Month: August 2021

Adding a certain compound to certain chemical reactions, such as: 5456-63-3, trans-2-Aminocyclohexanol hydrochloride, 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, SDS of cas: 5456-63-3, blongs to alcohols-buliding-blocks compound. SDS of cas: 5456-63-3

To a solution of 1-(4-carbamoylbenzyl)-4-oxo-1,4-dihydrocinnoline-3-carboxylic acid (0.15 g) obtained in Reference Example 4 in DMF (10 mL) were added (1,2-trans)-2-hydroxycyclohexylamine hydrochloride (0.08 g), 0-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (0.26 g) and triethylamine (0.19 mL), and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the precipitate was collected by filtration and dried. The precipitate was washed with diisopropyl ether to give the title compound (0.13 g) as a colorless solid. MS (ESI+): [M+H]+ 421.2 1H NMR (300 MHz, DMSO-d6) delta 1.16-1.41 (4H, m), 1.55-1.71 (2H, m), 1.82-1.93 (1H, m), 1.98-2.09 (1H, m), 3.35-3.47 (1H, m), 3.63-3.76 (1H, m), 4.79 (1H, d, J = 5.3 Hz), 5.96 (2H, s), 7.35 (3H, d, J = 8.0 Hz), 7.57-7.64 (1H, m), 7.78-7.89 (4H, m), 7.93 (1H, brs), 8.29 (1H, d, J = 8.0 Hz), 9.74 (1H, d, J = 7.6 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5456-63-3, trans-2-Aminocyclohexanol hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SAKAMOTO, Hiroki; SUGIMOTO, Takahiro; EP2821401; (2015); A1;,
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Reference of 3068-00-6, 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.3068-00-6, name is 1,2,4-Butanetriol, molecular formula is C4H10O3, molecular weight is 106.1204, as common compound, the synthetic route is as follows.

General procedure: To a solution of CoCl2 (0.6 mmol) in anhyd MeCN (4 mL), the selecteddialkyl acetal (1 mmol), TMSCl (1.1 mmol), and butane-1,2,4-triol (3 mmol) were added, with stirring, at r.t. At the end ofthe reaction, the mixture was extracted with EtOAc and the combinedextracts were washed with 5% NaHCO3. The organic layerwas dried (anhyd Na2SO4) and filtered, and the solvent was evaporatedunder vacuum. The oils obtained were purified by flash chromatographyto give the desired compounds.

The chemical industry reduces the impact on the environment during synthesis 3068-00-6, I believe this compound will play a more active role in future production and life.

Reference:
Article; Battisti, Umberto Maria; Sorbi, Claudia; Franchini, Silvia; Tait, Annalisa; Brasili, Livio; Synthesis; vol. 46; 7; (2014); p. 943 – 946;,
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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. 41175-50-2, name is 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol, molecular formula is C12H15NO, 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. Recommanded Product: 1,2,3,5,6,7-Hexahydropyrido[3,2,1-ij]quinolin-8-ol

General procedure: To a solution of aldehyde 4a (200 mg, 0.391 mmol) in propionic acid was added 8-hydroxyjulolidine (148 mg, 0.782 mmol, 2 equiv) and PTSA (7 mg, 0.039 mmol, 0.1 equiv). The solution was protected from light and stirred at room temperature overnight. To the brown mixture was added a solution of chloranil (95 mg, 0.391 mmol, 1 equiv) in DCM (10 mL), the reaction turned dark and was allowed to stir overnight at room temperature. The dark purple solution was evaporated to dryness, dissolved in DCM and washed with a saturated solution of NaHCO3. The organic phase was dried over MgSO4, filtrated, and evaporated. The crude was purified by column chromatography on silica gel (gradient of 100% DCM to 9/1 DCM/methanol) to obtain 222 mg of 5a (61%) as a purple solid after lyophilization (from dioxane/water: 1/1). 1H NMR (300 MHz, CDCl3): delta 8.85 (s, 1H, NH), 8.54-8.52 (m, 1H, HPy), 7.88 (s, 1H, CH triazole), 7.68 (t, J=7.3 Hz, 1H, HPy), 7.24 (t, J=6.2 Hz, 1H, HPy), 7.13 (d, J=7.8 Hz, 1H, HPy), 6.99 (d, J=8.0 Hz, 1H, Ha), 6.93 (s, 2H, H7), 6.85-6.82 (m, 2H, Hb, Hc), 5.59 (s, 2H, NCH2Py), 4.77 (s, 2H, OCH2CON), 4.60 (d, J=5.6 Hz, 2H, CH2NCO), 4.28 (s, 4H, CH2COOMe), 3.76 (s, 6H, OMe), 3.52 (dt, J=10.9, 5.5 Hz, 8H, H1, H4), 3.03 (t, J=6.3 Hz, 4H, H6), 2.84-2.67 (m, 4H, H3), 2.15-2.07 (m, 4H, H5), 2.00-1.97 (m, 4H, H2). 13C NMR (75 MHz, CDCl3): delta 172.20 (CO ester), 168.31 (CO amide), 154.89, 154.67, 152.48, 151.21, 149.82, 149.36 (CHPy), 145.90, 141.17, 138.00 (CHPy), 127.33 (C7), 126.22, 123.86, 123.77 (Cb or Cc), 123.61 (CH triazole), 123.56 (CHPy), 122.62 (CHPy), 119.42 (Ca), 115.83 (Cb or Cc), 113.05, 105.37, 68.55 (OCH2CON), 55.33 (NCH2Py), 53.91 (CH2COOMe), 52.34 (OMe), 51.20 (C1 or C4), 50.66 (C1 or C4), 35.28 (CH2NCO), 27.79 (C3), 20.93 (C2), 20.18 (C6), 20.04 (C5). MS (ES+), calcd for C48H51N8O7+ [M]+ 851.4, found 851.4. HRMS (ES+), calcd for C48H51N8O7+ [M]+ 851.3875, found 851.3901.

With the rapid development of chemical substances, we look forward to future research findings about 41175-50-2.

Reference:
Article; Collot, Mayeul; Lasoroski, Aurelie; Zamaleeva, Alsu I.; Feltz, Anne; Vuilleumier, Rodolphe; Mallet, Jean-Maurice; Tetrahedron; vol. 69; 48; (2013); p. 10482 – 10487;,
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Electric Literature of 4654-39-1, 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 4654-39-1, name is 2-(4-Bromophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows.

Dissolve 31.56g of iodine, 33.91g of triphenylphosphine and 22.35mg of imidazole in anhydrous dichloromethane (100mL), After 30 minutes in an ice bath, 20 g of p-bromobenzyl alcohol was dissolved in anhydrous dichloromethane (50 mL) and quickly added dropwise to the reaction bottle. Remove the ice bath and react at room temperature for about 6 hours. Dichloromethane was distilled off, the reaction liquid was transferred to a separatory funnel, a water-methanol mixed solution (400 mL, water: methanol volume ratio of 1:3) was added, n-heptane extraction (150 mL×3) was added, and shaken vigorously until The whole system is colorless and transparent, and the organic layer is combined. The organic layer was dried over anhydrous sodium sulfate, and the organic solvent was distilled off to obtain a colorless solid, that is, compound 10. The product was stored in the dark and the yield was 93.2%.

According to the analysis of related databases, 4654-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Chen Si; Shi Zeyu; Xiao Qiong; Zhang Xiang; Tian Yulin; Yin Dali; (13 pag.)CN111087356; (2020); A;,
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Synthetic Route of 1072-52-2, Adding some certain compound to certain chemical reactions, such as: 1072-52-2, name is 2-(Aziridin-1-yl)ethanol,molecular formula is C4H9NO, 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 1072-52-2.

Example 16 (Table 1, entry 8 and Scheme 11): Preparation of methyl 3-[N-(2- iodoethyl)-N- [2- [(methylsulfonyl)oxy] ethyl] amino] -2,6-dinitrobenzoate (27c); A stirred5 solution of methyl 3-chloro-2,6-dinitrobenzoate (25) (140 mg, 0.54 mmol) in DMF (1.5 mL) at» , room temperature was treated with NaI (405 mg, 2.7 mmol) for 5 min, then cooled to 0 0C and treated with aziridineethanol (0.15 mL, 1.87 mmol). The mixture was stirred at 30 0C for 16 h, then diluted with IN aqueous AcOH (15 mL) and extracted with EtOAc (2×15 mL). The combined organic phases were washed with water (2x), dried, and concentrated under10 reduced pressure. The residue was chromatographed on silica gel, eluting with EtOAc/petroleum ether (1:1). The middle fractions were combined and concentrated to small volume, then hexane was added to precipitate methyl 3-[N-(2-hydroxyethyl)-N-2- (iodoethyl)amino]-2,6-dinitrobenzoate (26c) (138 mg, 58%) as a yellow gum: 1H NMR [(CDj)2SO] delta 8.24 (d, J = 9.7 Hz, 1 H), 7.59 (d, J = 9.7 Hz, 1 H), 4.79 (tj = 5.2 Hz, 1 H), 3.8715 (s, 3 H), 3.71 (t, / = 7.2 Hz, 2 H), 3.53 (q, / = 5.1 Hz, 2 H), 3.40-3.33 (m, 4 H). HRMS(FAB) calcd. for C12H15IN3O7 [MH+] m/* 439.9955; found 439.9960.

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. 1072-52-2, 2-(Aziridin-1-yl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AUCKLAND UNISERVICES LIMITED; WO2008/30112; (2008); A1;,
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Synthetic Route of 629-30-1, 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 629-30-1, name is 1,7-Heptanediol. This compound has unique chemical properties. The synthetic route is as follows.

7- bromoheptane-l-ol1 (2): Heptane- 1,7-diol (36.0 g, 272 mmol; Alfa Aesar) and aq. 48percent HBr (38 mL, 0.9 equiv.) were heated under reflux in benzene (400 mL) with water removal using a Dean-Stark apparatus. After 16 h, all volatiles were removed in vacuo and the residue was purified by Si02 column chromatography using a gradient of 10-30percent EtOAc/hexanes as eluent to give 7-bromoheptan-l-ol (26.22 g, 62percent) as a colorless oil. TLC: 50percent EtOAc/hexanes, Rf ~ 0.40; NMR (400 MHz, CDC13) delta 3.61 (t, 2H, J = 7.1 Hz), 3.39 (t, 2H, J= 6.8 Hz), 1.80- 1.88 (m, 2H), 1.52-1.58 (m, 2H), 1.30-1.46 (m, 6H).

According to the analysis of related databases, 629-30-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MCW RESEARCH FOUNDATION, INC.; IMIG, John, David; CAMPBELL, William, B.; FALCK, John, Russell; WO2012/138706; (2012); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 764-48-7, Ethylene Glycol Vinyl Ether, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

10098] Compound 2, 1 -(6-(7-azabicyclo[2.2. 1]heptan-7- yl)naphthalen-2-yl)ethanone, was synthesized by the inventors.10099] Specifically, Compound 2c obtained in Example1-3 (184 mg, 0.61 mmol), palladium(II) acetate (Pd(OAc)2,6.8 mg, 0.03 mmol), diphenylphosphinopropane (DPPP,25.2 mg, 0.06 mmol), and ethyleneglycol (1.5 mE) were added to an oven-dried flask with two necks and charged with argon gas. Afier oxygen present in the mixture was removed by adding the argon gas to the mixture, ethyleneglycol vinyl ether (279 pL, 1.53 mmol) and Et3N (255 pL, 1.83 mmol) obtained by distillation were sequentially added thereto. The resulting mixture was stirred at 145 C. for 5 hours using a silicone oil container. The mixture was cooled to room temperature, and stirred with a 6N hydrochloric acid (HC1) aqueous solution (4 mE) at 60 C. for 4 hours. The mixture was cooled to room temperature, and diluted with ethyl acetate (100 mE). An organic layer was washed with water (50 mE), a 5% sodium bicarbonate aqueous solution (50 mE), and a saturated saline solution (50 mE) and dehydrated with anhydrous sodium sulfate (10 g). The solvent was removed under a reduced pressure condition of 40 mbar, and the resulting product was purified by colunm chromatography through a silica gel (Merck-silicagel 60, 230-400 mesh; using EtOAc/hexane as a developer), thereby obtaining a yellow solid, Compound 2 (100 mg, 62%). By further purification using recrystallization (using 3% CH2C12/hexane as a solvent), a yellow solid, Compound 2 (32 mg, 20%), was obtained.10100] ?H NMR (CDC13, 300 MHz, 298 K, oe): 8.32 (d, J=1.5 Hz, 1H), 7.93 (dd, J=8.7, 1.8 Hz, 1H), 7.78 (d, J=9.0 Hz, 1H), 7.64 (d, J=8.7 Hz, 1H), 7.24 (dd, J=8.7, 2.1 Hz, 1H), 7.11 (d, J=2.4 Hz, 1H), 4.37-4.34 (m, 2H), 2.67 (s, 3H),1.87-1.84 (m, 4H), 1.54-1.5 (m, 4H); ?3C NMR (CDC13, 75 MHz, 298 K, oe): 198.0, 148.6, 137.7, 131.9, 131.0, 130.4, 127.0, 126.7, 124.7, 119.8, 110.3, 58.3, 29.0, 26.7; IR (KBr, cm?): 1670; HRMS: mlz calcd for C,8H,9N0 [M] 265. 1467, C,8H2QNO [MH] 266.1545; found 265.1467 [M],266.1547 [MW]; mp: 118-120 C.

The synthetic route of 764-48-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; POSTECH ACADEMY-INDUSTRY FOUNDATION; AHN, Kyo Han; MOON, Hyunsoo; KIM, Dokyoung; SINGHA, Subhankar; ROY, Basab; SAMBASIVAN, Sunderraman; (45 pag.)US2017/327509; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 3279-95-6, 2-(Aminooxy)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, Recommanded Product: 2-(Aminooxy)ethanol, blongs to alcohols-buliding-blocks compound. Recommanded Product: 2-(Aminooxy)ethanol

[0106] Step 3: To a solution of l-(4-(5-chloro-4-(5-methyl-lH-pyrazol-3- ylamino)pyrimidin-2-ylamino)-2,5-dimethylphenyl)ethanone (60 mg, 0.16 mmol) in MeOH (1 niL) was added AcOH (15 mg, 0.25 mmol), followed by the addition of 2- (aminooxy)ethanol (20 mg, 0.26 mmol). The mixture was heated to 60 0C for 14 h and cooled down to room temperature. The mixture was then purified directly by preparative RP-EtaPLC to provide l-(4-(5-chloro-4-(5-methyl-lH-pyrazol-3- ylamino)pyrimidin-2-ylamino)-2,5-dimethylphenyl)ethanone O-2-hydroxyethyl oxime; ESMS m/z 430.2 (M + H+).

The synthetic route of 3279-95-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; WO2009/158431; (2009); 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.27646-80-6, name is 2-Methyl-2-(methylamino)propan-1-ol, molecular formula is C5H13NO, molecular weight is 103.17, as common compound, the synthetic route is as follows.Recommanded Product: 2-Methyl-2-(methylamino)propan-1-ol

D16(a) 2-((2,6-dichloropyrimidin-4-yl)(methyl)amino)-2-methylpropan-l-ol 2-methyl-2-(methylamino)propan-l-ol (6.5 g, 63.0 mmol) in acetonitrile (50 mL) was added dropwise to solution of 2,4,6-trichloropyrimidine (11.56 g, 63.0 mmol) and triethylamine (8.78 mL, 63.0 mmol) in acetonitrile (100 mL) at 0 °C with stirring. The reaction mixture was stirred at 25 °C for 6 h, and then concentrated. EtOAc (20 mL) was then added. The organic phase was washed with water, brine, dried over sodium sulphate, and concentrated in vacuo. The residue was purified by silica gel column (PE/EA 5/1 to 3/1) to afford the title compound (2.5 g, 15.9percent) as a yellow solid. LC-MS (ESI): m/z 250 [M + H]+; 0.95 min (ret time).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,27646-80-6, 2-Methyl-2-(methylamino)propan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; SANG, Yingxia; WAN, Zehong; ZHANG, Qing; WO2014/114694; (2014); A1;,
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Related Products of 67853-03-6, 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 67853-03-6 as follows.

To a solution of methyl 3-(hydroxymethyl)benzoate (3.0 g) obtained in the above-mentioned reaction and dihydropyran in acetonitrile was added p-toluenesulfonic acid monohydrate, and the mixture was stirred at room temperature for 1 day. Saturated aqueous sodium hydrogen carbonate solution was added, and acetonitrile was evaporated under reduced pressure. The mixture was extracted with ethyl acetate, and the organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine. The organic layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column (5% ethyl acetate/hexane to 20% ethyl acetate/hexane) to give a brown oil (5.0 g). The object product was used for the next reaction without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,67853-03-6, its application will become more common.

Reference:
Patent; Taniguchi, Takahiko; Miyata, Kenichi; Kubo, Osamu; Matsui, Junji; US2009/325956; (2009); A1;,
Alcohol – Wikipedia,
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