601 [M+H]+. 1H NMR (500 MHz, DMSO-d6, mixture of rotamers, 2*:1) delta 1.38*, 1.47 (s, 9H), 3.21, 3.23*(s, 3H), 4.7-4.85 (m, 2H), 5.81*, 5.85 (s, 1H), 7.42-7.58 (m, 2H), 7.67*, 7.72 (d, 1H), 7.88-8.06 (m, 3H), 8.92 (s, 1H), 10.60, 10.63*(s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1355338-16-7, 2-(4-Amino-3-fluorophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; NARJES, Frank; OLSSON, Roine Ingemar; VON BERG, Stefan; LEVER, Sarah; (112 pag.)US2017/166527; (2017); 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. 150192-39-5, name is (2-Bromo-5-methoxyphenyl)methanol, molecular formula is C8H9BrO2, 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. Recommanded Product: (2-Bromo-5-methoxyphenyl)methanol

Dissolve (2-bromo-5-methoxy-phenyl) -methanol (5.0 g, 23 mmol) in dry dichloromethane (120 mL) and cool to 0 [C] under nitrogen. Add ethyl vinyl ether (2.5 g, [34 MMOL)] followed by [PYRIDINIUMP-TOLUENESULFONATE (580] mg, 2.3 mmol). Warm to room temperature and stir for 2 hours. Pour reaction into saturated aqueous sodium bicarbonate and extract twice with dichloromethane. Combine organic layers and wash with water and brine. Dry with sodium sulfate, filter and concentrate in vacuo to yield 6.6 g (100%) of title compound as a clear colorless [OIL.’H] NMR [(CDC13)] 8 7.41 (d, J= 8.6 Hz, 1H), 7. 08 (d, [J =] 3.1 Hz, 1H), 6.71 (dd, J= 8.8, 3.1 Hz, 1H), 4. [88] (q, J= 5.3 Hz, 1H), 4.65 (ab, Jab = 13.3 Hz, H), 4.55 (ab, Jab = 13.3 Hz, 1H), 3.8 (s, 3H), 3.71 (m, [1H),] 3.55 (m, [1H),] 1.41 (d, [J=] 5.3 Hz, 3H), 1.23 (t, [J=] 7.0 Hz, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 150192-39-5.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/9578; (2004); A2;,
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Related Products of 1454-85-9, 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 1454-85-9, name is Heptadecan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Compound 1 (590mg, 1.0mmol), which was prepared from protoporphyrin IX (PPIX) under acid esterification conditions,17 was dissolved in HBr/acetic acid (25percent, 30mL) under nitrogen atmosphere and the mixture was stirred for 2h. All volatile solvents were evaporated under vacuum to yield dimethyl 3,3?-(7,12-bis(1-bromoethyl)-3,8,13,17-tetramethylporphyrin-2,18-diyl)dipropionate (2) as a green colored liquid. The resulting liquid was directly dissolved in dichloromethane (50mL), and 1-tridecanol (2.2mmol, 441mg) and Cs2CO3 (2.2mmol, 304mg) were added to the dichloromethane solution. The reaction mixture was again stirred under nitrogen atmosphere for 2h and filtered. The resulting filtrate was concentrated under the reduced pressure and the residue was purified by preparative TLC on silica gel with CH2Cl2/MeOH (20:1) to give compound 3a (218mg, 23percent yield) as a dark violet crystal. Rf=0.8 (CH2Cl2/MeOH 20:1); 1H NMR (400MHz, CDCl3, TMS) delta 10.63 (s, 1H), 10.61 (s, 1H), 10.11 (s, 1H), 10.08 (s, 1H), 6.09 (m, 2H), 4.41?4.45 (m, 4H), 3.73 (s, 3H), 3.71 (s, 3H), 3.70 (s, 3H), 3.69 (s, 3H), 3.68 (s, 3H) 3.67 (s, 3H), 3.65 (m, 4H), 3.28?3.32 (m, 4H), 2.25?2.27 (d, J=7.0Hz, 6H), 1.09?1.80 (m, 42H), 0.84 (t, J=12.9Hz, 6H); 13C NMR (75MHz, CDCl3, TMS) delta 173.7 (2C; C=O), 140.6, 140.4, 138.4, 138.2, 137.2, 136.8, 136.5 (16C; C pyrrole), 98.8, 98.6, 96.8, 96.1, 73.3 (2C, OCH) 69.6 (2C, OCH2), 51.74 (2C; CO2CH3), 37.0 (2C, CH3CH), 31.9 (2C; CH2COOMe), 30.3, 29.5, 29.3, 26.4, 25.5, (24C; ?CH2?), 22.6 (2C; CH2CH2COO), 21.9, 14.1 (2C, CH3C pyrrole), 11.7ppm (2C; CH3C pyrrole); IR (NaCl disc) 3311, 2924, 2853, 1739, 1435, 1100cm?1; MS (ESI, positive): m/z (percent): 991; HRMS (ESI, positive) m/z Calcd for C62H94N4O6 [M+H]+; 991.7252, found: 991.7252.

According to the analysis of related databases, 1454-85-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tachikawa, Shoji; El-Zaria, Mohamed E.; Inomata, Ryu; Sato, Shinichi; Nakamura, Hiroyuki; Bioorganic and Medicinal Chemistry; vol. 22; 17; (2014); p. 4745 – 4751;,
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Reference of 30951-66-7, 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. 30951-66-7, name is 2-(3-Bromophenyl)propan-2-ol. A new synthetic method of this compound is introduced below.

4.2 2-[3-(6-Aminopyridin-3-yl)phenyl]propan-2-ol Under a stream of argon, 9.0 g of compound obtained in stage 4.1, 11.05 g of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ylamine, 83.7 ml of a 2M solution of sodium carbonate and 1.70 g of tetrakis(triphenylphosphine)palladium are placed in a round-bottomed flask, and dissolved in 523 ml of N,N-dimethylformamide. The mixture is heated for 1 h 30 at 80 C. After cooling to ambient temperature, 1 l of ethyl acetate is added to the reaction medium, and the mixture is filtered through celite. The organic phase is then separated, washed 3 times with a saturated solution of sodium chloride, dried over magnesium sulphate and concentrated under reduced pressure. The residue is purified by silica gel chromatography, elution being carried out with a dichloromethane/methanol mixture. The solid obtained is triturated from diisopropyl ether, recovered by filtration, and then oven-dried under reduced pressure. 2.35 g of compound are obtained. 1H NMR (DMSO-d6, delta in ppm): 1.45 (s, 6H); 5.0 (s, 1H); 6.0 (s, 2H); 6.55 (d, 1H); from 7.3 to 7.4 (m, 3H); 7.65 (s, 1H); 7.7 (d, 1H); 8.25 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,30951-66-7, its application will become more common.

Reference:
Patent; SANOFI-AVENTIS; US2011/65745; (2011); A1;,
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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. 1611-56-9, name is 11-Bromoundecan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Safety of 11-Bromoundecan-1-ol

Oxalyl chloride (2.0 ml_, 24 mmol) was dissolved in dichloromethane (80 ml_) in an oven-dried 250-mL round-bottom flask, equipped with stir bar, in an argon atmosphere. The reaction mixture was cooled in a dry ice/acetone bath, before adding dimethyl sulfoxide (3.4 ml_, 48 mmol) in dichloromethane (10 ml_), dropwise. The reaction mixture was aged 5 mins before adding bromoundecanol (5.0 g, 20 mmol) in dichloromethane (20 ml_), dropwise. The reaction mixture was aged 5 mins before adding triethylamine (13.9 ml_, 100 mmol), dropwise. The reaction mixture was aged 10 mins before the bath was removed, and the reaction mixture allowed to warm slowly to ambient temperature. Dichloromethane (50 ml_) and deionized water (50 ml_) were added and the resulting layers separated. The aqueous layer was extracted with dichloromethane (50 ml_). The combined organic layers were washed with 1.2 M HCI (2 X 50 ml_) and brine (50 ml_). The organic layer was dried over MgS04 and the solvents removed in vacuo. The resulting yellow oil was filtered through a plug of silica, eluting with 10:1 v/v hexanes:ethyl acetate to afford the product as a white, waxy solid (4.57g, 92 %).

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, 1611-56-9, 11-Bromoundecan-1-ol.

Reference:
Patent; TDA RESEARCH, INC.; MARTIN, Rhia, M.; GIN, Douglas, L.; NOBLE, Richard, D.; NGUYEN, Vinh, The; ELLIOTT, Brian, J.; (0 pag.)WO2020/14263; (2020); A1;,
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Electric Literature of 109240-30-4, 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. 109240-30-4, name is 1-(4-Bromophenyl)cyclopropanol. A new synthetic method of this compound is introduced below.

General procedure: An argon-degassed solution of cyclopropanol 1 (1 equiv) in t-BuOH (0.02 M) was added dropwise over 2 h to an argondegassed,stirred solution of 2-isocyano biphenyl 2 (2 equiv)and manganese(III) acetylacetonate (2.2 equiv) in t-BuOH(0.042 M) at 26 C. The resulting solution (0.01 M with respectto the cyclopropanol) was stirred for an additional 5 min beforethe solvent was removed under reduced pressure, and theresulting residue purified by flash chromatography to yield thedesired 2-substituted phenanthradine 3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109240-30-4, 1-(4-Bromophenyl)cyclopropanol, and friends who are interested can also refer to it.

Reference:
Article; Davis, Dexter C.; Haskins, Christopher W.; Dai, Mingji; Synlett; vol. 28; 8; (2017); p. 913 – 918;,
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