Tag: M.W=200-300

Electric Literature of 64372-62-9, 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. 64372-62-9, name is 2-Chloro-5-(trifluoromethyl)benzyl alcohol, molecular formula is C8H6ClF3O, 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.

A mixture of 14a (3.30 g), (2-chloro-5-(trifluoromethyl)phenyl)methanol (15a) (2.94 g), K2CO3 (5.5 g), water (5 mL) and THF (14 mL) was degassed with N2 for 90 min. Bis(di-t-butylphosphino)ferrocene palladium(II) dichloride (170 mg) was added and the mixture heated at 37-40 C. for 24 hr with vigorous stirring. The reaction mixture was cooled to room temperature, diluted with water (20 mL) and extracted with MTBE (50 mL*3). The combined organic solution was washed with brine, dried (Na2SO4), filtered and the solvent removed under reduced pressure. The crude product was purified by chromatography on silica gel to give 4.6 g (88%) of 16a containing a small amount of the corresponding benzaldehyde (via oxidation of the alcohol during reaction). 1H NMR (CDCl3) delta 7.95, (s, 1H), 7.6 (d, 1H), 7.28 (d, 1H), 6.98 (d, 1H), 6.69 (d, 1H), 4.59 to 4.38 (m, 2H), 3.75 (s, 3H), 1.99 (t, 1H); MS m/z=332 (M+H-H2O).

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 64372-62-9, 2-Chloro-5-(trifluoromethyl)benzyl alcohol.

Reference:
Patent; CONCERT PHARMCEUTICALS, INC.; US2008/242711; (2008); A1;,
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Synthetic Route of 101597-25-5, 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 101597-25-5 as follows.

Preparation of 2-(2-(2-(2-(4-(hydroxybis(4-methoxyphenyl)methyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)ethanol (5d) The following are added to 100 mL of DCM/H2O mixture (1/1): 3 (1.988 g; 9.07 mmol; 1 eq.), 4d prepared according to Gabbutt, C. D.; Heron, B. M.; Instone, A. C.; Thomas, D. A. Partington, S. M.; Hursthouse, M. B.; Gelbrich, T. Eur. J. Org. Chem. 2003, 7, 1220; (2.379 g; 9.07 mmol; 1 eq.) and CuBr (0.260 g; 1.814 mmol; 0.2 eq.). The solution is stirred vigorously for 20 h and extracted with DCM and washed with a saturated solution of NH4Cl. The organic phase is dried (MgSO4), filtered and concentrated under vacuum. The crude product is purified (flash chromatography, silica gel, eluent DCM/MeOH) to give 5d in the form of an oil (3.463 g; 7.19 mmol; 79%). Rf (SiO2, DCM/MeOH (95/5)): 0.15,

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,101597-25-5, its application will become more common.

Reference:
Patent; INSERM (Institut National de la Sante et de la Recherche Medicale); Bertrand, Philippe; Delatouche, Regis; Heroguez, Valerie; Collette, Floraine; Gregoire, Marc; Blanquart, Christophe; Gueugnon, Fabien; US2014/219925; (2014); A1;,
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Electric Literature of 100751-63-1, 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. 100751-63-1, name is 6-Bromo-2-naphthylmethanol, molecular formula is C11H9BrO, 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.

c. 6-Bromo-2-naphthaldehyde To a solution of 6-bromo-2-naphthylmethyl alcohol (6.71 g, 28.3 mmol) in CH2Cl2 (350 mL) was added pyridinium chlorochromate (6.71 g, 31.13 mmol) all at once. The mixture visually went from orange-red to black over 30 minutes and 150 mL of ether was added. The black mixture was passed through a silica gel column and eluted with ether. The solvents were evaporated and the solid was further purified on silica gel (hexane:CH2Cl2 1:1) to give 6.25 g of 6-bromo-2-naphthaldehyde (94%) as a white solid. %). 1H NMR (300 MHz; CDCl3): delta7.65 (dd, J1=2.0 Hz, J2=9.0 Hz, 1 H); 7.84 (t, J=8.0 Hz, 2 H); 7.97 (dd, J1=2.0 Hz, J2=8.0 Hz, 1 H); 8.06 (d, J=2.0 Hz, 1 H); 8.29 (s, 1 H); 10.14 (s, 1 H); 13C NMR (300 MHz; CDCl3): ppm 123.5, 123.9, 128.0, 130.1, 130.5, 130.8, 130.9, 133.9, 134.2, 137.1, 191.6.

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 100751-63-1, 6-Bromo-2-naphthylmethanol.

Reference:
Patent; Pfahl, Magnus; Tachdjian, Catherine; Al-Shamma, Hussien A.; Fanjul, Andrea; Pleynet, David P.M.; Spruce, Lyle W.; Wiemann, Torsten R.; Ibarra, Jason B.; US2002/143182; (2002); A1;,
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Adding a certain compound to certain chemical reactions, such as: 307353-32-8, Methyl 3-bromo-5-(hydroxymethyl)benzoate, 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, 307353-32-8, blongs to alcohols-buliding-blocks compound. Application In Synthesis of Methyl 3-bromo-5-(hydroxymethyl)benzoate

Step 1 (0579) Compound iii-51 (300mg, 1.22mmol), (2,4-difluorophenyl)boronic acid (290mg, 1.84mmol), PdCl2 (dppf) (90mg, 0.12mmol) and potassium phosphate (780mg, 3.67mmol) were dissolved into toluene (12mL) under nitrogen atmosphere under microwave irradiation, and the mixture was stirred at 140C for 30 minutes. After the reaction mixture was filtrated by Celite, the solvent was removed in vacuo. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give Compound iii-52 (304mg, 89%). 1H-NMR (CDCl3) delta: 8.09-8.05 (m, 2H), 7.72 (d, J = 1.5 Hz, 1H), 7.46-7.40 (m, 1H), 7.00-6.91 (m, 2H), 4.82 (d, J = 5.8 Hz, 2H), 3.94 (s, 3H), 1.83 (t, J = 5.9 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,307353-32-8, its application will become more common.

Reference:
Patent; Shionogi & Co., Ltd.; KAWASUJI, Takashi; MIKAMIYAMA, Hidenori; SUZUKI, Naoyuki; MASUDA, Koji; SUGIMOTO, Hideki; OKANO, Azusa; YOSHIDA, Miho; SUGIYAMA, Shuichi; ASAHI, Kentarou; KOZONO, Iori; MIYAZAKI, Keisuke; OZASA, Hiroki; MIYAGAWA, Masayoshi; (374 pag.)EP3192794; (2017); A1;,
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Reference of 100442-33-9, 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 100442-33-9 as follows.

Example 1: Preparation of crude l,4-dihvdro-2,6-dimethyl-4-(3- nitrophenyl)-3 ,5 -pyridinedicarboxylic acid [2-|Y3,3- diphenylpropyl)methylamino~|- 1,1 -dimethyl ethyl] methyl ester hydrochloride (crude lercanidipine hydrochloride)2.31 mL of triethylamine and 2.4 mL of diethylchlorophosphate 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 (5). 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 8.3 g of crude lercanidipine hydrochloride (theoretical yield: 85.1%).IH NMR (DMSO-d, 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).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100442-33-9, its application will become more common.

Reference:
Patent; DONGWOO SYNTECH CO., LTD; WO2008/82041; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 109240-30-4, 1-(4-Bromophenyl)cyclopropanol, 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, 109240-30-4, blongs to alcohols-buliding-blocks compound. Formula: C9H9BrO

A 5-mL vial was charged with N,N-bis(4-methoxybenzyl)-5-(((3S)-3-(l- propyn-l-yl)-l-piperazinyl)sulfonyl)-2-pyridinamine (0.128 g, 0.246 mmol, Intermediate C), RuPhos palladacycle/RuPhos (1 : 1) (0.033 g, 0.028 mmol, Strem Chemical Inc., Newburyport, MA), l-(4-bromophenyl)cyclopropanol (0.0903 g, 0.424 mmol, Bioorg. Med. Chem. Lett., 2010, 20, 887), sodium 2-methylpropan- 2-olate (0.0702 g, 0.730 mmol, Strem Chemical Inc., Newburyport, MA) and 1,4- dioxane (2 mL). The mixture was degassed by bubbling Ar through the mixture for 5 min. The vial was sealed and the mixture was heated at 100 C for 55 min. The reaction mixture was partitioned between water (20 mL) and EtOAc (20 mL). The aqueous phase was extracted with EtOAc (20 mL). The combined organic phases were washed with saturated aqueous sodium chloride (40 mL). The organic phase was dried over sodium sulfate, filtered and concentrated under a vacuum. The crude product was purified by column chromatography (25 g of silica, 0 to 50% EtOAc in hexanes) to afford 0.0139 g of light yellow residue. A 5 mL microwave vial was charged with this residue (0.0139 g, 0.021 mmol), and TFA (0.5 mL). Trifluoromethanesulfonic acid (0.025 mL, 0.28 mmol, Alfa Aesar, Ward Hill, MA) was added and the mixture was stirred at room temperature for 5 min. Solid NaHC03 was added followed by aqueous saturated NaHC03. The aqueous phase was extracted with EtOAc (2 x 3 mL). The combined organic phases were dried over sodium sulfate, filtered and concentrated under a vacuum. The crude product was purified by column chromatography (10 g of silica, 30 to 90% EtOAc in hexanes) to afford l-(4- ((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-( 1 -propyn- 1 -yl)- 1 – piperazinyl)phenyl)-l-propanone (0.0070 g) as a white solid. 1H NMR (300MHz, CD3OD) delta ppm 8.30 (d, J= 2.3 Hz, 1 H), 7.89 (d, J= 9.1 Hz, 2 H), 7.73 (dd, J= 2.5, 9.1 Hz, 1 H), 7.00 (d, J= 9.1 Hz, 2 H), 6.61 (d, J = 8.9 Hz, 1 H), 4.78 (br. s., 1 H), 3.82 – 3.61 (m, 3 H), 3.24 (br. s., 1 H), 2.95 (q, J = 7.3 Hz, 2 H), 2.73 (dd, J= 3.2, 11.5 Hz, 1 H), 2.57 (dt, J= 3.1, 11.7 Hz, 1 H), 1.75 (d, J= 2.2 Hz, 3 H), 1.15 (t, J= 7.3 Hz, 3 H). m/z (ESI, +ve ion) 413.2 (M+H)+. GK-GKRP IC50 (Binding) = 0.353 muMu.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109240-30-4, its application will become more common.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; FOTSCH, Christopher H.; KUNZ, Roxanne K.; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark H.; SIEGMUND, Aaron C.; ST. JEAN, JR., David J.; TAMAYO, Nuria A.; YANG, Kevin C.; WO2014/35872; (2014); 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. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, the common compound, a new synthetic route is introduced below. category: alcohols-buliding-blocks

A mixture of 2-BENZYL-6-NITRO-4H-3, 1-BENZOXAZIN-4-O. NE (289 mg, 1.02 mmol) prepared as described in Example 141 (1) above, triphenyl phosphite (344 mg, 1.11 mmol), 2- (4- aminophenyl)-1, 1, 1, 3,3, 3-hexafluoro-2-propanol (263 mg, 1.01 mmol) and pyridine (82 ml) was stirred at 100°C for 3 hours. The reaction mixture was then concentrated in vacuo. The residue thus obtained was diluted with ethyl acetate, washed successively with 5percent aqueous potassium carbonate solution, water and a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue thus obtained was recrystallized-from acetonitrile to yield the title compound as pale yellow plates (333 mg, yield : 63percent). IR (KBr) : VU”3382, 1697,1572, 1347, 1270, 1216,931 CM- . 1H-NMR (400MHZ, CDC13) : 8 9.11 (1H, d, J = 2.2 Hz), 8.61 (1H, dd, J = 2.2, 8.8 Hz), 7.93 (1H, d, J = 8.8 Hz), 7.75 (2H, d, J = 8.8 Hz), 7.21-7. 10 (3H, m), 7.02 (2H, d, J = 8.8 Hz), 6.72 (2H, d, J = 7.3 Hz), 3.95 (2H, s), 3.81 (1H, s). FABMS (m/z): 524 ( [M+H] +).

The synthetic route of 722-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANKYO COMPANY, LIMITED; X-CEPTOR THERAPEUTICS, INC.; WO2003/106435; (2003); A1;,
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Related Products of 506-43-4, 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. 506-43-4, name is (9Z,12Z)-Octadeca-9,12-dien-1-ol, molecular formula is C18H34O, 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.

To a solution of linoleyl alcohol (23.31 mL, 75 mmol) and triethylamine (13.60 mL, 98 mmol) in DCM (150 mL) at 0C was added methanesulfonyl chloride (6.39 mL, 83 mmol) dropwise. The reaction mixture was stirred at 0C for 30 minutes and at room temperature for 3 hrs. The reaction mixture was diluted with DCM (200 mL), washed with water, sat sodium bicarbonate and brine and dried over ahydrous sodium sulfate. Solvent was concentrated to give linoleyl methanesulfonate (26.17 g, 100 % yield) as an yellowish oil. Without further purification, the product was directly used for next step. 1H NMR (500 MHz, Chloroform-d) delta 5.30-5.41 (m, 4H), 4.22 (t, J = 6.6 Hz, 2H), 2.99 (s, 3H), 2.77 (t, J = 6.7 Hz, 2H), 2.05 (q, J = 6.9 Hz, 4H), 1.74 (p, J = 6.7 Hz, 2H), 1.43- 1.25 (m, 16H), 0.89 (t, J = 6.7 Hz, 3H).

According to the analysis of related databases, 506-43-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WAVE LIFE SCIENCES LTD.; BUTLER, David Charles Donnell; DIVAKARAMENON, Sethumadhavan; FRANCIS, Christopher J.; FRANK-KAMENETSKY, Maria David; IWAMOTO, Naoki; LU, Genliang; MARAPPAN, Subramanian; MEENA; VARGEESE, Chandra; VERDINE, Gregory L.; YANG, Hailin; ZHANG, Jason Jingxin; (853 pag.)WO2017/62862; (2017); A2;,
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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 17100-58-2, name is (4-Bromo-2-methylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

Step B: 4-Bromo-1-chloromethyl-2-methyl-benzene(4-Bromo-2-methyl-phenyl)-methanol (40.0 g, 199 mmol) was added to thionyl chloride (106.6 g, 0.896 mole, 65.3 mL) .The mixture was heated to reflux, for 1.5 hours. After cooling to room temperature the mixture was concentrated under reduced pressure. The residue was dissolved in EtOAc (300 mL) and added carefully to saturated aqueous NaHC03 (500 mL). The EtOAc layer was separated, and the aqueous layer was extracted with EtOAc (250 mL). The combined organic layers were dried (Na2S04), filtered and concentrated in vacuo yielding the title compound (34.19 g, 157 mmol, 79 %) as a slightly colored oil that solidified to a white solid upon standing.1 H NMR (CDCI3, 300 MHz) delta ppm 2.38 (s, 3H); 4.57 (s, 2H); 7.12 (d, 1 H); 7.28 (s, 1 H); 7.55 (d, 1 H)

With the rapid development of chemical substances, we look forward to future research findings about 17100-58-2.

Reference:
Patent; PFIZER INC.; BROWN, Matthew Frank; MARFAT, Anthony; MELNICK, Michael Joseph; REILLY, Usa; WO2011/45703; (2011); A2;,
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Related Products of 100442-33-9, Adding some certain compound to certain chemical reactions, such as: 100442-33-9, name is 1-(3,3-Diphenyl-N-methylpropylamino)-2-methyl-2-propanol,molecular formula is C20H27NO, 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 100442-33-9.

Step-ll; 2,N-Dimethyl-N-(3,3-diphenylpropyI)-1-amino-2-propanol (5.0 gm) is dissolved in methylene chloride (25 ml) at 25 – 300C, triethylamine (2.5 gm) is added and then the contents are cooled to 10 – 150C under N2 atmosphere. Trimethylsilyl chloride (2.5 gm) is slowly added to the reaction mass while maintaining the temperature in between 10 – 150C, the mass temperature is raised to 25 – 300C and maintain for 2 hours at the same temperature to give the reaction mass having 2,N-dimethyl-2-(trimethylsilyIoxy)-N-(3,3-diphenylpropyl)- 1-propanamine.

According to the analysis of related databases, 100442-33-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HETERO DRUGS LIMITED; WO2006/134606; (2006); A1;,
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