Month: August 2021

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. 187731-65-3, name is (2-Amino-4-methoxyphenyl)methanol. A new synthetic method of this compound is introduced below., Quality Control of (2-Amino-4-methoxyphenyl)methanol

Synthesis of 2-amino-4-methoxybenzaldehyde. A mixture of (2-amino-4-methoxyphenyl)methanol (20 g, 131.0 mmol) and manganese oxide (68 g, 786.0 mmol) in dichioromethane (300 mL) was stuffed at RT overnight. LCMS showed the reaction was completed. The solid was filtered off, and the filtrate was concentrated. The residuewas purified by silica gel chromatography (petroleum ether:ethyl acetate = 6:1) to give the title compound (7 g, 35%) as a yellow solid. MS (ES+) C8H9N02 requires: 151, found: 152 [M + H].

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, 187731-65-3, (2-Amino-4-methoxyphenyl)methanol.

Reference:
Patent; BLUEPRINT MEDICINES; BIFULCO, Neil, Jr.; BROOIJMANS, Natasja; HODOUS, Brian, L.; KIM, Joseph, L.; MIDUTURU, Chandrasekhar, V.; WO2014/11900; (2014); A2;,
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Related Products of 10488-69-4 , The common heterocyclic compound, 10488-69-4, name is Ethyl 4-chloro-3-hydroxybutanoate, molecular formula is C6H11ClO3, 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 1; [60] 61.5 g (1.626 mol) of sodium borohydride was dissolved in 694 mL of toluene, and52 g (1.626 mol) of methanol was added drop wise at room temperature for 1 hour. Subsequently, 300 g (1.807 mol, 99.3percent ee) of ethyl (S)-4-chloro-3-hydroxybutyrate was added, and stirring was performed at room temperature for 12 hours. The reaction mixture was cooled below 100C and, after adding 183 g of 36percent HCl dropwise, the solvent was removed by distillation under reduced pressure below 400C. Using 800 mL of methanol, concentration under reduced pressure was performed for 3 times below 40 C. 800 mL of dichloromethane was added to the resultant residue. After filtering off solid inorganic materials and removing the solvent under reduced pressure, 220 g of (S )-4-chloro-l,3-butanediol was obtained as oil (yield = 98percent).

The synthetic route of 10488-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RSTECH CORPORATION; WO2008/93955; (2008); A1;,
Alcohol – Wikipedia,
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Electric Literature of 109-83-1, Adding some certain compound to certain chemical reactions, such as: 109-83-1, name is 2-(Methylamino)ethanol,molecular formula is C3H9NO, 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 109-83-1.

Triethylamine (80 mmol) was added to a solution of the amino alcohol (35 mmol) in MC (200 ml) and the mixture was cooled to 00C using an ice bath. The sulfonyl chloride (32 mmol) was then added and the mixture was stirred at RT for 3 h. After addition of 0.5 M HCI (100 ml), the organic phase was separated off, washed with water, dried over Na2SO4 and filtered and the solvent was removed in vacuo. The crude product was used in the next stage without further purification

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. 109-83-1, 2-(Methylamino)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GRUeNENTHAL GMBH; WO2009/109364; (2009); A1;,
Alcohol – Wikipedia,
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Reference of 109-83-1, 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. 109-83-1, name is 2-(Methylamino)ethanol, molecular formula is C3H9NO, 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.

4-fluoro benzaldehyde in dry DMSO (35ml) (5.0g, 40.29mmol) and 2- To a stirred solution of (methylamino) ethanol (3.63g, 48.34mmol), under an argon atmosphere K2CO3 ( 6.68g, 48.34mmol) was added. The reaction mixture was then heated for 3 days at 120 . Then added to the reaction mixture which was cooled in water (400ml), and extracted with EtOAc (7 × 100ml). The combined organic layers were washed with brine (2 × 100ml), dried (Na2SO4), the solvent was removed under reduced pressure to give an oil of high viscosity orange. Which solidified slowly at room temperature. This solid was dissolved in DCM (40ml) and then a yellow solid precipitated by adding the solution to hexanes (200 ml), was collected yellow solid by filtration under vacuum. Recrystallization from toluene, the title compound (4.47g, 62%) was obtained as small yellow thin plate material.

According to the analysis of related databases, 109-83-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WISTA LABORATORIES LIMITED; KEMP, STEVEN JOHN; STOREY, LYNDA JANE; STOREY, JOHN MERVYN DAVID; RICKARD, JANET; HARRINGTON, CHARLES ROBERT; WISCHIK, CLAUDE MICHEL; CLUNAS, SCOTT; HEINRICH, TOBIAS KERST; (269 pag.)JP5667058; (2015); B2;,
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Adding a certain compound to certain chemical reactions, such as: 42514-50-1, 3-Amino-3-methylbutan-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, 42514-50-1, blongs to alcohols-buliding-blocks compound. name: 3-Amino-3-methylbutan-1-ol

Step 2: Synthesis of benzyl 3-[(4-hydroxy-2-methylbutan-2-yl)amino]-4- nitrobenzoate A stirred solution of benzyl 3-fluoro-4-nitrobenzoate (2.67 g, 9.69 mmol) and 3-amino-3- methylbutan-l-ol (1.00 g, 9.69 mmol) in acetonitrile (20 mL) containing potassium carbonate (1.34 g, 9.69 mmol) is heated to 80 C for 16 h. The solvent is evaporated, water (100 mL) is added, and the mixture is extracted with EtOAc (3 x 100 mL). The combined organic layers are dried (MgS04), concentrated and purified by flash chromatography in heptanes/EtOAc to afford the title compound (395 mg, 1.10 mmol).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,42514-50-1, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; BURKE, Jennifer; GUO, Xin; KIRRANE JR., Thomas, Martin; SNOW, Roger, John; ZHANG, Yunlong; WO2011/71725; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 100442-33-9, 1-(3,3-Diphenyl-N-methylpropylamino)-2-methyl-2-propanol, 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: C20H27NO, blongs to alcohols-buliding-blocks compound. Formula: C20H27NO

Example 2: Preparation of crude l,4-dihvdro-2,6-dimethyl-4-(3- nitrophenyl)-3 ,5 -pyridinedicarboxylic acid [2-|Y3,3- diphenylpropyl)methylamino]-l,l-dimethylethyl1 methyl ester hydrochloride (crude lercanidipine hydrochloride)2.31 mL of triethylamine and 3.1 g of diethylchlorothiophosphate were added to 5.0 g of 2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)-l,4- dihydropyridine-3-carboxylic acid (2) in 50 mL of toluene. The mixture was stirred at room temperature for one hour. After formation of a substituted phosphonoester derivative (5) as an intermediate was confirmed by thin layer chromatography (TLC), 4.49 g of 2, N-dimethyl-N-(3,3-diphenylpropyl)-l-amino- 2-propanol (3) was added thereto. The resulting mixture was refluxed for 4 hours. The reaction mixture was treated with activated carbon and was then concentrated under reduced pressure to remove toluene therefrom. The residue was dissolved in 30 mL of ethyl acetate. The organic phase was washed sequentially with 11 mL of a 10% NaOH aqueous solution, 11 mL of distilled water, 13.1 mL of 6N HCl and 11 mL of distilled water. An organic layer was separated, dried with activated carbon and anhydrous sodium sulfate for 30 min and concentrated under reduced pressure. The residue was dissolved in 15.7 mL of tetrahydrofuran and was then seeded with 50 mL of lercanidipine hydrochloride. The lercanidipine hydrochloride (dispersion) was stirred at 20 to 25 C for 24 hours, filtered and dried under vacuum to obtain 8.1 g of crude lercanidipine hydrochloride (theoretical yield: 83.1%).IH NMR (DMSO-d6, 400MHz)(ppm): 10. 8 ~9.4 (bb, IH), 9.5 (bs, IH), 8.30- 8.05 (m, 2H), 7.85 ~ 7.60 (m, 2H), 7.55 ~ 7.20 (m, 10H), 5.05 (s, IH), 4.15 -3.35 (m, 6H), 3.20 -2.15 (m, 13H), 2.6 (s, 3H), 1.50 (s, 6H).

The synthetic route of 100442-33-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DONGWOO SYNTECH CO., LTD; WO2008/82041; (2008); A1;,
Alcohol – Wikipedia,
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Related Products of 14002-80-3, 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. 14002-80-3, name is Methyl 3-hydroxy-2,2-dimethylpropanoate, molecular formula is C6H12O3, 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.

Step (i): Methyl 3-(2-methoxyethoxy)-2,2-dimethylpropanoate (39) Sodium hydride (60 % wt in oil) (3.14 g, 78 mmol) was added to a stirred solution of methyl 3- hydroxy-2,2-dimethylpropanoate (5 mL, 39.2 mmol) in DMF (5.6 mL) at 0C, after 5 min 1- bromo-2-methoxyethane (7.4 mL, 78 mmol) was added dropwise, and the reaction mixture was allowed to stir for 3h. The reaction was quenched with sat. NH4CI (aq.) (30 mL) and the aqueous layer was extracted with DCM (2 x 50 mL), the combined organic layers were dried (MgS04), filtered and concentrated in vacuo. The crude oil was dissolved in EtOAc (125 mL) and washed with water (3 x 40 mL), dried (MgS04), filtered and concentrated in vacuo. The material was purified by vacuum distillation (68-69C, 4.4 mbar) to afford methyl 3-(2- methoxyethoxy)-2,2-dimethylpropanoate (39) (1.83 g, 25 %) as a colourless oil: 1 H NMR (400 MHz, CDCIs) delta: 3.68 (s, 3H), 3.60-3.58 (m, 2H), 3.52-3.50 (m, 2H), 3.49 (s, 2H), 3.37 (s, 3H), 1.19 (s, 6H).

According to the analysis of related databases, 14002-80-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF LEICESTER; ANDREW, Peter William; LONNEN, Rana; DAMASO, Mafalda Pires; FRICKEL, Fritz-Frieder; HIRST, Simon Christopher; DAVIES, Mark William; HAMZA, Daniel; WO2013/83975; (2013); A2;,
Alcohol – Wikipedia,
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Application of 37729-18-3, 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. 37729-18-3, name is 2-([1,1′-Biphenyl]-4-yl)ethanol. A new synthetic method of this compound is introduced below.

Compound 30:Acrylic acid (13.5 mg, 0.05 mmol) was added sequentially to a 25 mL two-necked flask,2-biphenylethyl alcohol (49.5 mg, 0.25 mmol),N, O-bis (diethylsilyl) trifluoroacetamide (213.6 mg, 0.75 mmol)Potassium peroxy monosulfonate (307.0 mg, 0.50 mmol)The gas was replaced with dry N2 for 3 times,Finally, dry tetrahydrothiopyran (0.5 mL) was added under N2.Stirred at room temperature and heated to 50 C to carry out the reaction,Until the thin layer chromatography monitoring of raw materials is completed.At the end of the reaction, 15.0 mL of NaCl solution was added at room temperature,Extracted with ether 15.0 mL three times,The combined organic phase was distilled under reduced pressure and the product was purified by column chromatography in 65% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,37729-18-3, 2-([1,1′-Biphenyl]-4-yl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Nanjing Normal University; Han Wei; Zhao Hongyuan; (19 pag.)CN107056732; (2017); A;,
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Adding a certain compound to certain chemical reactions, such as: 7589-27-7, 2-(4-Fluorophenyl)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, 7589-27-7, blongs to alcohols-buliding-blocks compound. Computed Properties of C8H9FO

To a 40 mL vial equipped with a stir bar was added 4-bromo-2,6-difluorophenol (1.04 g, 5.00 mmol), 2-(4-fluorophenyl)ethanol (700 mg, 5.00 mmol), triphenylphosphine (1.57 g, 6.00 mmol) and THF (25 mL). To the stirred solution was added DIAD (1.17 mL, 6.00 mmol). The solution warmed to a mild reflux, then cooled within 5 minutes. The solution was stirred at r.t. for 18h. The reaction solution was concentrated in vacuo. The resulting residue was dissolved in a mm. of acetone, then was concentrated onto Celite in vacuo. The resulting powder was subjected to Si02 purifciation (80g column, hexanes : EtOAc 100: 0- 80:20) to afford 5-bromo- 1,3 -difluoro-2-(4-fluorophenethoxy)benzene (1.552 g, 94percent). ?HNMR(500MF-Tz, CDC13) 7.26 – 7.21 (m,2H), 7.11 – 7.04 (m, 2H), 7.03 – 6.97 (m, 2H), 4.30 (t, J=6.9 Hz, 2H), 3.06 (t, J=6.9 Hz,2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7589-27-7, its application will become more common.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BOWSHER, Michael S.; DESKUS, Jeffrey A; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (463 pag.)WO2018/127800; (2018); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 68327-04-8, (1S,2S)-2-Aminocyclopentanol hydrochloride, 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: C5H12ClNO, blongs to alcohols-buliding-blocks compound. Formula: C5H12ClNO

A mixture of 5,6-dimethyl-4-(4-(1-methyl-1H-pyrazol-3-yl)benzyl)picolinic acid (30.0 mg), (1S,2S)-2-aminocyclopentanol hydrochloride (19.3 mg), WSC (26.8 mg), HOBt (18.9 mg) and triethylamine (28.3 mg) in DMF (1 mL) was stirred at room temperature overnight. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution and extracted twice with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/methanol), and solidified with ethyl acetate-hexane to give the title compound (30.0 mg). 1H NMR (300 MHz, CDCl3) delta1.60-1.96 (4H, m), 2.03-2.18 (1H, m), 2.22 (3H, s), 2.24-2.34 (1H, m), 2.53 (3H, s), 3.94 (3H, s), 3.95-4.03 (1H, m), 4.05 (2H, s), 4.08-4.18 (1H, m), 4.71 (1H, brs), 6.49 (1H, d, J = 1.7 Hz), 7.11 (2H, d, J = 8.0 Hz), 7.36 (1H, d, J = 1.9 Hz), 7.69 (2H, d, J = 8.0 Hz), 7.88 (1H, s), 8.20 (1H, brs).

The synthetic route of 68327-04-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; OGINO, Masaki; KIMURA, Eiji; SUZUKI, Shinkichi; ASHIZAWA, Tomoko; IMAEDA, Toshihiro; FUJIMORI, Ikuo; ARAI, Ryosuke; (82 pag.)EP3156397; (2017); A1;,
Alcohol – Wikipedia,
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