Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 702-82-9, 3-Aminoadamantan-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, name: 3-Aminoadamantan-1-ol, blongs to alcohols-buliding-blocks compound. name: 3-Aminoadamantan-1-ol

A solution of 66.90 g of 3-amino-1-adamantanol and 340 ml of anhydrous methanol was added successively to 500 ml of 3-necked flask. After stirring, 46.74 g of benzaldehyde was added dropwise, and the mixture was heated and refluxed.After 3 hours, TLC (thin layer chromatography) monitored the reaction until complete conversion of the starting material to form the intermediate.After cooling the reaction system to 0 C, 18.2 g of sodium borohydride was added in portions to the reaction system.After the addition is complete, the reaction is carried out at 0 C to 5 C for 1 to 2 hours.After completion of the reaction by TLC (thin layer chromatography), the solvent was removed by rotary evaporation.To the residue was added 200 ml of water and 300 ml of ethyl acetate, and the organic phase was separated.The organic phase was washed twice with 100 ml of saturated brine, dried over anhydrous sodium sulfate and concentrated to remove the solvent. The crude product was obtained as an oil (118.1 g), which was recrystallized from petroleum ether / ethyl acetate (Volume ratio = 1: 1) to give 95.5 g of a white solid in 92.8% yield

The synthetic route of 702-82-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Weizhi Medicine Industry Co. Ltd.; Wei, yanjun; Wang, hua; Meng, zhoujun; (12 pag.)CN103980175; (2016); B;,
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Application of 2050-25-1 , The common heterocyclic compound, 2050-25-1, name is 2-(2-(Benzyloxy)ethoxy)ethanol, molecular formula is C11H16O3, 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.

2-(2-(Benzyloxy)ethoxy)ethanol (5 g, 25.5 mmol) was dissolved in DCM (50 mE), passed through a phase separator and concentrated in vacuo. It was then redissolved in dry THF (50 mE, 25.5 mmol) under nitrogen and cooled in an ice bath. NaH (60% in mineral oil, 1.070 g, 26.8 mmol)was added portionwise over 10 mm and the resulting suspension stirred for 30 mm. Ethyl 2-bromopropanoate (3.73 mE, 28.0 mmol) was added dropwise over 15 mm. The reaction was stirred overnight, quenched with sat. NHa4C (5 mE) and the resulting mixture concentrated directly onto silica gel. The crude product was purified by chromatography on silica gel (80 g column, 0-50% EtOAc/isohexane) to afford the sub-title compound (1.51 g) as a colourless oil.?H NMR (400 MHz, DMSO-d6) oe 7.51-7.09 (m, 5H), 4.50 (s, 2H), 4.11 (qd, 2H), 4.05 (q, 1H), 3.70-3.41 (m, 8H), 1.27 (d, 3H), 1.20 (t, 3H)

The synthetic route of 2050-25-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Respivert Limited; Topivert Pharma Limited; FYFE, Matthew Colin Thor; THOM, Stephen Malcolm; (88 pag.)US2017/291917; (2017); A1;,
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Reference of 30595-79-0, 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. 30595-79-0, name is 2,6-Dichlorophenethyl alcohol, molecular formula is C8H8Cl2O, 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.

Under the protection of argon, Weigh compound 5-2 (0.5 g, 2.62 mmol) in anhydrous toluene (8 mL), Add sodium hydride (0.131 g, 3.28 mmol), After heating to 40 C and stirring for 15 minutes, Cool the reaction to room temperature, Cuprous chloride (13 mg, 0.131 mmol) was added, Toluene (2 mL) and ethyl acetate (0.013 mL) were subsequently added, Heated to 120 C and refluxed for 24h, After the reaction is completed, the reaction solution is cooled to room temperature. Slowly add ice water to quench the sodium hydride, filter to remove insoluble matter, The filtrate was diluted with water and transferred to a separating funnel. Extract with methyl tert-butyl ether (10 mL x 3), combine the organic phases, The organic phase was washed with saturated brine (5 mL x 3), dried over anhydrous sodium sulfate, The solvent was distilled off under reduced pressure, The residue was purified by column chromatography (eluent: petroleum ether / ethyl acetate = 50: 1), Compound 5-3 (light yellow liquid, 0.25 g) was obtained.

According to the analysis of related databases, 30595-79-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Pharmaceutical University; Sun Hongbin; Kong Yi; Chen Si; Chen Panpan; Chen Fangjun; Song Hangyu; Ren Shenhong; Liu Zhaojun; (140 pag.)CN110627817; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 349-95-1, (4-(Trifluoromethyl)phenyl)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, 349-95-1, blongs to alcohols-buliding-blocks compound. Computed Properties of C8H7F3O

General procedure: [Cp*IrCl2]2 (1 mol %, 0.01 mmol, 8.0 mg), 4a (2 mol %, 0.02 mmol,7.6 mg), KOH (10 mol %, 0.1 mmol, 5.6 mg), and toluene (5 mL) wereadded to a 25mL Schlenk tube with stirring under N2 at roomtemperature. Then ketones/secondary alcohols/amines (1 mmol),primary alcohols (1.1 mmol) were added by syringe. The reactionmixture was heated to 110 C under reflux in an oil bath for 24 h. Itwas cooled to ambient temperature. Then it was concentrated invacuo, and purified by flash column chromatography with petroleumether/ethyl acetate to afford the corresponding alkylatedproduct.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,349-95-1, its application will become more common.

Reference:
Article; Huang, Shuang; Wu, Si-Peng; Zhou, Quan; Cui, He-Zhen; Hong, Xi; Lin, Yue-Jian; Hou, Xiu-Feng; Journal of Organometallic Chemistry; vol. 868; (2018); p. 14 – 23;,
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Synthetic Route of 6282-88-8, 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 6282-88-8, name is 3-(4-Chlorophenyl)propan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

(26-1) Synthesis of 1-(3-bromopropyl)-4-chlorobenzene (compound 26-1) [Show Image] 3-(4-Chlorophenyl)-1-propanol (1.00 g) was dissolved in methylene chloride (30 ml), triphenylphosphine (1.66 g) and N-bromosuccinimide (1.11 g) were added under ice-cooling, and the mixture was stirred under ice-cooling for 6 hr. The reaction mixture was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. Diethyl ether (50 ml) was added, and the precipitated triphenylphosphine oxide was filtered off. The concentrate of the filtrate was purified by silica gel column chromatography (hexane alone) to give the object product (1.30 g) as a colorless oil. 1H-NMR(CDCl3) delta (ppm): 2.10-2.18(2H, m), 2.76(2H, t, J=7.3Hz), 3.38(2H, t, J=6.5Hz), 7.13(2H, d, J=8.3Hz), 7.31-7.35(2H, 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 6282-88-8, 3-(4-Chlorophenyl)propan-1-ol.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP2168944; (2010); 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. 5764-85-2, name is Ethyl 3-hydroxy-3-phenylpropanoate. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C11H14O3

General procedure: Bi(OTf)3 (1.0 mol%) was added to a solution of the appropriate secbenzylalcohol (1.0 equiv) and TMSN3 (1.2 equiv) in CH2Cl2 (4.0mL/mmol) at r.t. When the reaction was complete (TLC), the solventwas removed and the crude material was purified by column chromatography.

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, 5764-85-2, Ethyl 3-hydroxy-3-phenylpropanoate.

Reference:
Article; Tummatorn, Jumreang; Thongsornkleeb, Charnsak; Ruchirawat, Somsak; Thongaram, Phanida; Kaewmee, Benyapa; Synthesis; vol. 47; 3; (2015); p. 323 – 329;,
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Reference of 13674-16-3, 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 13674-16-3, name is Methyl 2-hydroxy-3-phenylpropanoate. This compound has unique chemical properties. The synthetic route is as follows.

Step 3 (R)-2-[4-(9-Bromo-2,3-dimethyl-naphtho[2,3-b]thiophen-4-yl)-2-fluoro-phenoxy]-3-phenyl-propionic acid methyl ester In a manner similar to the procedure of Example 49, Step 6, there was obtained from 2-Fluoro-4-(9-bromo-2,3-dimethyl-naphtho[2,3-b]thiophen-4-yl)-phenol (0.29 g, 0.72 mmol), (S)-2-hydroxy-3-phenylpropionic acid, methyl ester (0.19 g, 1.1 mmol), triphenylphosphine (0.28 g, 1.1 mmol), diethylazodicarboxylate (0.17 mL, 1.1 mmol), and anhydrous benzene (5.0 mL) the title compound as a white solid (0.23 g, 58%): MS(EI): [M+], 1 bromine isotope pattern, 562/564.

According to the analysis of related databases, 13674-16-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corporation; US6251936; (2001); B1;,
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Related Products of 1124-63-6, 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 1124-63-6 as follows.

Synthesis of 4-[1-(3-cyclohexylpropyl)-3-phenylureido]butyramide (Compound 17); 10 g of Fmoc-TentaGel-S-PAM resin (0.25 mmol/g, 2.5 mmol) was treated with 25% PIP in DMF for 30 min. The resin was washed with DMF (2¡Á), MeOH (2¡Á) and DMF (2¡Á) and subsequently acylated with Fmoc-gamma-Abu-OH/DIC/HOBt (3 eq) in DMF. The completeness of the reaction was assessed with Kaiser’s ninhydrine test. The Fmoc group was removed followed by resin washing as described above. The o-NBS group was introduced by treatment with o-NBS-Cl (4 eq)/collidine (6 eq) in DCM for 1 h at rt. The resin was then suspended in dry DME (15 ml) and 3-cyclohexyl-1-propanol (3.8 ml, 25 mmol, 10 eq) was added. The TPP/DIAD complex was preformed at 0 C. by dissolving TPP (6.55 g, 25 mmol, 10 eq) in dry DME (30 ml) and adding DIAD (4.92 ml, 25 mmol, 10 eq). The complex was then added to the suspension and the reaction was carried out overnight. An aliquot of the resin was cleaved and analysed by HPLC (column: Vydac C18, 5mu, 250¡Á4.6 mm; solvents: A-0.1% TFA (aq), B-80% CH3CN/0.1% TFA (aq); a linear gradient of B was used). The content of the non-alkylated substrate was below 2%. The o-NBS group was subsequently removed by treatment with 1 M 2-mercaptoethanol/DBU in DMF (25 ml) for 1 h (2¡Á). The resin was then treated with PhNCO (10.9 ml, 25 mmol, 10 eq) in DMF for 4 h. The completeness of the reaction was confirmed by a negative chloranil test. The compound was cleaved from the resin by treatment with TFA/TIS/H2O 96/2/2 (100 ml) for 1.5 h at rt. The resin was filtered off and the solvents were evaporated. The crude product was purified by preparative HPLC. The fractions containing the pure compound were combined and lyophilised. The obtained product was treated with isopropyl ether, whereby crystalline compound was provided. Yield: 442.8 mg (51%, 1.28 mmol); Mp. 104-106 C.; MS (ion spray): [M+H]+ expected 346.2, observed 346.2; 1H NMR (500 MHz, CDCl3) data was consistent with the structure of compound 17.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1124-63-6, its application will become more common.

Reference:
Patent; CARA THERAPEUTICS, INC.; US2010/105777; (2010); 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.623-50-7, name is Ethyl 2-hydroxyacetate, molecular formula is C4H8O3, molecular weight is 104.1045, as common compound, the synthetic route is as follows.name: Ethyl 2-hydroxyacetate

A suspension of sodium hydride (1 1.2 g, 60% dispersion in mineral oil, 280 mmol) in 1,2-dimethoxyethane (250 mL) was cooled to 0C, treated dropwise with ethyl glycolate (25.5 mL, 269 mmol) and stirred at 23 C for 30 min. Ethyl-2-chloronicotinate (20.0 g, 108 mmol) in 1,2-dimethoxyethane (40 mL) was added dropwise over 10 min and the mixture was stirred at 70 C for 15 hours. The solvent was evaporated, the residue dissolved in water (500 mL) and washed with toluene. The aqueous layer was acidified with acetic acid (19 mL) to pH 5 and extracted five times with CH2CI2 (5 x 100 mL). The combined organic layers were dried over anhydrous MgS04, filtered and the solvent evaporated. Column chromatography (S1O2; EtOAc/Heptane, 20:80 -> 50:50) of the crude gave ethyl 3-hydroxyfuro[2,3-b]pyridine-2-carboxylate (21.1 g, 94%) as a yellow solid. H NMR (400 MHz, Chloroform- delta = 8.52 (dd, J= 4.9, 1.7 Hz, 1H, H-Ar), 8.12 (dd, J = 7.8, 1.7 Hz, 1H, H-Ar), 7.31 (dd, J= 7.8, 4.8 Hz, 1H, H-Ar), 4.47 (q, J= 7.1Hz, 2H, O- CH2CH3), 4.13 (s, 1H, OH), 1.44 (t, J= 7.1Hz, 3H, O-CH2CH3) ppm. MS (ESI+, hbO/MeCN) m/z {%): 208.0 (100, [M +

At the same time, in my other blogs, there are other synthetic methods of this type of compound,623-50-7, Ethyl 2-hydroxyacetate, and friends who are interested can also refer to it.

Reference:
Patent; EUROPEAN MOLECULAR BIOLOGY LABORATORY; WILL, David William; REID, George; CHARAPITSA, Iryna; LEWIS, Joe; (147 pag.)WO2018/229194; (2018); A1;,
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Synthetic Route of 1805-32-9, 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 1805-32-9 as follows.

To a solution of (3,4-dichlorophenyl)methanol (350 mg, 1.98 mmol) in DMF (3 mL) was added sodium hydride (60%, 80 mg, 4.00 mmol) at 0 C. After stirring at 0 C for 30 minutes, 5-chloro-2,4-difluorobenzonitrile (345 mg, 1.99 mmol) was added in portions. The reaction mixture was stirred at room temperature for 6 h, quenched by saturated NH4Cl (10 mL) and extracted with ethyl acetate (5 mL x 3). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated in vacuo to afford 5-chloro-4-(3,4-dichlorobenzyloxy)-2-fluorobenzonitrile as a yellow solid. The residue was used in the next step without further purification. LCMS (ESI) m/z: 329.9 [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,1805-32-9, its application will become more common.

Reference:
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; CHEN, Chien-An; CHOWDHURY, Sultan; DEHNHARDT, Christoph Martin; SUN, Shaoyi; WO2014/144545; (2014); A2;,
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