Month: June 2021

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. 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3,3,3-Trifluoropropan-1-ol

a){(R)-5,5-Difluoro-4-methyl-4-[3-(3,3,3-trifluoro-propoxy)-phenyl]-5,6-dihydro-4H-[1,3]oxazin-2-yl}-di(carbamic acid tert-butyl ester)A solution of [(R)-5,5-difluoro-4-(3-hydroxy-phenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-yl]-di(carbamic acid tert-butyl ester) (intermediate G3.1) (40 mg, 90.4 mumol), 3,3,3-trifluoropropan-1-ol (20.6 mg, 181 mumol), and triphenylphosphine (48.9 mg, 181 mumol) in tetrahydrofuran (1.2 ml) was treated dropwise with a solution of diethyl azodicarboxylate (40percent in toluene; 86.6 mg, 91.1 mul, 199 mumol) at room temperature over a period of 2 minutes.The mixture was stirred at room temperature for 20 hours.For the workup, the solvent was removed at reduced pressure, and the thus obtained residue was purified on a preparative silica gel TLC using a 4:1-mixture of heptane and ethyl acetate as the eluent.The {(R)-5,5-difluoro-4-methyl-4-[3-(3,3,3-trifluoro-propoxy)-phenyl]-5,6-dihydro-4H-[1,3]oxazin-2-yl}-di(carbamic acid tert-butyl ester) (8.3 mg, 17percent yield) was obtained as a light yellow oil. MS (ISP): m/z=539.4 [M+H]+.

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, 2240-88-2, 3,3,3-Trifluoropropan-1-ol.

Reference:
Patent; Hilpert, Hans; Narquizian, Robert; Pinard, Emmanuel; Polara, Alessandra; Rogers-Evans, Mark; Woltering, Thomas; Wostl, Wolfgang; US2012/295900; (2012); A1;,
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Reference of 2240-88-2, Adding some certain compound to certain chemical reactions, such as: 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol,molecular formula is C3H5F3O, 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 2240-88-2.

Intermediate Example, 1-11Acid 30: 6-(3,3,3-Trifluoropropoxy)nicotinic acidTo a solution of potassium tert-butoxide (0.864 g, 7.7 mmol) in tetrahydrofuran (10 mL) 3,3,3-trifluoropropan-l-ol (0.878 g, 7.7 mmol) was added at 0 0C. After 5 min ethyl 6- chloronicotinate (1.3 g, 7.0 mmol) was added to the stirred solution. The mixture was allowed to reach ambient temperature and stirred for an additional 2 h. Brine was added and the mixture was extracted with ethyl acetate. The organic phase was dried over sodium sulfate, filtered and concentrated in vacuo. The residue (1.26 g, 4.8 mmol) was dissolved in a mixture of tetrahydrofuran (4 mL) and water (1 mL) and treated with lithium hydroxide (0.126 g, 3.0 mmol). The mixture was stirred at ambient temperature for 16 h and the tetrahydrofuran was removed in vacuo. Water (5 mL) was added and the pH adjusted to 2 with hydrochloric acid (4 M). The resulting precipitate was collected by filtration, washed with water and dried in vacuo to give 0.913 g (81percent yield) of the title compound: 1H NMR (DMSO-J6) delta 8.72 (d, 1 H), 8.16 (dd, 1 H), 6.91 (d, 1 H), 4.56 (t, 2 H), 2.81 (dd, 2 H); MS (ESI) m/z 236 [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. 2240-88-2, 3,3,3-Trifluoropropan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2008/130321; (2008); A2;,
Alcohol – Wikipedia,
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Related Products of 87327-65-9, 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.87327-65-9, name is 1-(2,6-Difluorophenyl)ethanol, molecular formula is C8H8F2O, molecular weight is 158.15, as common compound, the synthetic route is as follows.

Example 35A rac-Ethyl 8-[1-(2,6-difluorophenyl)ethoxy]-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate 5.50 g (23.5 mmol) of ethyl 8-hydroxy-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate Example 20A together with 4.46 g (28.2 mmol) of 1-(2,6-difluorophenyl)ethanol, 5.35 ml (27.0 mmol) of diisopropyl azodicarboxylate and 7.08 g (27.0 mmol) of triphenylphosphine were dissolved in 141 ml of THF, and the mixture was stirred at RT for 2 h. 0.70 ml (3.5 mmol) of diisopropyl azodicarboxylate and 0.62 g (2.3 mmol) of triphenylphosphine were added to the reaction mixture, and the reaction solution was stirred at RT for 1 h. The precipitated solid was filtered off and dried under high vacuum. This gave 4.6 g (52.8% of theory, purity 100%) of the title compound. The filtrate was concentrated and purified twice by silica gel chromatography (cyclohexane/ethyl acetate gradient=8/1 to 4/1). All product-containing fractions were purified again by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% TFA). This gave another 2.16 g (25% of theory) of the target compound. (0676) LC-MS (Method 1): Rt=1.08 min (0677) MS (ESpos): m/z=375 (M+H)+ (0678) 1H-NMR (400 MHz, DMSO-d6): delta=1.34 (t, 3H), 1.79 (d, 3H), 2.25 (s, 3H), 2.58 (s, 3H), 4.33 (q, 2H), 6.17 (q, 1H), 6.73 (s, 1H), 7.06-7.16 (m, 2H), 7.37-7.48 (m, 1H), 8.67 (s, 1H).

Statistics shows that 87327-65-9 is playing an increasingly important role. we look forward to future research findings about 1-(2,6-Difluorophenyl)ethanol.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; VAKALOPOULOS, Alexandros; VALOT, Gaelle; LINDNER, Niels; FOLLMANN, Markus; WUNDER, Frank; STASCH, Johannes-Peter; MARQUARDT, Tobias; REDLICH, Gorden; DIETZ, Lisa; Ll, Volkhart Min-Jian; (94 pag.)US2017/57954; (2017); 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.1475-13-4, name is 1-(2,4-Dichlorophenyl)ethanol, molecular formula is C8H8Cl2O, molecular weight is 191.0545, as common compound, the synthetic route is as follows.Computed Properties of C8H8Cl2O

Example 121 5-(2-Piperidino-ethyl)-2-methyl-1H-indole-3-carboxylic Acid-1-(2,4-dichlorophenyl)-ethyl Ester The procedure for Example 65 was followed, substituting 1-(2,4-dichlorophenyl)ethanol for (S)-phenylethanol, and substituting piperidine for diethylamine. ESI+MS m/z 459 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1475-13-4, 1-(2,4-Dichlorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2003/64991; (2003); A1;,
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Reference of 5456-63-3 , The common heterocyclic compound, 5456-63-3, name is trans-2-Aminocyclohexanol hydrochloride, molecular formula is C6H14ClNO, 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.

To a solution of 1-[4-(1H-pyrazol-1-yl)benzyl]-4-oxo-1,4-dihydrocinnoline-3-carboxylic acid (100 mg) obtained in Reference Example 8 in DMF (4 mL) were added (1,2-trans)-2-hydroxycyclohexylamine hydrochloride (65 mg), N1-[(ethylimino)methylene]-N3,N3-dimethylpropane-1,3-diamine hydrochloride (83 mg), 1H-benzo[d][1,2,3]triazol-1-ol monohydrate (66 mg) and triethylamine (0.11 mL), and the mixture was stirred at room temperature for 15 hr. Water (10 mL) was added to the reaction solution, the mixture was stirred, and the precipitated solid was collected by filtration and dried to give the title compound (104 mg). MS (ESI+): [M+H]+ 444.2 1H NMR (400 MHz, DMSO-d6) delta 1.20-1.39 (4H, m), 1.57-1.71 (2H, m), 1.87 (1H, brs), 2.06 (1H, brs), 3.37-3.46 (1H, m), 3.65-3.77 (1H, m), 4.84 (1H, d, J = 4.9 Hz), 5.95 (2H, s), 6.53 (1H, s), 7.44 (2H, d, J = 8.6 Hz), 7.62 (1H, t, J = 7.5 Hz), 7.72 (1H, s), 7.81 (2H, d, J = 8.6 Hz), 7.85-7.99 (2H, m), 8.30 (1H, d, J = 8.1 Hz), 8.46 (1H, d, J = 2.2 Hz), 9.78 (1H, d, J = 7.6 Hz).

The synthetic route of 5456-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SAKAMOTO, Hiroki; SUGIMOTO, Takahiro; EP2821401; (2015); A1;,
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Synthetic Route of 15852-73-0, Adding some certain compound to certain chemical reactions, such as: 15852-73-0, name is (3-Bromophenyl)methanol,molecular formula is C7H7BrO, 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 15852-73-0.

(d) 3-r3-Hvdroxymethylphenyl)-5-/j’o-butyl-N-fert-butyltm’ophene-2-sulfonamide; A mixture of roe-bromobenzyl alcohol (1.05 g, 5.80 mmol), 5-iso-butyl-2-(/V-tert- butylaminosulfonyl)thiophene-3-boronic acid (2.41 g, 7.55 mmol; see step (c)), Pd(PPh3)4 (270 mg, 0.235 mmol), NaOH (19.1 mL, 1.5 M aq5 28.6 mmol), EtOH (5.0 mL) and toluene (30 mL) was stirred under N2 at 9O0C for about 4 h. After cooling, water (10 mL) was added to the reaction mixture and this was then extracted with ethyl acetate. The combined organic phase was dried and concentrated in vacuo. The crude product was purified on column EPO chromatography (EtOAc/hexane, 30:70) to give sub-title compound as a colourless syrup in 57percent yield (1.26 g, 3.31 mmol).1H NMR delta (CDCl3): 0.96 (d, J = 6.6 Hz5 6H), 0.98 (s, 9H)5 1.82-2.00 (m, IH), 2.66 (d, J= 7.1 Hz5 2H)5 3.28 (br s5 IH), 4.67 (s, 2H)5 4.81 (hr s5 IH), 6.76 (s, IH), 7.30-7.50 (m, 3H)5 7.64 (s, IH).13C NMR delta (CDCl3): 22.1, 29.4, 30.4, 39.1, 54.4, 64.6, 127.1, 127.8, 128.5, 129.0, 134.9, 136.2, 141.2, 143.2, 148.2. MS (ESI) m/z: 382(MH-I)+.IRv (neat, cm-1): 3498, 3286, 2958, 2870, 1465, 1313. ‘ Anal. Calcd. for C19H27NO3S2: C, 59.81; H, 7.13; N5 3.67. Found: C, 60.05; H, 7.31; N5 3.90.

According to the analysis of related databases, 15852-73-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VICORE PHARMA AB; WO2006/109056; (2006); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 7314-44-5, Adding some certain compound to certain chemical reactions, such as: 7314-44-5, name is (2,4-Dimethoxyphenyl)methanol,molecular formula is C9H12O3, 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 7314-44-5.

Preparation 74 2-(2,4-Dimethoxybenzyl)-1,2-thiazinane-1,1-dioxide To a 0.5 M solution of 2,4-dimethoxybenzyl alcohol (4.94 g, 29.3 mmol) in anhydrous diethyl ether was added anhydrous pyridine (4.75 mL, 58.7 mmol). The mixture was cooled to 0 C. and thionyl chloride (5.98 mL, 80.7 mmol) was added slowly over 5-10 mins and the reaction stirred at 0 C. for 1.5 hrs. The reaction mixture was poured into ice water (120 mL) and the layers separated. The aqueous layer was extracted with diethyl ether (2*60 mL) and the combined organic layers washed with ice water (60 mL) and a solution of 5:1 saturated aqueous sodium chloride:saturated aqueous sodium bicarbonate (2*60 mL), dried (anhydrous sodium sulfate), filtered, and concentrated to ?5 mL of liquid. The crude solution was dissolved in benzene (200 mL) and re-concentrated to 10-15 mL of liquid, which was used immediately in the next step. 1,4-butanesultam (2.800 g, 20.7 mmol) in anhydrous N,N-dimethylformamide (50 mL) was cooled to 0 C. and sodium hydride was added in small portions, stirring for 5 min at 0 C. and 1 hr at room temperature. The reaction became a slurry, and was cooled to 0 C. and a solution of 1-(chloromethyl)-2,4-dimethoxybenzene in benzene was added, stirring at 0 C. and slowly warming to room temperature and stirring for 16 hrs. The mixture was poured into water (300 mL) and extracted with ethyl acetate (3*). The combined organic layers were washed with water, saturated aqueous sodium chloride, dried (anhydrous sodium sulfate), filtered, and concentrated in vacuo. The crude material was purified by silica gel chromatography (15-60% ethyl acetate/hexanes) to give a white solid (4.78 g). 1H NMR (300 MHz, CDCl3) delta 7.28-7.25 (d, 1H, J=8.4 Hz), 6.48-6.45 (dd, 1H, J=2.4, 8.1 Hz), 6.43-6.42 (d, 1H, J=2.1 Hz), 4.29 (s, 2H), 3.79 (s, 6H), 3.31-3.27 (m, 2H), 3.04-3.00 (m, 2H), 2.18-2.15 (m, 2H), 1.60-1.56 (m, 2H). HPLC analysis: (C18, 25-99% acetonitrile in water+0.1% trifluoroacetic acid over 10 mins: retention time, % area at 254 nm): 6.93 min, 98%.

According to the analysis of related databases, 7314-44-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bersot, Ross; Humphries, Paul; US2013/303524; (2013); A1;,
Alcohol – Wikipedia,
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Related Products of 756520-66-8, 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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol, molecular formula is C8H7Cl2FO, 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 stirred solution of triphenyl phosphine (8.2 g, 0.03 mol) and DEAD (13.65 mL of a 40% solution in toluene) in THF (200 mL) at 0 C. was added a solution of 1-(2,6-dichloro-3-fluoro-phenyl)-ethanol (4.55 g, 0.021 mol) and 3-hydroxy-nitropyridine (3.35 g, 0.023 mol) in THF (200 mL). The resulting bright orange solution was stirred under a nitrogen atmosphere at ambient temperature for 4 hours at which point all starting materials had been consumed. The solvent was removed, and the crude material was dry loaded onto silica gel, and eluted with ethyl acetate-hexanes (20:80) to yield 3-(2,6-dichloro-3-fluoro-benzyloxy)-2-nitro-pyridine (6.21 g, 0.021 mol, 98%) as a pink solid. 1H NMR (CDCl3, 300 MHz) delta1.8-1.85 (d, 3H), 6.0-6.15 (q, 1H), 7.0-7.1 (t, 1H), 7.2-7.21 (d, 1H), 7.25-7.5 (m, 2H), 8.0-8.05 (d, 1H).

According to the analysis of related databases, 756520-66-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; US2008/293769; (2008); 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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, 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. Quality Control of 1-Chloro-2-methyl-2-propanol

To a stirred solution of ethyl 3-(trifluoromethyl)-1H-pyrazole-4-carboxylate (2.5 ml, 2.4 mmol) in N,N-dimethylacetamide (3.0 ml, 32 mmol) was added potassium carbonate (766 mg, 65 percent purity, 3.60 mmol) and 1-chloro-2-methylpropan-2-ol (490 mI, 4.8 mmol) and the mixture was stirred at 80° C for 10 h. Water was added, and the mixture was extracted with ethyl acetate. The organic phase was washed with a saturated sodium chloride solution, dried (sodium sulfate), filtered and the solvent was removed in vacuum. Silicagel chromatography gave 470 mg (69 percent yield) of the title compound and 33.0 mg (5 percent yield) of a second isomer, Intermediate 34. LC-MS (Method 1 ): Rt = 1 .04 min; MS (ESIpos): m/z = 281 [M+H]+ 1H-NMR (400 MHz, DMSO-d6) d [ppm]: 1 .07 (s, 6 H), 1 .27 (t, 3 H), 4.14 (s, 2 H), 4.19 – 4.30 (m, 2 H), 4.85 (s, 1H), 8.37 (d, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 558-42-9.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; CHRIST, Clara; BRIEM, Hans; FARIA ALVARES DE LEMOS, Adelaide, Clara; BADER, Benjamin; HOLTON, Simon; BOeMER, Ulf; LIENAU, Philip; KUHNKE, Lara, Patricia; (122 pag.)WO2019/185525; (2019); A1;,
Alcohol – Wikipedia,
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Related Products of 56-81-5, 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.56-81-5, name is Propane-1,2,3-triol, molecular formula is C3H8O3, molecular weight is 92.0938, as common compound, the synthetic route is as follows.

To a 1,4-dioxane solution (200 mL) containing glycerol(18.4 g, 0.20 mol) and vinyl benzoate (29.6 g, 0.20 mol),Lipozyme (30 g) was added, and the mixture was stirred for48 h at 55C. After removal of the enzyme by filtration, thereaction mixture was evaporated under reduced pressure andthe residue was partitioned between saturated brine and dichloromethane(100 mL each), and extracted with dichloromethane(3 60 mL). The combined organic layer waswashed with saturated brine, and dried over anhydrousNa2SO4. The extract was washed with hexane to removeunreacted vinyl benzoate. Subsequently, the extract was vacuumdried, affording 36 g of (±)-1 (75% yield) as a colorlessoil. IR (KBr), cm-1: 3600 – 3100, 3050, 1700, 1300, 690; 1HNMR (200 MHz, CDCl3) 3.64-3.86 (2H, m, C3H2), 4.04-4.14 (1H, m, C2H), 4.39-4.57 (2H, m, C1H2), 7.40-7.52 (2H,m, 2C7H), 7.56 (1H, m, C8H), 8.02-8.13 (2H, m, 2C6H); 13CNMR (CDCl3, 200MHz) 63.8 (C3), 65.5 (C1), 70.6 (C2),128.6 (2C7), 129.4 (2C6), 130.7 (C5), 133.1 (C8), 166.5(C4). EI-LR-MS, m/z, M+: 196.

Statistics shows that 56-81-5 is playing an increasingly important role. we look forward to future research findings about Propane-1,2,3-triol.

Reference:
Article; Rustoy, Eduardo M; Dana, Alejandro; Letters in Organic Chemistry; vol. 13; 1; (2016); p. 71 – 75;,
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