Author: tianli

Reference of 558-42-9, 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 558-42-9, name is 1-Chloro-2-methyl-2-propanol. This compound has unique chemical properties. The synthetic route is as follows.

DIPEA (0.061 mL, 0.348 mmol) and l-chloro-2-methylpropan-2-ol (0.018 mL, 0.174 mmol) were added to (S)-l-(6-methoxy-5-methylpyridin-3-yl)-3-(piperidin-3-ylmethoxy)-4,5,7,8- tetrahydro-lH-oxepino[4,5-c]pyrazole (48 mg, 0.116 mmol) in EtOH (1 mL). The reaction mixture was heated to 90 °C for 1 h in a microwave. l-Chloro-2-methylpropan-2-ol (0.018 mL, 0.174 mmol) was added to the reaction mixture which was heated in a microwave for a further 2 h at 90 °C. 1-Chloro- 2-methylpropan-2-ol (0.018 mL, 0.174 mmol) was added to the reaction mixture which was heated in a microwave for a further 5 h. The reaction mixture was concentrated under a stream of nitrogen and purified using MDAP (Method A) to give the title compound (44.5 mg, 86percent). LCMS (Method C) : Rt = 1.31 min, MH+ = 445. 1H NMR (400 MHz, CDCb) delta ppm 7.92 (d, 2=2 Hz, 1H), 7.46 – 7.40 (m, 1H), 4.17 (dd, J=10, 3 Hz, 1H), 4.06 (dd, J=10, 6 Hz, 1H), 3.98 (s, 3H), 3.85 (t, J=5 Hz, 2H), 3.79 (t, J=5 Hz, 2H), 3.70-3.19 (m, 2H), 2.91 – 2.71 (m, 4H), 2.72-2.44 (m, 5H), 2.22 (s, 3H), 1.97 – 1.76 (m, 3H), 1.41 – 1.20 (m, 7H)

According to the analysis of related databases, 558-42-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BAXTER, Andrew; BERTRAND, Sophie Marie; CAMPBELL, Matthew; DOWN, Kenneth David; HAFFNER, Curt Dale; HAMBLIN, Julie Nicole; HENLEY, Zoe Alicia; MILLER, William Henry; TALBOT, Eric Philippe Andre; TAYLOR, Jonathan Andrew; (325 pag.)WO2018/192864; (2018); A1;,
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Application of 100-37-8, Adding some certain compound to certain chemical reactions, such as: 100-37-8, name is 2-(Diethylamino)ethanol,molecular formula is C6H15NO, 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 100-37-8.

(2R,6S)-tert-Butyl 4-(7-bromo-6-chloro-2-(2-(diethylamino)ethoxy)-8-fluoroquinazolin-4-yl)-2,6-dimethylpiperazine-1-carboxylate To a stirred solution of 2-(diethylamino)ethanol (276 mg, 2.36 mmol) in DMF (20 mL) at RT, NaH (94 mg, 2.36 mmol) was added and the resulting mixture was stirred for 30 min. (2R,6S)-tert-butyl 4-(7-bromo-2,6-dichloro-8-fluoroquinazolin-4-yl)-2,6-dimethylpiperazine-1-carboxylate (600 mg, 1.18 mmol) was added to the reaction mixture and stirred at RT for 2 h. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (MeOH/dichloromethane=40:1) to afford the desired product (140 mg, 20% yield) as a solid.

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. 100-37-8, 2-(Diethylamino)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Araxes Pharma LLC; Liu, Yi; Li, Liansheng; Ren, Pingda; (176 pag.)US2018/15087; (2018); 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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Application of 13330-96-6, 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. 13330-96-6, name is 4-(Dimethylamino)butan-1-ol, molecular formula is C6H15NO, 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.

Tetramethylazodicarboxamide (0.4 mmol) was added to an ice-cooled solution of phenol (24, 0.2 mmol), alcohol (0.3 mmol) and tributylphosphine (0.4 mmol) in anhydrous benzene (1 mL). The reaction mixture was then heated at 90 C for 12 hours. The reaction mixture was concentrated and the residue was purified by column chromatography (SiO2, Methanol: DCM, 2:98) to afford a white amorphous solid (56%). The product was dissolved in MeOH/THF (1:1) and palladium on carbon (10% w/w, 20 mg) was added to the solution under inert atmosphere. The resulting mixture was then stirred under hydrogen atmosphere overnight. The reaction mixture was filtrated through celite and concentrated to get phenol (~100%). Diisopropylazodicarboxylate (0.2 mmol) was added to an ice-cooled solution of phenol (0.1 mmol), N-methyl-4-hydroxy-piperidine (0.15 mmol) and triphenylphosphine (0.2 mmol) in anhydrous THF (1 mL) and resulting solution was then allowed to stir at room temperature for 12 hours. The reaction mixture was concentrated under reduced pressure and the residue was purified by prep-TLC (SiO2, Methanol:DCM:NH4OH, 1:10:0.1) to afford a white amorphous solid (30%).

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 13330-96-6, 4-(Dimethylamino)butan-1-ol.

Reference:
Article; Garg, Gaurav; Zhao, Huiping; Blagg, Brian S.J.; Bioorganic and Medicinal Chemistry; vol. 25; 2; (2017); p. S1 – S58;,
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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. 4415-73-0, name is 1,1-Cyclobutanedimethanol, the common compound, a new synthetic route is introduced below. Formula: C6H12O2

B. Preparation of cis-1, 2-bis-(bromomethyl) cyclobutane (XXI) To 44 g of phosphorous tribromide (-10 C.) was added dropwise 10.7 g of distilled XX over a 1 hour period. The reaction mixture was warmed to 25 C. and stirred for 2 hours, then heated to 80-85 C. for 18 hours. The reaction mixture was cooled in ice and cold water added. The layers were separated and the aqueous layer was extracted with methylene chloride. The organic extracts were combined, washed with 5% aqueous sodium carbonate and water, then distilled to yield 13.8 g of the title compound XXI as a purple oil, bp 86 (vacuum pump): ir (CHCl3) 3.4, 7.0-8.1mu (no OH signal observed); nmr delta 1.3-2.5 (m, 4), 2.8 (m, 2), and 3.5 (m, 2).

The synthetic route of 4415-73-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Miles Laboratories, Inc.; US4206127; (1980); A;,
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Application of 3279-95-6, Adding some certain compound to certain chemical reactions, such as: 3279-95-6, name is 2-(Aminooxy)ethanol,molecular formula is C2H7NO2, 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 3279-95-6.

EXAMPLE 802-(2-Fluoro-4-iodophenylamino)-5,5-dimethyl-8-oxo-5,6J,8-tetrahydro-4H-thieno[2,3- clazepme-S-carboxylic acid (2-hvdroxyethoxy)amide; Example 2 (1.0 g, 2.6 mmol), EDC (362 mg, 2.9 mmol), etaOBT (300 mg, 2.9 mmol), NMM (427 mg, 5.2 mmol) and 0-(2-hydroxyethyl)hydroxylamine (163 mg, 2.6 mmol) in DMF (10 mL) and DCM (9 mL) were stirred for 48 h. The reaction mixture was poured onto water and extracted with DCM, the unreacted acid removed by filtration and the remaining organic phase washed with IM aqueous HCl then dried over sodium sulphate and concentrated in vacuo. Chromatography (silica; ethyl acetate) yielded the title compound. deltaeta (DMSOd6) 11.22 (IH, br s), 8.82 (IH, br s), 7.93 (IH, t, J4.6 Hz), 7.64 (IH, dd, J 10.7, 2.1 Hz), 7.48 (IH, d, J 8.5 Hz), 7.08 (IH, t, J 8.5 Hz), 4.71 (IH, br s), 3.81-3.74 (2H, m), 3.59-3.50 (2H, m), 2.86 (2H, d, J5.0 Hz), 2.65 (2H, s), 0.97 (6H, s). LCMS (ES+) RT 2.85 minutes, 534 (M+H)+.

According to the analysis of related databases, 3279-95-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB PHARMA S.A.; WO2008/20206; (2008); 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;,
Alcohol – Wikipedia,
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Synthetic Route of 6966-10-5, 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. 6966-10-5, name is (3,4-Dimethylphenyl)methanol. A new synthetic method of this compound is introduced below.

General procedure: General procedure for the synthesis of phenanthridines 3: To a 25 mL tube containing a magnetic stir bar, was added 2-isocyanobiphenl 1 (0.2mmol, 1.0 equiv), Fe(acac)2 (20% mmol, 25.4mg), 4 AMS (100mg), TBHP (5.5M in nonane, 0.15ml, 0.8mmol, 4.0 equiv), benzyl alcohol 2 (0.8mmol, 4.0 equiv), and MeCN (2ml). The resulting mixture was heated under O2 at 100C for 24h. The solvent was removed under vacuum, and the residue was purified by column chromatography (SiO2, petroleum ether/ethyl acetate=1:10) to provide the desired products 3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6966-10-5, (3,4-Dimethylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Nie, Ziyi; Ding, Qiuping; Peng, Yiyuan; Tetrahedron; vol. 72; 50; (2016); p. 8350 – 8357;,
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Adding a certain compound to certain chemical reactions, such as: 1074-61-9, (4-Vinylphenyl)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, Recommanded Product: 1074-61-9, blongs to alcohols-buliding-blocks compound. Recommanded Product: 1074-61-9

Using a reaction scheme adapted from literature [32] , phosphorous tribromide (18.4 g, 6.4 mL, 68 mmol) dissolved in diethyl ether (10 mL) was added to alcohol 1 (5.9 g, 44.3 mmol) in Et2O (500 mL) at 0 C under N2. After 1 h, additional phosphorous tribromide (18.4 g, 6.4 mL, 68 mmol) was added. The reaction mixture was stirred for 1 h at room temperature and subsequently cooled to 0 C. Water (100 mL) was slowly added. The solution was extracted with Et2O, and the Et2O layer was washed with saturated NaHCO3, brine and dried over MgSO4. The crude product was purified by silica gel column chromatography using a hexane:EtOAc, (70:30) elutant system to obtain product vinyl benzyl bromide 2. 1H NMR (CDCl3, 500 MHz) delta: 4.48 (s, 2H), 5.26 (dd, J = 11.0, 1.0 Hz, 1H) 5.76 (dd, J = 17.6, 1.0 Hz, 1H) 6.69-6.75 (dd, J = 17.6, 11.0 Hz, 1H), 7.32 (d, J = 8.0 Hz, 2H) 7.41 (d, J = 8.0 Hz, 2H). UV-Vis [chloroform, lambdamax(epsilon)]: 215 nm, 260 nm.

The synthetic route of 1074-61-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Balami, Uddhav; Taylor, Darlene K.; Reactive and functional polymers; vol. 81; 1; (2014); p. 54 – 60;,
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Related Products of 3279-95-6, 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 3279-95-6, name is 2-(Aminooxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 10 mg (0.012 mmol) of compounds 9a or 9b in anhydrous and deoxygenated THF, 2-(aminooxy)ethanol (1.5 mg, 0.02 mmol) and PTSA (2 mg) were added. The reaction was performed in a glass pressure tube (Ace pressure tube from Aldrich), purged with argon and stirred at room temperature for 6 h. The consumption of starting material 9a-b was monitored by TLC and UVeVis spectroscopy. The solvent was removed under reduced pressure when no starting material was detected. The purification was carried out by flash column chromatography in silica gel using dichloromethane:methanol 99:1 as eluent, and the chlorin derivatives were crystallized from CH2Cl2/hexane. 21,22[N,N-dicarbonyl-N-4-(O-2-hydroxyethyloxime)phenyl]-13,17-bis[2-(methoxycarbonyl)ethyl]-2,7,12,18-tetramethyl-18-vinyl-2,21,22,23-tetrahydrobenzo[b]porphyrin (10a): Yield: 7.5 mg; 8.0 mmol; 70%. 1H NMR (CDCl3, 400 MHz) delta (ppm): -2.47–2.39 (sl, 2H); 2.09 (s, 3H); 3.16 (t, 2H, J=7.9 Hz); 3.21 (t, 2H, J=8.1 Hz); 3.41 (s, 3H); 3.46-3.48 (m, 2H); 3.50 (s, 3H); 3.56 (s, 3H); 3.65 and 3.68 (2s, 3H and 3H); 3.73 (t, 2H, J=4.4 Hz); 3.93-3.97 (m, 1H); 4.09-4.07 (m, 2H); 4.18 (t, 2H, J=7.8 Hz); 4.31 (t, 2H, J=7.5 Hz), 4.68 (d, 1H, J=8.7 Hz); 4.72 (br.s,1H); 6.15 (dd, 1H, J=1.3 Hz and 11.5 Hz, H-8(2a)); 6.35 (dd, H, J=1.3 Hz and 17.9 Hz); 6.77-6.74 (m, 2H); 7.17-7.15 (m, 2H); 7.42 (t, 1H, J=5.3 Hz); 7.76 (s, 1H); 8.19 (dd, 1H, J=17.9 and 11.5 Hz); 9.09 (s, 1H, H-20); 9.33 (s, 1H, H-5); 9.68 (s, 1H); 9.86 (s, 1H). 13C NMR (CDCl3,100 MHz) delta (ppm): 11.4 (1CH3); 11.6 (1CH3); 12.3 (1CH3); 21.5 (1CH2); 21.9 (1CH2); 25.6 (1CH2); 26.4 (1CH3);36.6 (1CH2); 37.0 (1CH2); 38.5 (1CH); 50.1 (1CH); 51.7 (1CH3); 51.8(1CH3); 52.3 (1C); 62.0 (1CH2); 75.1 (1CH2); 90.4 (1CH); 93.2 (1CH); 98.0 (1CH); 99.8 (1CH); 115.5 (1CH); 121.3 (1CH2); 126.2 (2CH); 127.1 (2CH); 129.2 (1C); 129.8 (1CH); 130.9 (1C); 131.5 (1C); 132.57 (1C); 132.64 (1C); 133,8 (1C); 133.9 (1C); 136.3 (1C); 136.5 (1C); 138.3 (1C); 138.4 (1C); 139.7 (1C); 148.1 (1CH); 149,6 (1C); 151.1 (1C); 151.4 (1C); 152.1 (1C); 165.8 (1C); 173.4 (1C); 173.8 (1C); 174.6 (1C); 178.4 (1C). HRMS (ESI-TOF): m/z calculated for [M+] 850.3685; found 850.3684. UV-Vis (CH2Cl2) lambdamax nm (log epsilon) 407 (5.14), 503 (4.00), 540 (4.00), 610 (3.57), 668 (4.50).

According to the analysis of related databases, 3279-95-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dos Santos, Fabiane A.B.; Uchoa, Adjaci F.; Baptista, Mauricio S.; Iamamoto, Yassuko; Serra, Osvaldo A.; Brocksom, Timothy J.; De Oliveira, Kleber T.; Dyes and Pigments; vol. 99; 2; (2013); p. 402 – 411;,
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