Month: March 2021

Synthetic Route of 44565-27-7, 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 44565-27-7, name is 4-Amino-2-methylbutan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

Compound 7b (90 mg, 0.26 mmol) and 4-amino-2-methyl-butan-1-ol (40 mg, 0.26 mmol) were refluxed overnight in BuOH (2 mL). The resulting solution was poured into saturated NH4Cl solution, and extractedwith EtOAc. The organic layer was washed with saturated NaCl, and then dried over Na2SO4, evaporated under reduce pressure. The residue was purified by a silica gel column chromatography (CHCl3:MeOH=95:5) to give 3b as white powder (73 mg, 68 % yield).

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 44565-27-7, 4-Amino-2-methylbutan-1-ol.

Reference:
Article; Hayashi, Ken-Ichiro; Kusaka, Naoyuki; Ando, Kazuki; Mitsui, Taichi; Aoyama, Takashi; Nozaki, Hiroshi; Bioorganic and Medicinal Chemistry Letters; vol. 22; 17; (2012); p. 5663 – 5667;,
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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 62285-58-9, name is (2,6-Dimethylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of (2,6-Dimethylphenyl)methanol

A solution of 2,6-Dimethylbenzyl alcohol (5.25 g, 38.6 mmol) and diisopropyl azodicarboxylate (DIAD, 8.49 g, 42 mmol) in THF (30 ml) and DMF (13 ml) was added drop wise to a solution of Ethyl 3-hydroxyphenylacetate (Step A, 6.66 g, 37 mmol) and triphenylphosphine (1 Ig, 42 mmol) in THF (100 ml). The reaction mixture was stirred at room temperature for 4 hours, diluted with ether and washed with water. The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash EPO chromatography on a silica gel column (hex: ethyl acetate 1:1) to give the title compound.1H NMR (270 MHz5 CDCl3): 1.2 (t, 3H); 2.4 (s, 6H); 3.5 (s, 2H); 4.1 (q, 2H); 5.1 (s, 2H); 6.9 (m, 2H); 7.15-7.35 (m, 5H).

With the rapid development of chemical substances, we look forward to future research findings about 62285-58-9.

Reference:
Patent; WELLSTAT THERAPEUTICS CORPORATION; WO2006/127133; (2006); A2;,
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Reference of 575-03-1, Adding some certain compound to certain chemical reactions, such as: 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin,molecular formula is C10H5F3O3, 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 575-03-1.

Similarly, the reaction of 4-nitrophthalonitrile (1.00 g, 5.78 mM) with 7-hydroxy-4-trifluoromethylcoumarin(1.33 g, 5.78 mM) was initiated in 30 mL of DMF in the presence of K2CO3 (2.30 g, 16.6 mM). The reaction mixture was heated with stirring at 90 ¡ãC under an inert nitrogen atmosphere for 24 h. Thereafter, the reaction mixture was cooled to room temperature, poured into 60 mL water, and extracted with CH3CN. The combined organic extracts were dried over sodium sulfate and filtered. The solvent was evaporated under reduced pressure and the remaining residue was added to 30percent HCl to induce precipitation. The precipitate was then repeatedly washed with water and added to hot methanol (MeOH), filtered, and dried under P2O5. Yield: 41percent; m.p. (¡ãC): 180.0?181.8; FT-IR (numax/cm?1): nu(C=O) 1729, nu(C?N) 2235, nu(C?O?C) 990, 1129; 1H NMR (ppm): 7.06 (s, 1H, H1), 7.99 (s, 1H, H2), 7.64 (d, 1H, J = 8.73 Hz, H3), 8.19 (d, 1H, J = 8.74 Hz, H4), 7.43 (s, 1H,H5), 7.28 (d, 1H, J = 8.80 Hz, H6), 7.80 (d, 1H, J = 9.01 Hz, H7); 13C NMR (ppm): 159.78, 158.74, 158.42, 156.01, 146.85, 137.01, 127.37, 124.64, 124.38, 123.44, 117.57, 117.21, 116.26, 116.11, 115.69, 110.82, 110.40, 109.04; UV?Vis [DMF, lambdamax (epsilon, M?1 cm?1)]: 443 nm (90), 318 nm (29875), 307 nm (33370). Molecular mass (m/z): Calcd: 356.25. Found: 379.03 [M + Na]+. Anal. Calcd for C18H7F3N2O3 (percent): C, 60.68; H, 1.98;N, 7.86. Found: C, 60.48; H, 2.30; N, 7.86.

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. 575-03-1, 7-Hydroxy-4-(trifluoromethyl)coumarin, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chohan, Sumayya; Booysen, Irvin Noel; Mambanda, Allen; Akerman, Matthew Piers; Journal of Coordination Chemistry; vol. 68; 10; (2015); p. 1829 – 1846;,
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Related Products of 3360-41-6, 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.3360-41-6, name is 4-Phenylbutan-1-ol, molecular formula is C10H14O, molecular weight is 150.22, as common compound, the synthetic route is as follows.

The title compound can be prepared in a three-step process based on publication by Rong and Ruoho (1999). First, the alkoxide generated with NaH from 4-phenylbutanol can be alkylated with 1, 6-dibromohexane in presence of catalytic tetrabutylammonium bromide. The thus obtained bromide can be substituted by heating with sodium azide and catalytic sodium iodide in DMSO at 80C. The azide can then be reduced by hydrogenation in presence of palladium catalyst and di-t-butyl dicarbonate, obtaining the desired Boc-protected amine 23.

The chemical industry reduces the impact on the environment during synthesis 3360-41-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CORUS PHARMA; WO2005/63777; (2005); A1;,
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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, Safety of 2-(4-Fluorophenyl)ethanol, blongs to alcohols-buliding-blocks compound. Safety of 2-(4-Fluorophenyl)ethanol

NaH 60percent suspension in mineral oil (2.400 g, equivalent to 1 .440 g of NaH, 60 mmol, 2 eq) was weighed into a flame-dried flask and suspended in dry D F (60 mL) with stirring, under a nitrogen atmosphere. To this was added 4 (4.205 g, 3.751 mL, 30 mL) and the temperature raised to 60 ¡ãC with stirring for 15 minutes. Chloroacetic acid (2.835 g, 30 mmol, 1 eq) was added to the flask and the mixture allowed to stir at 60 ¡ãC for a further 2.5 h. After cooling and removal of solvent, the residue was suspended in Et20 (30 mL) and extracted with water (2 x 30 mL). The combined aqueous layers were acidified with aqueous 2 HCI (to around pH 3) before extraction with EtOAc (3 x 30 mL). After removal of solvent, the crude solid was recrystallised from cyclohexane to yield 3.000g of pink crystals.

The synthetic route of 7589-27-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE UNIVERSITY OF NOTTINGHAM; MISTRY, Shailesh; DARAS, Etienne; FROMONT, Christophe; JADHAV, Gopal; FISCHER, Peter Martin; KELLAM, Barrie; HILL, Stephen John; BAKER, Jillian Glenda; WO2012/4549; (2012); A1;,
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Application of 99725-13-0, 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. 99725-13-0, name is (5-Bromo-2-fluorophenyl)methanol, molecular formula is C7H6BrFO, 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.

B. 5-Bromo-2-fluoro-benzyl bromide. To a solution of 5-bromo-2-fluoro-benzyl alcohol (3.10 g, 15.1 mmol) in 30 mL of THF at 10 C. is added triphenyl phosphine (4.10 g, 15.6 mmol) followed by N-bromosuccinimide (2.67 g, 15.0 mmol). The ice bath is removed and the resulting solution is stirred for 20 minutes at room temperature. The crude product is purified by column chromatography eluding with 5% EtOAc/hexanes to give the title compound (3.90 g, 14.5 mmol). 1 H NMR (CDCl3, 300 MHz) delta7.50 (dd, 1H), 7.37 (m, 1H), 6.92 (t, 1H), 4.42 (s, 2H). EI MS, [M]+ =266, 268, 270; 2 Br pattern.

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 99725-13-0, (5-Bromo-2-fluorophenyl)methanol.

Reference:
Patent; Rhone-Poulenc Rorer Pharmaceuticals Inc.; US6034093; (2000); A;,
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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. 637031-88-0, name is 3,3-Difluorocyclobutanol. A new synthetic method of this compound is introduced below., COA of Formula: C4H6F2O

: A solution of 4′-bromo-6′- fluoro-r-(trifluoromethyl)spiro[l,3-dioxolane-2,7′-5,6-dihydrocyclopenta[c]pyridine] (0809) (96.2mg, 0.2800mmol) and 2-(di-t-butylphosphino)-3,6-dimethoxy-2′,4′,6′-tri-i-propyl-l,r- biphenyl (3.4 mg, 0.007 mmol) in l,4-dioxane (5.0 mL) was sparged with nitrogen for 3 mins. The reaction mixture was then treated sequentially with potassium hydroxide (47.3 mg, 0.84 mmol), water (101 pL, 5.62 mmol) and [2-(2-aminophenyl)phenyl]-methylsulfonyloxy- palladium; di-t-butyl-[3,6-dimethoxy-2-(2,4,6-triisopropylphenyl)phenyl]phosphane (6.0 mg, 0.007 mmol) under continuous nitrogen stream. The vessel was sealed and heated to 80 C for 1 h and 30 min. The reaction mixture was quenched by the addition of acetic acid (64.3 pL, 1.13 mmol). The reaction mixture was poured into 75 mL of water and extracted with 4 x 20 mL EtOAc. The combined organics were dried with MgS04, filtered, and concentrated to dryness. The product was used without further purification (87 mg). During the reaction, some of the hydrodefluorinated product formed as an impurity. Data for 6-fluoro-l- (trifluoromethyl)-5,6-dihydrospiro[cyclopenta[c]pyridine-7,2′-[l,3]dioxolan]-4-ol: LCMS ESI (+) (M+H) m/z 280. Data for l-(trifluoromethyl)-5,6- dihydrospiro[cyclopenta[c]pyridine-7,2′-[l,3]dioxolan]-4-ol: LCMS ESI (+) (M+H) m/z 262.A solution of impure 6′-fluoro-r-(trifluoromethyl)spiro[l,3-dioxolane-2,7′- 5,6-dihydrocyclopenta[c]pyridine]-4′-ol (44.0 mg, 0.16 mmol), polymer supported (0812) triphenylphosphine (-2.06 mmol/g, 306.2 mg, 0.63 mmol), and 3,3-difluoro-cyclobutanol (68.1 mg, 0.63 mmol) in tetrahydrofuran (3.2 mL) was treated with diisopropyl (0813) azodicarboxylate (120 pL, 0.61 mmol) and stirred at 60 C for 2 h. The reaction mixture was filtered and the filter cake rinsed with 20 mL EtOAc. The filtrate was concentrated and purified by chromatography on silica using 10-30% EtO Ac/hexane to afford a clear solid (39.0 mg, 67%) that was a 2: 1 mixture of the fluorinated and hydrodefluorinated products. LCMS ESI (+) (M+H) m/z 370. Data for 4-(3,3-difluorocyclobutoxy)-6-fluoro-l- (trifluoromethyl)-5,6-dihydrospiro[cyclopenta[c]pyridine-7,2′-[l,3]dioxolane]: LCMS ESI (+) (M+H) m/z 370. Data for 4-(3,3-difluorocyclobutoxy)-l-(trifluoromethyl)-5,6- dihydrospiro[cyclopenta[c]pyridine-7,2′-[l,3]dioxolane]: LCMS ESI (+) (M+H) m/z 352.A solution of impure 4′-(3,3-difluorocyclobutoxy)-6′-fluoro-r-(trifluoromethyl)spiro[l,3- dioxolane-2,7′-5,6-dihydrocyclopenta[c]pyridine] (39.0 mg, 0.106 mmol) in dichloromethane (2.0 mL) at 0 C was treated with perchloric acid (70% in water, 200 pL) and stirred at 0 C for 3 h. The reaction mixture was quenched by the addition of 5 mL of saturated aqueous (0817) NaHC03. The resulting mixture was extracted with 3 x 15 mL CH2Cl2. The combined organics were rinsed with 10 mL of brine, dried with MgS04, filtered, and concentrated to dryness. The product was used without further purification as a 2: 1 mixture of fluorinated and hydrodefluorinated ketones. LCMS ESI (+) (M+H) m/z 326. Data for 4-(3,3- difluorocyclobutoxy)-6-fluoro-l-(trifluoromethyl)-5,6-dihydro-7iT-cyclopenta[c]pyridin-7- one: LCMS ESI (+) (M+H) m/z 326. Data for 4-(3,3-difluorocyclobutoxy)-l- (trifluoromethyl)-5,6-dihydro-7i7-cyclopenta[c]pyridin-7-one: LCMS ESI (+) (M+H) m/z 308.A solution of impure 4-(3,3-difluorocyclobutoxy)-6-fluoro-l- (trifluoromethyl)-5,6-dihydrocyclopenta[c]pyridin-7-one (33.8 mg, 0.10 mmol) in dichloromethane (4.0 mL) was cooled to 0 C and sparged with nitrogen for 5 min. During this time formic acid (11.8 pL, 0.31 mmol) and triethylamine (28.8 pL, 0.21 mmol) were sequentially added. Once sparging was complete, RuCl(p-cymene)[(R,R)-Ts-DPEN] (1.3 mg, 0.002 mmol) was added under a continuous stream of nitrogen. The reaction vessel was sealed and placed into the refrigerator to react overnight. Volatiles were removed by concentration under reduced pressure. The residue was purified by chromatography on silica using 4-18% EtOAc/CH2Cl2 to afford ( 6R, 7L’)-4-(3 , 3 -difl uorocy d obutoxy )-6-fl uoro- 1 – (trifluoromethyl)-6,7-dihydro-5iT-cyclopenta[c]pyridin-7-ol (Compound 465) as a clear solid (5.4 mg, 16%) and (f?)-4-(3,3-difluorocyclobutoxy)-l-(trifluoromethyl)-6,7-dihydro-5i7- cyclopenta[c]pyridin-7-ol (Compound 466) as a clear solid (7.4 mg, 23%). Data for ( 6R,7S )- 4-(3, 3 -difl uorocycl obutoxy )-6-fluoro- l -(trifluoromethyl)-6,7-dihydro-5//- cyclopenta[c]pyridin-7-ol (Compound 465): Retention time HPLC (14 min) = 3.59 min; LCMS ESI (+) (M+H) m/z 328; 1H NMR (400 MHz, CDCl3): d 8.04 (s, 1H), 5.46-5.26 (m, 2H), 4.89-4.79 (m, 1H), 3.36-3.08 (m, 4H), 2.91-2.74 (m, 2H), 2.60 (dd, 1H). Data for (i?)-4-(3,3-difluorocyclobutoxy)-l-(trifluoromethyl)-6,7-dihydro-5iT-cyclopenta[c]pyridin-7- ol (Compound 466): Retention time HPLC (14 min) = 3.95 min; LCMS ESI (+) (M+H) m/z 310; 1H NMR (400 MHz, CDCI3): d 7.98 (s, 1H), 5.59-5.54 (m, 1H), 4.88-4.79 (m, 1H), 3.24- 3.07 (m, 3H), 2.89 (dd, 1H), 2.89-2.74 (m, 2H), 2.44-2.34 (m,…

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, 637031-88-0, 3,3-Difluorocyclobutanol.

Reference:
Patent; PELOTON THERAPEUTICS, INC.; JOSEY, John A.; SHRIMALI, Rajeev; WALLACE, Eli M.; WONG, Tai; (195 pag.)WO2019/191227; (2019); A1;,
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Application of 534-03-2, 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 534-03-2, name is 2-Aminopropane-1,3-diol. This compound has unique chemical properties. The synthetic route is as follows.

Part I – Synthesis of 2-dibenzylamino-propane-1,3-diol [0316] Serinol (2.0 g, 22 mmol) and potassium carbonate (9.1 g, 66 mmol) were combined inethanol (50 mL). Benzyl bromide (5.2 mL, 44 mmol) was added and the reaction was stirred144wo 2013/169704 PCT/US2013/039839at reflux for 12 hours. The reaction mixture was concentrated, re-suspended in ethyl acetate,and washed with water and brine, dried (N a2S04), concentrated, and precipitated from etherto give 2-dibenzylamino-propane-1,3-diol. LCMS (ESI): calc. C17H21N02 = 271; obs. M+H= 272.

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 534-03-2, 2-Aminopropane-1,3-diol.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LYCERA CORPORATION; AICHER, Thomas; BARR, Kenneth; LAPOINTE, Blair; SIMOV, Vladimir; STEIN, Karin; THOMAS, William; TOOGOOD, Peter; VAN HUIS, Chad; WHITE, Catherine; WO2013/169704; (2013); 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 927-74-2, name is 3-Butyn-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3-Butyn-1-ol

To a stirred solution of the product of Preparation 17 (4.5 g, 16.3 mmol) in diethylamine (100 mL) was added but-3-yn-l-ol (1.9 mL, 32.6 mmol), Pd(PPh3)2Cl2 (500 mg, 1.63 mmol) and Cul (154 mg, 0.815 mmol) and resulting mixture was stirred for 17 h at room temperature. The solvent was then removed under reduced pressure and the residue was dissolved in diethyl ether (200 mL) and this solution was filtered to remove salts. The solvent was then removed under reduced pressure and the crude product was purified by silica gel chromatography (60 % EtOAc/Hexane) to afford the title intermediate (3.03 g, 91% yield).

With the rapid development of chemical substances, we look forward to future research findings about 927-74-2.

Reference:
Patent; THERAVANCE, INC.; WO2006/23457; (2006); A1;,
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Related Products of 61439-59-6, 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 61439-59-6, name is 2-(4-(Benzyloxy)phenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

B) To a solution of 2- (4-BENZYLOXY-PHENYL)-ETHANOL (78.72g, 0. 34MOL) in methylene chloride (400MUT) is added triethylamine (67. 3MOI, 0. 44MOL, 1.4eq), then at 0¡ãC is added mesylchloride (34. 8MOI, 0. 44MOL, 1.3eq). The reaction mixture is stirred at 0¡ãC for 30 minutes and allowed to rise to RT. The reaction mixture is extracted with methylene chloride (2 x 300MIS, the combined organic layers are then washed with brine (2 x 300MI) and concentrated under vacuum; To a solution of 2- (4-BENZYLOXY-PHENYL)-ETHANOL (78.72g, 0. 34MOL) in methylene chloride (400MI) is added triethylamine (67. 3ml, 0. 44MOL, 1.4eq), then at 0¡ãC is added mesylchloride (34. 8RNL, 0. 44MOL, 1.3eq). The reaction mixture is stirred at 0¡ãC for 30 minutes and allowed to rise to room temperature. The reaction mixture is extracted with methylene chloride (2 x 300ml), the combined organic layers are then washed with brine (2 x 300ml) and concentrated under vacuum. To the crude product in solution in ethyl acetate 600ml) is added sodium iodide (67.2g, 0. 44MOL, 1.3eq) and the reaction mixture is stirred under reflux for 6 hours. After filtration, the organic layer is washed with brine (3 x 00ml), dried with NA2SO4, filtered and concentrated under vacuum. 1-Benzyloxy-4-(2-iodo-ethyl)-benzene is isolated after crystallization with diethyl ether (116. 5g, 86percent).

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 61439-59-6, 2-(4-(Benzyloxy)phenyl)ethanol.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/21503; (2005); A1;,
Alcohol – Wikipedia,
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