Tag: M.W=100-200

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. 1211539-82-0, name is 2,2-Difluorobenzo[d][1,3]dioxol-5-ol. This compound has unique chemical properties. The synthetic route is as follows. name: 2,2-Difluorobenzo[d][1,3]dioxol-5-ol

To a solution of Example 29A (3.0 g, 17.23 mmol) in N,N-dimethylformamide (30 mL) at ambient temperature was added potassium carbonate (4.76 g, 34.5 mmol) and tert-butyl bromoacetate (2.91 mL, 19.82 mmol). This mixture was warmed to 65 C and was allowed to stir for 1.5 hours. The mixture was allowed to cool to ambient temperature and was then partitioned between ethyl acetate (50 mL) and H2O (50 mL). The layers were separated, and the aqueous layer was extracted with ethyl acetate (3 × 15 mL). The combined organic fractions were dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure to give 5.5 g of tert-butyl 2-((2,2-difluorobenzo[d][1,3]dioxol-5-yl)oxy)acetate, which was used without further purification. To a mixture of tert-butyl 2-((2,2- difluorobenzo[d][1,3]dioxol-5-yl)oxy)acetate (5.0 g, 17.35 mmol) in methanol (60 mL) and water (20.00 mL) was added NaOH (17.35 mL, 87 mmol, 5 M aqueous solution). This mixture was allowed to stir at ambient temperature for 2 hours, and then it was concentrated under reduced pressure. The residue was dissolved in water, and the pH was adjusted to ~1 with 1 N HCl. The resulting solid was collected by filtration to give the title compound (3.28 g, 14.13 mmol, 81% yield) as a white solid.

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Reference:
Patent; CALICO LIFE SCIENCES; ABBVIE, INC.; SIDRAUSKI, Carmela; PLIUSCHEV, Marina; FROST, Jennifer, M.; BLACK, Lawrence, A.; XU, Xiangdong; SWEIS, Ramzi, Farah; SHI, Lei; ZHANG, Qinwei, I.; TONG, Yunsong; HUTCHINS, Charles, W.; CHUNG, Seungwon; DART, Michael, J.; (661 pag.)WO2017/193063; (2017); A1;,
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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 597-31-9, name is 3-Hydroxy-2,2-dimethylpropanal. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H10O2

Example 214 3-(((3R,3aS,9bS)-9b-((4-fluorophenyl)sulfonyl)-7-(perfluoropropan-2-yl)-2,3,3a,4,5,9b-hexahydro-1H-cyclopenta[a]naphthalen-3-yl)amino)-2,2-dimethylpropan-1-ol A solution of (3R,3aS,9bS)-9b-((4-fluorophenyl)sulfonyl)-7-(perfluoropropan-2-yl)-2,3,3a,4,5,9b-hexahydro-1H-cyclopenta[a]naphthalen-3-amine (Example 114; 20.0 mg, 0.039 mmol) in DCM (1 mL) was treated with DIEA (14 muL, 0.078 mmol) and 3-hydroxy-2,2-dimethylpropanal (39.8 mg, 0.390 mmol) and stirred at rt. After 45 min the mixture was treated with sodium triacetoxyborohydride (33.0 mg, 0.156 mmol) and stirred at rt overnight. The mixture was treated with a drop of saturated aqueous NaHCO3, concentrated and purified by preparative HPLC (Method E, gradient 48-88% B, 20 min) to provide 3-(((3R,3aS,9bS)-9b-((4-fluorophenyl)sulfonyl)-7-(perfluoropropan-2-yl)-2,3,3a,4,5,9b-hexahydro-1H-cyclopenta[a]naphthalen-3-yl)amino)-2,2-dimethylpropan-1-ol (7.2 mg, 30% yield). LCMS m/z 600.2 (M+H)+; HPLC tR 1.91 min (Method C). 1H NMR (500 MHz, DMSO-d6) delta 7.48 (s, 2H), 7.36-7.20 (m, 5H), 3.25-3.14 (m, 2H), 2.98 (br dd, J=10.8, 3.5 Hz, 1H), 2.82 (q, J=7.2 Hz, 1H), 2.73-2.66 (m, 1H), 2.61 (br d, J=15.6 Hz, 1H), 2.48-2.32 (m, 2H), 2.22-2.06 (m, 2H), 2.03-1.82 (m, 3H), 1.75-1.60 (m, 1H), 1.35-1.17 (m, 1H), 0.82 (2s, 6H).

With the rapid development of chemical substances, we look forward to future research findings about 597-31-9.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Marcoux, David; Beaudoin Bertrand, Myra; Dhar, T.G. Murali; Yang, Michael G.; Xiao, Zili; Xiao, Hai-Yun; Zhu, Yeheng; Weigelt, Carolyn A.; Batt, Douglas G; (154 pag.)US2018/127368; (2018); A1;,
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Synthetic Route of 2807-30-9 , The common heterocyclic compound, 2807-30-9, name is 2-Propoxyethanol, molecular formula is C5H12O2, 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.

General procedure: A mixture of the corresponding 4-((1H-benzo[d][1,2,3]triazol-1-yl)oxy)-6-aryl-3,4,5,6-tetrahydropyrido[2,3-d]pyrimidine-7(8H)-one (14{x}) (0.42mmol), Cs2CO3 (0.54mmol) and the corresponding alcohol (9mL) was heated a reflux overnight. The resulting solution was cooled down, water (100mL) was added and the reaction crude was neutralized with 2M HCl. The resulting solid was collected by filtration and washed with water, and EtOEt to afford the corresponding 15{x,y}. Starting from compound 14{5} and 2-propoxyethanol to afford 15{5,9} in 38% yield, white solid. IR (KBr), numax (cm-1): 3479, 3332, 3220, 2773, 1692, 1631, 1575, 1458, 1435, 1373, 777. 1H NMR (400 MHz, DMSO-d6): delta 10.51 (s, 1H, NH), 7.58-7.47 (m, 2H, C13-CH), 7.37 (t, J = 8.1 Hz, 1H, C14-CH), 6.42 (s, 2H, NH2), 4.63 (dd, J = 12.9, 9.2 Hz, 1H, C7-CH), 4.35-4.32 (m, 2H, C15-CH2), 3.63 (t, J = 4.9 Hz, 2H, C16-CH2), 3.35 (t, J = 6.6 Hz, 2H, C17-CH2), 2.93-2.79 (m, 2H, C6-CH2), 1.46 (h, J = 7.3 Hz, 2H, C18-CH2), 0.80 (t, J = 7.4 Hz, 3H, CH3). 13C NMR (100.6 MHz, DMSO-d6): delta 169.6, 166.4, 161.8, 158.0, 135.3, 135.1, 129.8, 128.3, 85.2 (C5), 71.9 (C17), 68.2 (C16), 65.0 (C15), 43.1 (C7), 22.4 (C18), 22.2 (C16), 10.4 (C19). Anal. Calcd. (%) for C18H20Cl2N4O2: C, 52.57; H, 4.90; N, 13.62. Found: C, 52.76; H, 5.12; N, 13.98.

The synthetic route of 2807-30-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Camarasa, Marta; De La Bellacasa, Raimon Puig; Gonzalez, Alex L.; Ondono, Rauel; Estrada, Roger; Franco, Sandra; Badia, Roger; Este, Jose; Martinez, Miguel Angel; Teixido, Jordi; Clotet, Bonaventura; Borrell, Jose I.; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 463 – 483;,
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Electric Literature of 623-50-7, 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.

Step A: Ethyl 3-(2-ethoxy-2-oxoethoxy)isonicotinate: Triphenylphosphine (150.6 g, 574 mmol) was dissolved in THF (1 L) and cooled to -10 C. To this was added DIAD dropwise via an addition funnel over 30 minutes. The resulting white suspension was kept at -10 C. for another 30 minutes. Ethyl glycolate (50.84 mL, 526.4 mmol) was added as a solution in THF (500 mL) via the addition funnel at a rate to maintain the internal temperature below -10 C. Upon completion of addition, the reaction mixture was kept at -10 C. for additional 30 minutes before a suspension of ethyl 3-hydroxyisonicotinate (80 g, 478.6 mmol) in THF (500 mL) was added. The reaction was allowed to warm up slowly to ambient temperature overnight. The reaction mixture was concentrated, and the residue was taken up in ethyl acetate (1 L) and extracted with 1N HCl. The aqueous layer was treated with NaHCO3 to pH 8 and then extracted with ethyl acetate. The combined organic layers were dried, filtered and concentrated to give the desired product (92.0 g, 76%). MS (APCI) m/z 254.3 (M+1).

The chemical industry reduces the impact on the environment during synthesis 623-50-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Miknis, Greg; Lyssikatos, Joseph P.; Laird, Ellen; Tarlton, Eugene; Buckmelter, Alexandre J.; Ren, Li; Rast, Bryson; Schlacter, Stephen T.; Wenglowsky, Steven Mark; US2007/49603; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2240-88-2, 3,3,3-Trifluoropropan-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, Recommanded Product: 3,3,3-Trifluoropropan-1-ol, blongs to alcohols-buliding-blocks compound. Recommanded Product: 3,3,3-Trifluoropropan-1-ol

Intermediate S-i A: 3,3,3 -Trifluoropropyl trifluoromethanesulfonate Intermediate S-i A: 3,3,3 -Trifluoropropyl trifluoromethanesulfonateOF?3o (S-iA)[00136j To a cold (-25 °C), stirred solution of 2,6-lutidine (18.38 mL, 158 mmol) in DCM (120 mL) was added Tf20 (24.88 mL, 147 mmol) over 3 mm, and the mixture wasstirred for 5 mm. To the reaction mixture was added 3,3,3-trifluoropropan-i-ol (12 g,105 mmol) over an interval of 3 mm. After 2 hr, the reaction mixture was warmed to room temperature and stirred for 1 hr. The reaction mixture was concentrated to half its volume, then purified by loading directly on a silica gel column (330g ISCO) and the product was eluted with DCM to afford Intermediate S-iA (13.74 g, 53percent) as a colorlessoil. ?H NMR (400 MHz, CDC13) oe ppm 4.71 (2 H, t, J=6.i5 Hz), 2.49-2.86 (2 H, m).

The synthetic route of 2240-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HAN, Wen-Ching; GILL, Patrice; GAVAI, Ashvinikumar, V.; QUESNELLE, Claude, A.; WO2014/47393; (2014); A1;,
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Synthetic Route of 4461-39-6, 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. 4461-39-6, name is N-(2-Hydroxyethyl)-1,3-propanediamine. A new synthetic method of this compound is introduced below.

A stirred 20 L glass reactor was charged with sulfolane (14.2 kg) and 2-(3- aminopropylamino)ethanol (1.29 kg, 10.9 mol) at 90C. The solution was sparged with nitrogen through a Hasteloy C dip-leg, then anhydrous hydrogen bromide (total 1.77 kg, 21.9 mol) was slowly admitted below the liquid surface. The temperature during addition was allowed to rise to 119C during addition, the solution was stirred for 15 minutes and was then allowed to stand at 110C under nitrogen purge overnight. The solution temperature was raised to 120C and, using a Masterflex pump and 1/8 inch diameterTefion tubing, phosphorus tribromide (1.034 kg, 3.82 mol) was added over one hour. The tubing was rinsed into the reactor with more sulfolane (0.60 kg). While stirring rapidly at 1200C, nitrogen was bubbled through the dip-leg for one hour to remove excess HBr.[00039] To a stirred 30 L reactor under nitrogen containing acetone (16.8 kg), one-half of the hot sulfolane solution was transferred using a Vi inch diameter PTFE tube. The acetone slurry was stirred 15 minutes and then the reactor was drained into a polyethylene bench-top vacuum filtration funnel that was kept under nitrogen using a metal cover. The 30 L reactor was again charged with acetone (16.9 kg), purged with nitrogen, and the remaining hot sulfolane solution was transferred from the 20 L reactor. After stirring, the slurry was discharged and filtered into the same bench-top funnel. The 30 L reactor was charged with more acetone (6.8 kg), purged with nitrogen and heated to 50C. The hot acetone was carefully drained into the funnel and, under nitrogen, the combined solids were washed and filtered. This hot acetone wash was repeated in order to effectively remove sulfolane. The product was then dried to constant weight under vacuum at about 74C, giving the dihydrobromide salt (3.58 kg, 10.4 mol, 96% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4461-39-6, its application will become more common.

Reference:
Patent; ALBEMARLE CORPORATION; WO2007/53730; (2007); 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. 27489-62-9, name is trans-4-Aminocyclohexanol. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 27489-62-9

General procedure: N,N-Diisopropylethylamine (3.0-4.0 eq) was added to 8-methoxyquinoline-3-carboxylic acid (1.0 eq) in solvent (dichloromethane, tetrahydrofuran,or N,N-dimethylformamide, 0.05 to 0.2 M) at room temperature. Then, 1-((dimethylamino)(dimethyliminio)methyl)-1H-[1,2,3]triazolo[4,5-b]pyridine 3-oxide hexafluorophosphate(V)(1.0-1.5 eq) was added and the reaction mixture was stirred for five minutes. Then, amine (1.0 – 2.0 eq) was added and the reaction mixture was stirred for one to sixteen hours. 10% Aqueous citric acid was added and the reaction mixture was extracted with dichloromethane, washed with saturated sodium bicarbonate, dried over magnesium sulfate, filtered,and concentrated. The resulting residue was purified by RP HPLC or silica gel chromatography to give the quinoline-3-carboxamide (1%-95% yield).

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:
Article; Deaton, David N.; Do, Young; Holt, Jason; Jeune, Michael R.; Kramer, H. Fritz; Larkin, Andrew L.; Orband-Miller, Lisa A.; Peckham, Gregory E.; Poole, Chuck; Price, Daniel J.; Schaller, Lee T.; Shen, Ying; Shewchuk, Lisa M.; Stewart, Eugene L.; Stuart, J. Darren; Thomson, Stephen A.; Ward, Paris; Wilson, Joseph W.; Xu, Tianshun; Guss, Jeffrey H.; Musetti, Caterina; Rendina, Alan R.; Affleck, Karen; Anders, David; Hancock, Ashley P.; Hobbs, Heather; Hodgson, Simon T.; Hutchinson, Jonathan; Leveridge, Melanie V.; Nicholls, Harry; Smith, Ian E.D.; Somers, Don O.; Sneddon, Helen F.; Uddin, Sorif; Cleasby, Anne; Mortenson, Paul N.; Richardson, Caroline; Saxty, Gordon; Bioorganic and Medicinal Chemistry; vol. 27; 8; (2019); p. 1456 – 1478;,
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Related Products of 52273-77-5, Adding some certain compound to certain chemical reactions, such as: 52273-77-5, name is 2-(3-Aminophenyl)ethanol,molecular formula is C8H11NO, 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 52273-77-5.

EXAMPLE 2 4-[4-(1-Amino-1-methylethyl)phenyl]-5-chloro-N-[3-(2-hydroxyethyl)phenyl]pyrimidine-2-amine The title compound was prepared from 4-[4-(1-tert-butoxycarbonylamino-1-methylethyl)phenyl]-2,5-dichloropyrimidine (1.50 g, 6.55 mmol) and 2-(3-aminophenyl)ethanol (942 mg, 6.87 mmol) following the method of Example 1. The crude product was purified by chromatography (Silica, 10% methanol in CH2Cl2) to give the title compound as a brown solid (600 mg) m.p. 184-185. deltaH (d6DMSO) 9.77 (1H, s), 8.57 (1H, s), 7.79 (2H, d, J 8.4 Hz), 7.68 (2H, d, J 8.4 Hz), 7.61-7.58 (2H, m), 7.17 (1H, t, J 7.7 Hz), 6.82 (1H, d, J 7.4 Hz), 4.62 (1H, bs), 3.60 (2H, t, J 7.0 Hz), 2.68 (2H, t, J 7.1 Hz), 2.07 (2H, bs), 1.41 (6H, s); MS (ESI) 383 (MH+, 35Cl).

According to the analysis of related databases, 52273-77-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Celltech R & D Limited; US6600037; (2003); B1;,
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Related Products of 135362-69-5, 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 135362-69-5, name is 3-((4-Methoxybenzyl)oxy)propan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of the mono-PMB-protected diol (20.56 g, 104.8 mmol, 1.0 equiv) inCH2Cl2 (52 mL) at 0 C was added triethylamine (73.0 mL, 524 mmol, 5.0 equiv), DMSO(52 mL), and SO3pyridine (50.0 g, 314 mmol, 3.0 equiv). After stirring for 1.5 h at 0 C,the reaction was quenched with pH 7 phosphate buffer solution (0.5 M, 800 mL). Theaqueous phase was extracted with Et2O (2 × 400 mL), then EtOAc (2 × 400 mL). Theorganics were washed once with brine, dried over Na2SO4, filtered, and concentrated invacuo. Silica gel chromatography (80:20 to 2:1 hexanes/EtOAc) afforded the titlecompound (14.37 g, 71%), with spectroscopic data in agreement with literature values

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 135362-69-5, 3-((4-Methoxybenzyl)oxy)propan-1-ol.

Reference:
Article; Schleicher, Kristin D.; Jamison, Timothy F.; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 1533 – 1550;,
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Synthetic Route 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.

Methoxybenzyl alcohol (64.1g, 420mmol), dichloromethane (530 ml), triethylamine (85.2g, 840mmol) and methanesulfonyl chloride (57.9g, 505mmol) added to the reaction flask and the reaction was stirred at room temperature, the reaction was complete pH was adjusted to neutral, extracted, washed, separated, the organic phase was concentrated under reduced pressure to give a pale yellow oil of 2- (4-methoxy – phenyl) – ethanol methanesulfonate (90.6 g), yield 93.4% .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,702-23-8, its application will become more common.

Reference:
Patent; Chengdu Hong Pharmaceutical Co., Ltd.; Ke, Xiao; Yan, Jun; (29 pag.)CN103483210; (2016); B;,
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