Tag: M.W=100-200

Electric Literature of 111-46-6, Adding some certain compound to certain chemical reactions, such as: 111-46-6, name is 2,2′-Oxybis(ethan-1-ol),molecular formula is C4H10O3, 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 111-46-6.

2-(2-(Prop-2-ynyloxy)ethoxy)ethanol (10) To a stirred suspension of potassium tert-butoxide (1.06 g, 9.42 mmol) in THF (300 mL) cooled to 0 C. in an ice-bath was added a solution of 2,2′-oxydiethanol (4.60 g, 78.0 mmol) in THF (10 mL). The mixture was stirred at 0 C. for 30 min and was then allowed to warm to RT and was treated dropwise with propargyl bromide (1.68 mL of an 80% solution in toluene, 11.30 mmol). The reaction mixture was stirred at RT for 16 hr and diluted with brine and water (5:1, 50 mL) and was extracted with EtOAc (3*500 mL). The combined organic extracts were dried, filtered and evaporated in vacuo. The residue was purified by flash column chromatography, eluting with 25 to 60% EtOAc in heptane, to afford the title compound (10) (410 mg, 30%) as a yellow oil: 1H NMR (250 MHz, CDCl3) delta: 2.22 (1H, s), 2.45 (1H, t), 3.58-3.66 (2H, m), 3.67-3.79 (6H, m), 4.22 (2H, d).

According to the analysis of related databases, 111-46-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; King-Underwood, John; Ito, Kazuhlro; Murray, Peter John; Hardy, George; Brookfield, Frederick Arthur; Brown, Christopher John; US2012/208799; (2012); 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. 13674-16-3, name is Methyl 2-hydroxy-3-phenylpropanoate, the common compound, a new synthetic route is introduced below. HPLC of Formula: C10H12O3

Methyl 2-Methanesulfonyloxy-3-phenylpropionate (34) A dichloromethane solution of methyl 2-hydroxy-3-phenylpropionate (33) is treated with triethylamine (1.1 equiv) and methanesulfonyl chloride (1.1 equiv) at 0 C. Upon completion of reaction, the mixture is dissolved in dichloromethane/ether and washed with saturated aqueous solution of sodium chloride, dried and concentrated. Purification of crude material by flash column chromatography (40% ethyl acetate in hexane) gives methyl 2-methanesulfonyloxy-3-phenylpropionate (1.6 g, 93%). 1 H NMR (300 MHz CDCl3): delta 7.358-7.233 (m, 5H), 5.173 (dd, 4.26 Hz, 8.8 Hz, 1H), 3.793 (s, 3H), 3.301 (dd, 4.23 Hz, 14.38 Hz, 1H), 3.1295 (dd, 8.8 Hz, 14.3 Hz, 1H), 2.766 (s, 3H).

The synthetic route of 13674-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5194605; (1993); A;,
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Electric Literature of 702-23-8, 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. 702-23-8, name is 2-(4-Methoxyphenyl)ethanol. A new synthetic method of this compound is introduced below.

PREPARATION F 4-(3-[p-Methoxyphenyl]propyl)pyridine To a stirred solution of 3.04 g. of 2-(p-methoxyphenyl)ethanol in 10 ml. of benzene, is added dropwise, a solution of 0.72 ml. of phosphorus tribromide in 10 ml. of benzene, at ambient temperature. The mixture is then heated at 60C. for 1 hour. After being cooled to ambient temperature again, the reaction mixture is poured onto 50 g. of crushed ice. A small amount of ether is added, and then the organic phase is separated off, washed sequentially with 0.5N sodium hydroxide and water, and evaporated to dryness. This affords 2.8 g. of 2-(p-methoxyphenyl)ethyl bromide as an oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,702-23-8, 2-(4-Methoxyphenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc.; US3983107; (1976); A;,
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Reference of 29683-23-6, Adding some certain compound to certain chemical reactions, such as: 29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol,molecular formula is C5H10OS, 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 29683-23-6.

Methi 7-cyciopropyl-6-hydroxypyrazoio[1 ,5-a]pyridine-3-carboxyiate (0. 100 g. 0.431 rnrnoi), tetrahydro-2H-thiopyram4oi (0.102 g, 0.861 mmoi), and 1,1 (azodicarbonvl)dipiperi dine (0.326 g. 1.29 rnmol) were placed in a pressure vial. Then, anhydrous Ph]?ie (4 rnL) and tri-N-butyiphosphine (0.323 rnL, 1.29 rnmoi) were added,and the reaction mixture was stirred at 140 C under microwave irradiation for 15 mm. The reaction mixture was quenched with MeOl-I (5 mL), diluted with MeOH/DCM (20 mE), and the solvent was removed under reduced pressure. The residue was purified by flash chromatography (0-50% EIOAc/DCM gradient) to give methyl 7-cyciopropyl-6- ((tetrahydro-2H-thiopyran-4-yl)oxy)pyrazoio[ I ,5-ajpyridine-3-carboxylate (0.134 g, 94% yield) as a colorless syrup. MS (ESI) ,n??: 333.1 (M-HH). ?H-NMR: (500 MHz,CDCI3) oe ppm 8.38 (s, 11-1), 7.99 (d, J:::94 Hz, 1K), 7.22 (d. J=9.6 Hz, iii), 4.31 4.22(m, 11:1), 3.90 (s, 31:1), 2.97 – 2.88 (in. 2H). 265 2.55 (m, 21:1), 2.44 – 2.36 (in. 1K). 230220 (m, 2H), 2.08 – 1.98 (m, 2H), 1.46 – 139 (m, 2H), 1.21 – 1.15 (m, 2H),

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. 29683-23-6, Tetrahydro-2H-thiopyran-4-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMITH II, Leon M.; LADZIATA, Vladimir; DELUCCA, Indawati; PINTO, Donald, J., P.; ORWAT, Michael J.; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; YANG, Wu; SHAW, Scott A.; GLUNZ, Peter W.; PANDA, Manoranjan; (612 pag.)WO2017/123860; (2017); 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. 623-04-1, name is (4-Aminophenyl)methanol, the common compound, a new synthetic route is introduced below. Safety of (4-Aminophenyl)methanol

A i00-mL, three-necked, round-bottomed flask, was equipped with a magnetic stimng bar, a retlux condenser, and a pressure-equalizing dropping funnel that was connected to a nitrogen flow line and charged with a solution of 97% di-tert-butyl dicarbonate (4.04 g, 18.5 nimol) in tetralydrofuran (30 mid). Amino benzyi alcohol (2.5 g, 20.3 mmol) was placed in the flask and suspended in tetrahydrofuran (65 mL) and 99% triethylamine (3.1 mL, 22 mmoi). The resultmg white suspension was cooled with an ice-water bath and the solution of di-tert-butyl dicarbonate was added dropwise over a period of 30 minutes. After 10 mm of additional stirring, the ice-water bath was removed and the suspension was stirred overnight at room temperature, then warmed at 50C for a further 3 hours. T he solvent was removed tinder reduced pressure and the residue partitioned between EtOAc (50 mL) and saturated aqueous bicarbonate solution (50 mL). The aqueous phase was extracted with three 50-ni. portions of EtOAc. The combined organic phases were dried with anhydrous MgSO4 and concentrated under reduced pressure to give 3.72 g (83% yield) of the product as a brown oil that was used without further purification. ?H NMR (as rotamers) (400 MHz, CDCh) 6 9.26 (s, I H), 8.64 (s, iH), 7.39 (.4H), 7.20 (4H), 5,75 (s, 1H), 5.05 (2H), 4.49 -4.35 (m, 4H), i.47 (s, 9H), 1.40 (s, 1H).

The synthetic route of 623-04-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF WASHINGTON THROUGH ITS CENTER FOR COMMERCIALIZATION; UNIVERSITY OF MONTANA; BUTTRICK, Brian; GUILLOTEAU, Nicolas; DIAZ, Philippe; ISOHERRANEN, Nina; WO2015/26990; (2015); A2;,
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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. 111-45-5, name is 2-(Allyloxy)ethanol, molecular formula is C5H10O2, 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-(Allyloxy)ethanol

30.6 g (0.3 mol) of allyloxyethanol was dissolved in 100 ml of methylene chloride,Further, a solution prepared by adding 33.4 g (0.33 mol) of triethylamine and 1.8 g (0.015 mol) of N, N-dimethylaminopyridine was prepared.next,The obtained solution was cooled with ice,To this solution,A solution of 31.4 g (0.3 mol) of methacrylic acid chloride in 50 ml of methylene chloride was added dropwise.After completion of the dropwise addition,After stirring at room temperature for 3 hours,100 ml of distilled water was added,It was extracted three times with methylene chloride.Next, the obtained methylene chloride layer was removed using a rotary evaporator to remove the solvent, and the residue obtained was dissolved in 100 ml of toluene to obtain a toluene solution.Then, this toluene solution was washed three times with 0.5 N hydrochloric acid solution,Washed three times with saturated saline solution,And dried with magnesium sulfate solution.After drying, the magnesium sulfate solution was filtered off,The filtrate was concentrated on a rotary evaporator to obtain a concentrate.further,The concentrate was vacuum dried,Methacrylic acid-allyloxyethyl 46.0 g (yield 90%).

With the rapid development of chemical substances, we look forward to future research findings about 111-45-5.

Reference:
Patent; TOKUYAMA DENTAL CORPORATION; AKIZUMI, HIRONOBU; SAKATA, EIBU; (52 pag.)JP2017/141212; (2017); A;,
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Related Products of 112-27-6 ,Some common heterocyclic compound, 112-27-6, molecular formula is C6H14O4, 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 stirred solution of 2,2?-(ethane-1,2-diylbis(oxy))bis(ethan-1-ol) (30 g, 200 mmol) in THF (125 mL) was added 60% NaH in paraffin (4 g, 100 mmol) at 10 C. The resulting reaction mixture stirred at the same temperature for 0.5 h. To this reaction mixture was then added benzyl bromide (17 g, 100 mmol) in THF (125) dropwise at 10 C. over 1.5 h. The resulting reaction mixture then stirred at rt for 16 h. The reaction mixture was then transferred into ice water and the resulting mixture was extracted using DCM (3¡Á100 mL). The combined organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was evaporated under reduced pressure and the crude product was purified using silica gel column chromatography (4% MeOH-DCM) to give 2-(2-(2-(benzyloxy)ethoxy)ethoxy)ethan-1-ol as a yellow oil (20 g, 42%). LC-MS (ESI+) m/z 241.35 (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,112-27-6, its application will become more common.

Reference:
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (2019); A1;,
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Related Products of 140373-17-7 , The common heterocyclic compound, 140373-17-7, name is 2-Amino-2-(4-fluorophenyl)ethanol, molecular formula is C8H10FNO, 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.

Example 47: Preparation of 2-[6-(3-chloro-phenyl)-pyrazin-2-ylamino]-2-(4-fluoro- phenyl)-ethanol Under an Ar atmosphere, a mixture of 2-chloro-6-(3-chloro-phenyl)-pyrazine (112.5 mg, 0.5 mmol) and 2-amino-2-(4-fluoro-phenyl)-ethanol (230 mg, 1.5 mmol) was exposed to microwave irradiation at 180 C for 1 hour. After the reaction was completed as monitored by LC-MS, the residue was partitioned between EtOAc and brine. The aqueous layer was separated and then extracted with EtOAc. The combined organic layers were concentrated, and then the residue was purified by Prep-HPLC to give 2-[6-(3-chloro-phenyl)-pyrazin-2-ylamino]-2-(4- fluoro-phenyl)-ethanol (10 mg).

The synthetic route of 140373-17-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; WANG, Jianhua; WANG, Min; YANG, Song; ZHOU, Chengang; WO2014/106606; (2014); A1;,
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Application of 10029-04-6 ,Some common heterocyclic compound, 10029-04-6, molecular formula is C6H10O3, 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.

Ethyl 2-(hydroxymethyl)acrylate 3 (1470 mg, 11.31 mmol), triphenylphosphine (3259 mg, 12.44 mmol) and BocNHTos (3360 mg, 12.44 mmol) were dissolved in dry THF (110 mL). Diisopropyl azodicarboxylate (2512 mg, 12.44 mmol) was slowly added at 0 C and the reaction mixture was stirred at room temperature for 24 h. Evaporation of the solvent and purification by flash chromatography on silica gel (petroleum ether/EtOAc 9:1) afforded pure compound 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10029-04-6, its application will become more common.

Reference:
Article; ?ukauskaite, Asta; Mangelinckx, Sven; Callebaut, Gert; Wybon, Clarence; ?a?kus, Algirdas; De Kimpe, Norbert; Tetrahedron; vol. 69; 16; (2013); p. 3437 – 3443;,
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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. 27489-62-9, name is trans-4-Aminocyclohexanol. A new synthetic method of this compound is introduced below., Computed Properties of C6H13NO

a. 4-[3-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yloxy]-cyclohexylamine (Intermediate 17a) Sodium hydride (60% in mineral oil, 0.24 g, 6.00 mmol) was added to a stirred solution of trans-4-amino cyclohexanol (0.24 g, 2.08 mmol) in anhydrous DMF (8 mL) at RT under an argon atmosphere. The reaction mixture was stirred at RT for 30 min, then Intermediate 3c (0.50 g, 2.01 mmol) in anhydrous DMF (7 mL) was added and stirred at 60 C. for 4 h. After cooling, the reaction mixture was quenched by careful addition of a saturated aqueous solution of NH4Cl and water (1:1) and extracted with DCM (3*50 mL). The combined organic layers were washed with water followed by brine, dried and concentrated in vacuo. The resultant residue was purified by FCC using 0-10% [2M NH3 in MeOH] in DCM to afford the title compound (0.61 g, 88%) as a brown oil. LCMS (Method 3): Rt 2.19 min, m/z 344 [MH+].

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, 27489-62-9, trans-4-Aminocyclohexanol.

Reference:
Patent; CHIESI FARMACEUTICI S.p.A.; WOO, Chi-Kit; ALCARAZ, Lilian; CAPALDI, Carmelida; US2014/364411; (2014); A1;,
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