Author: tianli

Adding a certain compound to certain chemical reactions, such as: 3597-91-9, [1,1′-Biphenyl]-4-ylmethanol, 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: 3597-91-9, blongs to alcohols-buliding-blocks compound. Recommanded Product: 3597-91-9

General procedure: Mixture of 0.005 g and glacial acetic acid was placed in a 50-mL round bottom flask, and was stirred for 5 min. Then, alcohol(1 mmol) was added to the solution, and reaction solution was stirred under reflux condition for specified time. The progress of reaction was monitored by TLC (acetone-n-hexane, 1 : 2). After completion of the reaction, catalyst was easily removed by shutting down the stirrer without using any external magnet. The product was purified by recrystallizationin hot ethanol. For the reaction times andthe structures and yields of the products, see Table 2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3597-91-9, [1,1′-Biphenyl]-4-ylmethanol, and friends who are interested can also refer to it.

Reference:
Article; Sedighinia; Badri; Kiasat; Russian Journal of Organic Chemistry; vol. 55; 11; (2019); p. 1755 – 1763;,
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Synthetic Route of 62285-58-9, 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.62285-58-9, name is (2,6-Dimethylphenyl)methanol, molecular formula is C9H12O, molecular weight is 136.19, as common compound, the synthetic route is as follows.

A solution of 2,6-Dimethylbenzyl alcohol (7.71 g, 56.7 mmol) and diisopropyl azodicarboxylate (DIAD, 11.36 g, 56.18 mmol) in THF (30 ml) and DMF (13 ml) was added drop wise to a solution of Ethyl 3-(3-hydroxyphenyl)propanoate (Step A, 10.0 g, 51.5 mmol) and triphenylphosphine (14.73 g, 56.18 mmol) in THF (100 ml) at 00C. The reaction mixture was stirred at the same temperature for 4 hours, diluted with ether and washed with water. The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex: ethyl acetate 4:1) to give the title compound.1H NMR (270 MHz, CDCl3): 1.2 (t, 3H); 2.4 (s, 6H); 2.6 (t, 2H); 3.0 (t, 2H); 4.2 (q, 2H); 5.1 (s, 2H); 6.8 (m, 3H); 7.2-7.4 (m, 4H).

Statistics shows that 62285-58-9 is playing an increasingly important role. we look forward to future research findings about (2,6-Dimethylphenyl)methanol.

Reference:
Patent; WELLSTAT THERAPEUTICS CORPORATION; WO2007/56771; (2007); A2;,
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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.23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, molecular weight is 120.1039, as common compound, the synthetic route is as follows.HPLC of Formula: C4H8O4

Step HI. To a soln. of l,4-dioxane-2,5-diol (120 mg, 0.995 mmol) in THF (8ml) was added methylamine (2.8 ml, 0.664 mmol) at r.t. The resulting mixture was stirred at r.t for 75min. Then l-(isocyano(tosyl)methyl)-2-methoxybenzene (200 mg, 0.664 mmol) was added while keeping reaction mixture at <30 C by a water bath. The reaction mixture was stirred at r.t overnight. Evaporated to leave white solid, dissolved in DMF, and purified by Pre-HPLC to afford (4-(2-methoxyphenyl)-l-methyl-lH-imidazol-5- yl)methanol (84mg, 0.377 mmol, 38.6 % yield) as a colorless oil. 1H-NMR(MeOD), delta: 8.97(lH,s), 7.55(lH,t, J=7.5Hz), 7.47(1H, d, J=8.0Hz), 7.22(1H, d, 8.0Hz), 7.15(1H, t, J=7.5Hz), 4.67(2H,s), 4.05(3H,s), 3.89(3H,s). At the same time, in my other blogs, there are other synthetic methods of this type of compound,23147-58-2, Glycerol aldehyde dimer, and friends who are interested can also refer to it. Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CIANCI, Christopher, W.; GERRITZ, Samuel; LI, Guo; PEARCE, Bradley, C.; PENDRI, Annapurna; SHI, Shuhao; ZHAI, Weixu; ZHU, Shirong; WO2012/33736; (2012); A1;,
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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. 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol, molecular formula is C3H5F3O, 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. Product Details of 2240-88-2

Under argon, 100mg (0.213 mmol) of 4-hydroxy-5,5-dimethyl-2-{2-methyl-8-[(2,3,6-trifluorobenzyl)oxy]imidazo[1 ,2-a]pyridin-3-yl}-5,7-dihydro-6H-pyrrolo[2,3-d] pyrimidin-6-one (Example 11), 26 mg (0.23 mmol) of 3,3,3-trifluoropropan-1-ol and 60 mg (0.23 mmol) of triphenylphosphine were suspended in 0.84 ml of THF, the mixture was mixed in an ultrasonic bath for 10 mm, 49 mg (0.230 mmol) of diisopropyl azodicarboxylate (DIAD) were then added and the mixture was stirred at RT overnight. A further 9 mg (0.08 mmol) of 3,3,3-trifluoropropan-1-ol, 20 mg (0.08 mmol) of triphenylphosphine and 15 mg (0.07 mmol) of diisopropyl azodicarboxylate were added, and the mixture was stirred at RT overnight. The reaction mixture was purified by preparative HPLC (RP-C1 8, mobile phase:acetonitrile/water gradient with addition of 0.05percent formic acid). This gave 48 mg (40percent of theory) of the target compound.11053] LC-MS (Method 1): R=1.04 mm11054] MS (ESIpos): mlz=566 [M+H]11055] ?H-NMR (400 MHz, DMSO-d5): oe [ppm]=1.34 (s, 6H), 2.76 (s, 3H), 2.83-2.95 (m, 2H), 4.69-4.75 (m, 2H),5.39 (s, 2H), 7.00-7.05 (m, 1H), 7.07-7.11 (m, 1H), 7.25-7.34 (m, 1H), 7.62-7.72 (m, 1H), 9.52 (dd, 1H), 11.36 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 2240-88-2.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; VAKALOPOULOS, Alexandros; GROMOV, Alexey; FOLLMANN, Markus; BROCKSCHNIEDER, Damian; STASCH, Johannes-Peter; MARQUARDT, Tobias; TERSTEEGEN, Adrian; WUNDER, Frank; REDLICH, Gorden; LANG, Dieter; LI, Volkhart Min-Jian; (95 pag.)US2016/347770; (2016); 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.1736-74-9, name is 4-(Trifluoromethoxy)benzyl alcohol, molecular formula is C8H7F3O2, molecular weight is 192.1352, as common compound, the synthetic route is as follows.Safety of 4-(Trifluoromethoxy)benzyl alcohol

EXAMPLE 87 4-(trifluoromethoxy)benzyl 1H-indol-4-ylcarbamate [4-(Trifluoromethoxy)phenyl]methanol (0.13 g, 0.7 mmol) and the product of Example 80A (0.1 g, 0.63 mmol) in THF (5 mL) were heated at reflux for 16 hours with a catalytic amount of triethylamine. The reaction mixture was concentrated under reduced pressure and the residue was triturated with diethyl ether/hexane to provide the title compound as tan crystals (0.12 g). 1H NMR (300 MHz, DMSO-d6) delta 5.21 (s, 2H), 6.73 (s, 1H), 7.0 (t, 1H), 7.1 (d, 1H), 7.23 (t, 1H), 7.38 (dd, 1H), 7.4 (d, 2H), 7.6 (d, 2H), 9.5 (s, 1H), 11.06 (s, 1H).). Anal. Calcd. for C17H13N2F3O3.0.25 H2O: C, 57.55; H, 3.84; N, 7.90. Found: C, 57.42; H, 3.81; N, 7.32.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1736-74-9, 4-(Trifluoromethoxy)benzyl alcohol, and friends who are interested can also refer to it.

Reference:
Patent; Lee, Chih-Hung; Bayburt, Erol K.; DiDomenico JR., Stanley; Drizin, Irene; Gomtsyan, Arthur R.; Koenig, John R.; Perner, Richard J.; Schmidt JR., Robert G.; Turner, Sean C.; White, Tammie K.; Zheng, Guo Zhu; US2003/158188; (2003); A1;,
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Related Products of 30379-58-9, 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.30379-58-9, name is Benzyl 2-hydroxyacetate, molecular formula is C9H10O3, molecular weight is 166.17, as common compound, the synthetic route is as follows.

Into a 100-mL round-bottom flask, was placed (2S)-2-[[(tert- butoxy)carbonyl](methyl)amino]-4,4-dimethylpentanoic acid (1 g, 3.86 mmol, 1.00 equiv), benzyl 2-hydroxyacetate (770 mg, 4.63 mmol, 1.20 equiv), dichloromethane (25 mL). This was followed by the addition of DCC (950 mg, 4.60 mmol, 1.20 equiv), HOBt (630 mg, 4.66 mmol, 1.20 equiv) and 4-dimethylaminopyridine (570 mg, 4.67 mmol, 1.20 equiv) respectively in portions with stirring at 0C. The resulting solution was stirred for 2 h at room temperature. The solids were filtered out. The filtrate was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:9). This resulted in 1.15 g (73%) of 2-(benzyloxy)-2-oxoethyl-(2)-2- [[(tert-butoxy)carbonyl](methyl)amino] -4,4-dimethyl pentanoate as colorless oil. MS (ES, m/z): 408 (M+H); ?HNIVIR (300 IVIFIz, CDC13): 7.40-7.34(m, 5H), 5.20 (s, 2H), 5.09-4.71 (m, 1H), 4.70-4.68 (m, 2H), 2.81-2.79 (m, 3H), 1.93-1.88 (m, 1H), 1.71-1.66 (m, 1H), 1.47 (s, 9H), 0.94 (s, 9H).

Statistics shows that 30379-58-9 is playing an increasingly important role. we look forward to future research findings about Benzyl 2-hydroxyacetate.

Reference:
Patent; MERIAL, INC.; DE FALLOIS, Loic, Le Hir; PACOFSKY, Gregory; LONG, Alan; MENG, Charles; LEE, Hyoung, Ik; OGBU, Cyprian, O.; (386 pag.)WO2016/187534; (2016); A1;,
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Related Products of 558-42-9, Adding some certain compound to certain chemical reactions, such as: 558-42-9, name is 1-Chloro-2-methyl-2-propanol,molecular formula is C4H9ClO, 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 558-42-9.

A mixture of 2-propyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (0.025 g, 0.099mmol) (see, for example, US2008139631A1), Cs2CO3 (0.129 g, 0.396 mmol), potassiumiodide (0.0 165 g, 0.099 mmol) and commercially available 1-chloro-2-methylpropan-2-ol (0.041 mL, 0.396 mmol) in DMF (2 mL) was heated at 80¡ãC for 90 mm and then at 120¡ãC for 1 h. Additional 1-chloro-2-methylpropan-2-ol (0.041 mL, 0.396 mmol), Cs2CO3 (0.129 g, 0.396 mmol) and potassium iodide (0.0165 g, 0.099 mmol) were added, and heating continued at 120¡ãC for another 6 h. Upon cooling, the mixture was partitioned between EtOAc (25 mL) and water (20 mL). The organic phase was washed with water and brine, dried over Na2SO4, filtered, and concentrated. The residue was purified by preparative HPLC (Phenomenex Luna column; gradient: 10-90percent MeCN-water with 0.1percent TEA). The fractions with product were concentrated down to the aqueous phase, whichis then partitioned between EtOAc (25 mL) and saturated aqueous NaHCO3 solution (20 mL). The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated. This chromatography did not separate product from unreacted starting indole, so the material was chromatographed over silica gel using a 50percent-100percent CH2Cl2- hexanes gradient to give 1-(2-(methylthio)ethyl)-2-propyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (0:014 g, 42percent yield) as a white solid: MS (ESI): m/z 325 (M+H).

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. 558-42-9, 1-Chloro-2-methyl-2-propanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; TURNBULL, Philip, Stewart; CADILLA, Rodolfo; WO2014/13309; (2014); A1;,
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Application of 7287-81-2 ,Some common heterocyclic compound, 7287-81-2, molecular formula is C9H12O, 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.

Dissolve 1- (3-METHYLPHENYL)-1-ETHANOL (1.36 g, 10 mmol) in dry toluene. Cool to 0 C and add DPPA (diphenylphosphoryl azide, 3.3 g, 12 mmol) followed by 1,8- diazabicyclo [5.4. 0] undec-7-ene (DBU, 1. 8 mL, 12 mmol). Warm the resulting mixture to RT and stir overnight, then dilute with H2O, and extract with ether. Wash the organic layer with 1 N HCI, saturated NaHC03, and brine. Dry over MGS04, filter, and concentrate to give the title compound (1.3 g, 81%) as a pale yellow oil. Use without further purification. RIF= 0. 66 (20: 1 hexanes/EtOAc) ; H NMR (CDC13, 250 MHz) 8 7.1- 7.4 (m, 4H), 4.61 (q, 1H), 2.42 (2, 3H), 1. 56 (d, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7287-81-2, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/821; (2005); A1;,
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Synthetic Route of 29683-23-6, 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.29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol, molecular formula is C5H10OS, molecular weight is 118.2, as common compound, the synthetic route is as follows.

A solution of tetrahydrothiopyran-4-ol (Sigma Aldrich, 2.0 g, 17 mmol) in N,N-dimethylformamide (DMF, 30 mL) was treated with sodium hydride (60% in mineral oil, 0.68 g, 17 mmol) in a single portion at room temperature. The mixture was stirred for one hour at room temperature before 5-bromo-2-fluorobenzonitrile (2.8 g, 14 mmol) was added in a single portion. An additional volume of DMF (20 mL) was added. The mixture was stirred on a 50 C. heating block for two hours before it was poured onto ice (approximately 100 g), precipitating a solid that was then collected by vacuum filtration and dried in a vacuum oven over phosphorus pentoxide to provide the desired product. 1H NMR (400 MHz, DMSO-d6) delta 8.03 (d, J=2.5 Hz, 1H), 7.82 (dd, J=9.1, 2.6 Hz, 1H), 7.31 (d, J=9.1 Hz, 1H), 4.74 (m, 1H), 2.83 (m, 2H), 2.63 (m, 2H), 2.16 (m, 2H), 1.90 (m, 2H).

The chemical industry reduces the impact on the environment during synthesis 29683-23-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Gilead Sciences, Inc.; Du, Zhimin; Guerrero, Juan A.; Kaplan, Joshua A.; Knox, JR., John E.; Lo, Jennifer R.; Mitchell, Scott A.; Naduthambi, Devan; Phillips, Barton W.; Venkataramani, Chandrasekar; Wang, Peiyuan; Watkins, William J.; Zhao, Zhongdong; (593 pag.)US2016/96827; (2016); A1;,
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Synthetic Route of 27489-62-9 ,Some common heterocyclic compound, 27489-62-9, molecular formula is C6H13NO, 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.

Preparation of trans-4-(3-(7-methoxybenzo[b]thiophen-2-yl)imidazo[1,2-b]pyridazin-6-ylamino)cyclohexanol To a solution of 6-chloro-3-(6-methoxybenzo[b]thiophen-2-yl)imidaczo[1,2-b]pyridazine (50 mg, 0.111 mmol, 1.0 equiv) in DMSO (2.0 mL) was added p-toluene sulfonic acid monohydrate (30 mg, 0.111 mmol, 1.0 equiv) and trans-4-aminocyclohexanol (0.803 mmol, 5.0 equiv) and heated to 100 C. for 24 h. The reaction mixture was diluted with water and extracted with ethyl acetate. Purification by column chromatography using 5% methanol in dichloromethane elution gave 35 mg of the yellow solid, 80%. Compounds 170 and 200 were physically characterized by electrospray ionization mass spectrometry. Structures and molecular masses are given below in Table 18-b.

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. 27489-62-9, trans-4-Aminocyclohexanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Califia Bio, Inc.; GOODFELLOW, VAL S.; NGUYEN, THONG X.; RAVULA, SATHEESH B.; GELBARD, HARRIS A.; US2014/256733; (2014); A1;,
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