Tag: M.W=100-200

624-95-3, A common compound: 624-95-3, name is 3,3-Dimethylbutan-1-ol,molecular formula is C6H14O, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

[00072] Example VIII is similar to VII but the amount of MeO-TEMPO is reduced twice. All other concentrations and ratios are the same as in Example VII. [00073] 16.9 g of 3,3-Dimethyl-1-butanol (117.3 mmol) and 0.0382 g MeO-TEMPO (0.205 mmol) are charged in a jacketed glass reaction flask as in Example I. Sodium borate (0.380 g, 1.0 mmol) and 0.676 g NaHCO3 are dissolved in water (17 cc) and the aqueous solution is added to the stirred organic fraction at 1000 RPM in the reaction flask. The stirred suspension is cooled to 0 C. and the emulsion is re-adjusted to pH=8.4 using 50% solution of CH3COOH. When the temperature of the reactants reached 0 C., 77.5 g (126 mmol) of 12.1% aqueous NaOCl solution are pumped in via a gas-tight syringe over 90 minutes (The pH of the bleach solution was adjusted to 10 using 50% aqueous CH3COOH). During the bleach addition the pH was maintained at 8.3-8.4 levels using few drops of 50% aqueous CH3COOH. The reaction mixture is stirred for an additional 120 min at 0 C. and the organic layer is sampled for GC assay. In this Example, 0.2-0.25 cc aqueous solution of NaOH (50% concentration) was added immediately after the bleach addition was completed and no efforts were made to maintain the pH of the emulsion. The yield of 3,3-dimethylbutyraldehyde is 94.0% at 60 min and 99.0% at 90 min reaction time

With the rapid development of chemical substances, we look forward to future research findings about 624-95-3.

Reference:
Patent; The NutraSweet Company; US6825384; (2004); B1;,
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Adding a certain compound to certain chemical reactions, such as: 346-06-5, (2-(Trifluoromethyl)phenyl)methanol, 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, 346-06-5, blongs to alcohols-buliding-blocks compound. 346-06-5

Example 20 3-Propyl-7-(2-(trifluoromethyl)benzyl)-[1,2,4]triazolo[4,3-a]pyrazin-8(7H)-one: To a solution of 8-chloro-3-propyl-[1 ,2,4]triazolo[4,3-a]pyrazine (88 mg, 0.45 mmol) and (2-(thfluoromethyl)phenyl)methanol (1 1 1 mg, 0.629 mmol) in dimethoxyethane (3.5 ml) was added NaH 60percent in mineral oil (35 mg, 0.88 mmol) at RT and the reaction was stirred for 2 hours. Sodium iodide (1 10 mg, 0.734 mmol) was added and the reaction was heated at 200 ¡ãC for 20 min under microwave irradiation. The reaction mixture was concentrated in vacuo and purified by flash chromatography using a gradient of (petroleum ether: EtOAc: 5percentEt3N/10percentMeOH/85percentEtOAc = 1 :0:0 to 0:1 :0 to 0:0:1 ) to yield 31 mg (17percent) 3-propyl-7-(2-(trifluoromethyl)benzyl)- [1 ,2,4]triazolo[4,3-a]pyrazin-8(7H)-one. 1H NMR (CDCI3 500 MHz): delta 7.76 (m, 1 H), 7.56 (m, 1 H), 7.45 (m ,1 H), 7.40 (m, 1 H), 6.93 (d, J=6.0 Hz, 1 H), 6.60 (d, J=6.0 Hz, 1 H), 5.40 (s, 2 H), 2.98 (t, J=7.6 Hz, 2 H), 1 .92 (m, 2 H), 1 .09 (t, J=7.4 Hz, 3 H). LCMS (MH+): m/z = 337.2, tR (minutes, Method 1 ) = 0.60.

With the rapid development of chemical substances, we look forward to future research findings about 346-06-5.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; JESSING, Mikkel; (126 pag.)WO2016/55618; (2016); 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. 624-95-3, name is 3,3-Dimethylbutan-1-ol, the common compound, a new synthetic route is introduced below. 624-95-3

12.2 g of 3, 3-Dimethyl-l-butanol of 98% purity (117.3 mmol) and 0.036 g TEMPO (0.223mmol) are charged in a jacketed glass reaction flask as in Example I. Sodium borate (0.294 g, 0.76 mmol), NAHCO3 (1.472 g, 17. 5MMOL) and NACL (2 g) are dissolved in water (25 cc) and the aqueous solution is added to the stirred organic fraction at 1000 RPM in the reaction flask. The stirred suspension is cooled to 0C and the emulsion is re-adjusted to pH 8.6 using 40% solution OF NAOH. When the temperature of the reactants reached 0C, 69.8 g (123.1 mmol) of 13.1% aqueous NAOCI solution are pumped in via a gas-tight syringe over 55 minutes. The reaction mixture is stirred for an additional 15 min at 0C and the organic layer is sampled for GC assay. The yield of 3,3- dimethylbutyraldehyde is 87.4% at 2 min of post bleach-addition time and 91.2% at 15 min reaction time.

The synthetic route of 624-95-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE NUTRASWEET COMPANY; WO2004/67484; (2004); A2;,
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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. 56239-26-0, name is cis-4-Aminocyclohexanol hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. 56239-26-0

EXAMPLE 86[0124] Preparation of 4-((R)-Tetrahydrofuran-3-yloxy)-5-(2,3- dihydrobenzo[b][l,4]dioxin-6-yl)-N-((ls,4S)-4-methoxycyclohexyl)pyrimidin-2-amineJ.: Preparation of Starting Material 4-Methoxycyclohexanamine HydrochlorideReagents and Conditions: a) K2CO3 H2; b) KHMDS, MeI, and THF; c) NH2NH2, EtOH, then 4M HCI H2N HCIStep 1-1: Preparation of 2-((ls,4s)-4-Hydroxycyclohexyl)isoindoline-l,3-dione (2) [0125] To a stirred solution of cis-4-aminocyclohexanol HCl (107 mg, 0.71 mmol) in H2O(1.7 mL) at room temperature was added K2CO3 (174 mg, 1.25 mmol), followed by N- carboethoxyphthalimide (174 mg, 0.79 mmol). After stirring at room temperature for 30 min, the solid was filtered, washed with H2O, and dried in vacuo to provide the title compound (140 mg, 81percent) as a white solid. 1H NMR (300 MHz, CDCl3) delta 7.82 (m, IH), 7.79 (m, IH), 4.10 (m, IH), 2.64 (m, IH), 1.5-2.0 (set of m, 4H). MS (ESI) m/z: Found: 491 (2M+ + 1), CaIc. 245(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, 56239-26-0, cis-4-Aminocyclohexanol hydrochloride.

Reference:
Patent; CYSTIC FIBROSIS FOUNDATION THERAPEUTICS, INC.; CHIANG, Phoebe; GHOSH, Shomir; WO2010/68863; (2010); 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.932-01-4, name is 4,4-Dimethylcyclohexanol, molecular formula is C8H16O, molecular weight is 128.21, as common compound, the synthetic route is as follows.932-01-4

(3) N,N’-carbonyldiimidazole (118 mg) was added to a mixture of 4,4-dimethylcyclohexanol (72 mg) and acetonitrile (7 ml). The reaction mixture was stirred at 45 C. for 1 hour, added with water and chloroform and washed with water. The organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The product (190 mg) of the above (2), triethylamine (0.21 ml), 4-dimethylaminopyridine (10 mg) and DMF (5 ml) were added to the residue and the reaction mixture was heated at 80 C. for 1 hour. The reaction mixture was evaporated under reduced pressure, and water and chloroform were added thereto. The organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (elution solvent: hexane/ethyl acetate=100/0 to 0/100 gradient) to obtain 135 mg of 4,4-dimethylcyclohexyl (S)-3-(4-benzyloxy-3-methoxybenzylcarbamoyl)-piperidine-1-carboxylate.

Statistics shows that 932-01-4 is playing an increasingly important role. we look forward to future research findings about 4,4-Dimethylcyclohexanol.

Reference:
Patent; Tsuzuki, Yasunori; Morie, Toshiya; Nakamura, Takanori; Shimizu, Isao; Miyauchi, Masanori; US2012/28937; (2012); A1;,
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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 6338-55-2, name is 2-(2-(2-Aminoethoxy)ethoxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows. 6338-55-2

4-Ethynylaniline (170.4 mg, 1.5 mmol) was added to a solution of 4-nitrophenyl chloroformate (289.3 mg, 1.4mmol) in tetrahydrofuran (6.8 mL), stirred at room temperature for 3 hours, and then the solvent was distilled away undera reduced pressure. To a solution of the resulting crude product in dichloromethane (4 mL), a solution of 2-[2-(2-aminoethoxy)ethoxy]ethanol (239 mg, 1.6 mmol) in dichloromethane (4 mL) and triethylamine (303 mL, 2.2 mmol) wereadded, stirred at room temperature overnight, and then the solvent was distilled away under a reduced pressure. Theresidue was purified by silica gel column chromatography (ethyl acetate/methanol (v/v) = 100/0 ? 90/10) to obtain thetitle compound (325.4 mg, 77%) as a pale yellow oily matter.1H NMR (400 MHz, CDCl3) delta 8.30 (1H, br s), 7.32 (4H, m), 6.22 (1H, br t, J = 4.4 Hz), 4.37 (1H, br s), 3.72 (2H, br t, J= 4.4 Hz), 3.55-3.53 (6H, m), 3.49 (2H, t, J = 4.4 Hz), 3.36-3.34 (2H, m), 3.05 (1H, s)

Statistics shows that 6338-55-2 is playing an increasingly important role. we look forward to future research findings about 2-(2-(2-Aminoethoxy)ethoxy)ethanol.

Reference:
Patent; Senju Pharmaceutical Co., Ltd.; TAKEDA, Norihiko; MIYABE, Tomoyo; MACHIDA, Shinnosuke; MACHIDA, Mamiko; NAKAJIMA, Takeshi; (94 pag.)EP3127900; (2017); A1;,
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Adding some certain compound to certain chemical reactions, such as: 6338-55-2, name is 2-(2-(2-Aminoethoxy)ethoxy)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 6338-55-2. 6338-55-2

A solution of the amino alcohol (20) (313.6 g, 2.1mol) in THF (3.5 L) was treated, portion-wise, with N-(Benzyloxycarbonyloxy)succinimide (21) (550 g, 2.21mol). Once the reaction was complete (18 h) the THF was removed under reduced pressure and the residue dissolved in CH2Cl2 (2.5 L), then washed with an equal volume of HCl (1 M), NaHCO3 (Sat. Aq.), H2O and brine. The organic extract was dried (MgSO4), filtered and concentrated. The crude material (600g) was subjected to chromatography (4kg silica; 1-12% CH3OH-CH2Cl2) to yield HO-Trig- NHZ (22) (468g, 78%) as a clear-yellow viscous oil

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 6338-55-2.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; HEYES, James; HOLLAND, Richard J.; PALMER, Lorne Ralph; WOOD, Mark; (0 pag.)WO2020/93053; (2020); A1;,
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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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol. A new synthetic method of this compound is introduced below., 558-42-9

INTERMEDIATE 13; (3R.6S)-3-Amino-6-(‘2.3-difluorophenylVl-(2-hydroxy-2-methylpropyl’)azepan-2-one; Step A. Di-fert-butyl r(3R.66f)-6-(;2.3-difluorophenylVl-(;2-hvdroxy-2-methylpropylV2-oxoazepan-3- yl] imidodicarbonate; A solution of (55)-N2,N2-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-D-lysine (0.569 g, 1.24 mmol), l-chloro-2-methyl-2-propanol (0.202 g, 1.86 mmol) and diisopropylethylamine (0.529 g, 4.10 mmol) in EtOH (5 mL) was heated at 75 0C overnight. The reaction was concentrated to dryness, diluted with DCM (20 mL) and EDC (0.358 g, 1.87 mmol), HOAT (0.252 g, 1.87 mmol) were added followed by diisopropylethylamine (0.650 mL, 3.73 mmol). After stirring overnight, NaHCO3 was added, the layers separated and the aqueous phase backwashed with DCM. The combined organics were dried over magnesium sulfate, filtered, concentrated and the residue purified by silica gel chromatography (10percent –> 35percent EtOAc / hexanes) to give the title compound (0.21 g). MS 513.1 (M+l). 1HNMR (500 MHz, CD3OD) delta 7.1 (m, 3H), 5.24 (d, J= 10.7 Hz, IH), 4.02 (m, IH), 3.69 (d, J= 13.9 Hz, IH), 3.60 (d, EPO J= 15.1 Hz, IH), 3.39 (m, IH), 3.24 (d, J= 14.2 Hz, IH), 2.4 (m, IH), 2.1 (m, 3H), 1.5 (s, 18H), 1.20 (s, 3H), 1.16 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,558-42-9, 1-Chloro-2-methyl-2-propanol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2006/41830; (2006); A2;,
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Some common heterocyclic compound, 100-37-8, molecular formula is C6H15NO, 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.100-37-8

To a 250 ml four-necked flask equipped with a stirrer and a water separator and a reflux device was added 16.6 g (0.1 mol) of phthalic acid,35.1 g (0.3 mol) of N, N-diethylaminoethanol,0.8 g of titanium sulphate, 20 ml of xylene,Stirring heated to 150 reflux reaction 5h,Until 3.6 g (0.2 mol) of water was separated,The catalyst was removed by filtration (direct reuse)The filtrate was transferred to another 250 ml three-necked flask,The solvent was distilled off under reduced pressure (recovered)Excessed diethylaminoethanol (recycled) and low boiling materials,Add 3.0 g of activated clay to stir for 30 minutes,Cooling to 80 below,Filter yellowColor oil-like liquid phthalic acid bis-diethylaminoethanol ester 35.67g,Yield 90.8%.againThe bis-diethylaminoethacrylate phthalate was mixed with twice as much as citric acid and heated to 120 C,After the citric acid melts,Stirring down the crystallization of salt,To obtain a white powdery solid product, bis-diethylaminoethanol citrate citrate.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 100-37-8.

Reference:
Patent; Suzhou University of Science and Technology; Wang, Yanlin; Wang, Hao; Wang, Yan; Shao, Wei; (13 pag.)CN106008238; (2016); A;,
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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 346-06-5 as follows., 346-06-5

Step A: Preparation of 2-(2-(trifluoromethyl)phenyl)furo[2,3-c]pyridin-3-amine: To an ice cooled (0¡ã C.) suspension of NaH (61.93 mg, 1.548 mmol) in DMF (5 mL) was added (2-(trifluoromethyl)phenyl)methanol (0.2262 mL 1.703 mmol) and the reaction mixture was stirred 10 minutes. 3-Bromoisonicotinonitrile (283.4 mg, 1.548 mmol) in 5 mL DMF was added, and the reaction mixture was stirred overnight while warming to 60¡ã C., then cooled to room temperature, diluted with water and EtOAc, and the layers were separated. Purification by column chromatography (10percent MeOH/CH2Cl2) provided 67 mg (15percent) of the desired product. MS (APCI-pos) M+1=279.5.

The chemical industry reduces the impact on the environment during synthesis 346-06-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Miknis, Greg; Lyssikatos, Joseph P.; Laird, Ellen; Tarlton, Eugene; Buckmelter, Alexandre J.; Ren, Li; Rast, Bryson; Schlacter, Stephen T.; Wenglowsky, Steven Mark; US2007/49603; (2007); A1;,
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