Category: alcohols-buliding-blocks

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. 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane, the common compound, a new synthetic route is introduced below. Application In Synthesis of 1,1-Bis(Hydroxymethyl)cyclopropane

(0236) To a stirred solution of (1-hydroxymethyl-cyclopropyl)-methanol (Combi-blocks, 10.0 g, 97.9 mmol) and triethylamine (22.0 g, 220 mmol) in DCM (120 mL) at -5 C. was added thionyl chloride (13.0 g, 110 mmol) dropwise over 30 min. The resulting suspension was stirred at -5 C. for an additional 2 h and then diluted with water (100 mL). The organic phase was separated, washed with brine, dried over sodium sulfate and filtered. The filtrate was dried under reduced pressure to give 5,7-dioxa-6-thia-spiro[2.5]octane 6-oxide as a white solid (13.5 g, 93%). 1HNMR (CDCl3, 300 MHz): delta 5.26-5.30 (d, 2H, J=11.4 Hz), 3.06-3.10 (d, 2H, J=11.7 Hz), 0.84-0.89 (m, 2H), 0.49-0.54 (m, 2H).

The synthetic route of 39590-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HUDSON BIOPHARMA INC.; Chen, Yi; Ding, Qingjie (Jack); Sun, Yang-sheng; US2015/322076; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 7287-81-2, 1-(m-Tolyl)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 1-(m-Tolyl)ethanol, blongs to alcohols-buliding-blocks compound. Safety of 1-(m-Tolyl)ethanol

In the glove box, the -1 – methyl methyl phenyl ethyl alcohol (1.0 mmol), [Cu6 (Pyt)6 ] (0.1 mmol), KOH (1.0 mmol) is added to the test tube with the magnetic coil in the has, then adding 2.0 ml dry toluene solvent. After the sealed reaction tube, is taken out of the glove box. Toward the nozzle leads into the small and stable and low production, stable air flow after such as, for 70 C reaction under 24 h; after the reaction, extracted with ethyl acetate (3 ¡Á 5 ml), the combined organic phase, dried with anhydrous sodium sulfate, filtered, concentrated filtrate for rotary evaporator, and then separating and purifying column law silica gel chromatography, to obtain the target product methyl methyl acetophenone (yield 93%).

The synthetic route of 7287-81-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Soochow University; Li, Hongxi; Tan, Dawei; Li, Haiyan; Lang, Jianping; (15 pag.)CN106588957; (2017); A;,
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Synthetic Route of 517-21-5, 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. 517-21-5, name is Sodium 1,2-dihydroxyethane-1,2-disulfonate. A new synthetic method of this compound is introduced below.

Zinc powder (2.18 g, 33.4 mmol) was added to a mixture of 2-(benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-cyano-benzoic acid methyl ester (1.25 g, 3.34 mmol) and ACOH (20 mL), and the resulting mixture was heated at 50 C. for 2 h with vigorous stirring. The mixture was filtered through a pad of diatomaceous earth, rinsed with methanol, and concentrated to a yellow solid. This material was dissolved in methanol (15 mL) and added to a mixture of glyoxal sodium bisulfite adduct (2.70 g, 10.0 mmol), AcOH (0.9 mL), NaOAc (0.27 g, 3.3 mmol), and H2O (4.5 mL). The reaction was allowed to proceed at reflux for 3 h. The resulting mixture was diluted with DCM and filtered through a pad of diatomaceous earth, rinsing with DCM. The filtrate was washed with H2O, dried over MgSO4, concentrated, and purified by flash chromatography (hexanes/EtOAc) to provide the title compound (0.28 g, 23%). TLC (silica, 50% EtOAc/hexanes): Rf=0.13. MS (ESI): mass calculated for C17H12N4O4S, 368.1; m/z found, 367 [M-H]-. HPLC (reverse phase): RT=8.72 min. 1H NMR (400 MHz, CDCl3): 11.42 (s, 1H), 8.96 (dd, J=4.4, 1.8 Hz, 2H), 8.63 (dd, J=7.4, 1.4 Hz, 1H), 8.36 (dd, J=8.5, 1.4 Hz, 1H), 8.16 (d, J=1.4 Hz, 1H), 7.97-7.90 (m, 2H), 7.20 (dd, J=8.2, 1.5 Hz, 1H), 3.94 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,517-21-5, its application will become more common.

Reference:
Patent; Allison, Brett D.; Hack, Michael D.; Phuong, Victor K.; Rabinowitz, Michael H.; Rosen, Mark D.; US2005/38032; (2005); A1;,
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Application of 68327-04-8, 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.68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride, molecular formula is C5H12ClNO, molecular weight is 137.6079, as common compound, the synthetic route is as follows.

2,6-Dichloro-N,N? -dimethyl-pyrimido [5 ,4-dj pyrimidine-4,8-diamine (88) (300 mg, 1.16 mmol) and (1S,2S)-2-aminocyclopentanol hydrochloride were reacted innbutanol and the crude product was purified by flash column chromatography using gradient elution from CH2C12 / EtOAc (99/1) to CH2C12 / EtOAc (1/4) to afford (1S,2S)-2-((6-chloro- 4, 8-bis(methylamino)pyrimido[5,4-djpyrimidin-2-yl)amino)-cyclopentanol (138) (310 mg,83% yield). 300 MHz ?H NMR (CDC13, ppm): 6-75-6.61 (1H, m) 6.47 (1H, br s) 5.30 (1H, br s) 5.14 (1H, d, J=3.8 Hz) 4. 14-3.95 (2H, m) 3.12 (3H, d, J=5.2 Hz) 3.05 (3H, d, J=5.2 Hz) 2.28-2.02 (2H, m) 1.94-1.61 (3H, m) 1.61-1.43 (1H, m). ESI-MS (m/z): 324, 326 [M+Hf?.

The chemical industry reduces the impact on the environment during synthesis 68327-04-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GALLEON PHARMACEUTICALS, INC.; DAX, Scott L.; MENCEL, James Joseph; OZOLA, Vita; SUNA, Edgars; SHUBIN, Kirill; (294 pag.)WO2017/3822; (2017); A1;,
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Reference of 83647-43-2 , The common heterocyclic compound, 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol, molecular formula is C8H9BrO, 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 flask charged with (3-bromo-2-methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M trifluoroacetic acid solution of thallium trifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at room temperature overnight. The solvent was removed under vacuum, and the residue was pumped under high vacuum for 30 minutes to ensure complete removal of TFA. To the residue was then added palladium(II) chloride (529 mg, 2.98 mmol), lithium chloride (2.53 g, 59.7 mmol), magnesium oxide (2.41 g, 59.7 mmol), and methanol (150 mL). The reaction was flushed with CO twice, and kept under CO at room temperature. Analysis by LC showed a big product spot within 2 hours. To this solution was added ethyl acetate to precipitate the salts. The black solution was filtered through a Celite diatomaceous earth pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to afford 5-bromo-4-methyl-2- benzofuran-1 (3H)-one. -N R (500 MHz, CDC13) delta ppm 7.71 (d, J= 8.0 Hz, 1H), 7.58 (d, J= 8.0 Hz, 1H), 5.25 (s, 2H), 2,37 (s, 3H).

The synthetic route of 83647-43-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; PASTERNAK, Alexander; SHI, Zhi-Cai; CATO, Brian; KIM, Esther, Y.; WO2013/66718; (2013); A2;,
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Synthetic Route of 671802-00-9, 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. 671802-00-9, name is tert-Butyl 3-(2-hydroxyethoxy)propanoate. A new synthetic method of this compound is introduced below.

To a solution of fe/f-butyl 3-(2-hydroxyethoxy)propanoate (500.0 mg, 2.63 mmol) in DCM (2 ml_) were added CBr4 (1395 mg, 4.21 mmol) and PPh3 (965 mg, 3.68 mmol) at 0 C. The mixture was stirred at room temperature for 2 h. The resulting mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography, eluting with a gradient 1 % – 15% of ethyl acetate in petroleum ether. The fractions containing the desired product were combined and concentrated to afford tert- butyl 6-bromohexanoate. Thus prepared, a solution of tert-butyl 6-bromohexanoate (5 g, 19.91 mmol) in acetonitrile (10 ml) was treated with trimethylamine (13.56 ml, 59.7 mmol) and the resulting solution was heated at 50 C overnight. The solution was concentrated to give lnt-4ba. LC/MS: M+= 230.3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,671802-00-9, tert-Butyl 3-(2-hydroxyethoxy)propanoate, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WOOD, Harold, B.; JOSIEN, Hubert, B.; TUCKER, Thomas, Joseph; KEREKES, Angela, Dawn; TONG, Ling; WALJI, Abbas, M.; NAIR, Anikumar, G.; DING, Fa-Xiang; BIANCHI, Elisabetta; BRANCA, Danila; WU, Chengwei; XIONG, Yusheng; HA, Sookhee, Nicole; LIU, Jian; BOGA, Sobhana, Babu; (183 pag.)WO2019/246349; (2019); A1;,
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Reference of 78573-45-2 ,Some common heterocyclic compound, 78573-45-2, molecular formula is C10H11F3O, 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.

At room temperature, 15 ml of CHCl,3g 3- (3-trifluoromethylphenyl) propanol was added to a 100 ml reaction flaskA, 2.2 g of triethylamine, stirred and dissolved, and dropwise 2 g of methanesulfonyl chloride. After completion of the dropwise addition, the reaction was carried out for 2 to 3 hours The reaction kettle by adding 9ml 1mol / l of dilute hydrochloric acid stirring, liquid separation. Add 9ml 5% NaHCO3 solution to wash the organic phase, stir Mix and disperse. The organic phase was washed with 9 ml of 25% NaCl, stirred and partitioned. Add anhydrous Na2SO4 to dry and filter. stress reliever The product was distilled to give 5.5 g of a pale yellow liquid in 100% yield.

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. 78573-45-2, 3-(3-(Trifluoromethyl)phenyl)propan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Qing Song Pharmaceutical Co., Ltd.; Zhang, Jian; Chen, Xiaona; Zhang, Shubin; Gao, Junfeng; Tan, Zhouhong; (7 pag.)CN106543008; (2017); A;,
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Synthetic Route of 431-38-9 ,Some common heterocyclic compound, 431-38-9, molecular formula is C3H6F3NO, 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.

A solution of 50 mg intermediate 3-oxo-2-(pyridin-3-yl)-6-[4-(trifluoromethoxy)phenyl]-2 ,3-dihydropyridazine-4-carboxylic acid, 34 mg 3-amino-i ,i ,i-trifluoro-2-propanol, 101 mg HATU,0.1 mL ethyldiisopropylamine and 1 mg 4-dimethylaminopyridine in 1 mL of DMF was stirred atrt for 14 hours. Then the reaction mixture was filtered and subjected to RP-HPLC (instrument:Labomatic HD-3000 HPLC gradient pump, Labomatic Labocol Vario-2000 fraction collector;column: Chromatorex 0-18 125 mm x 30 mm, eluent A: water + 0.2 vol% aqueous ammonia(32%), eluent B: acetonitrile; gradient: A 70% I B 30% – A 30% I B 70%; flow: 150 mLlmin;UV-detection: 254 n m) to yield 8 mg rac-3-oxo-2-(pyrid in-3-yl)-N-[3,3,3-trifluoro-2-hydroxypropyl]-6-[4-(trifluoromethoxy)phenyl]-2,3-d ihyd ropyridazine-4-carboxamide.1H NMR (400 MHz, DMSO-d6) 6 [ppm] = 3.48 (ddd, 1 H), 3.70 – 3.79 (m, 1 H), 4.16 -4.29 (m, 1H), 6.66 (d, 1 H), 7.52 (d, 2 H), 7.64 (dd, 1 H), 8.09 – 8.14 (m, 2 H), 8.15 – 8.20 (m, 1 H), 8.67 -8.72 (m, 2 H), 8.93 (d, 1 H), 9.61 (t, 1 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. 431-38-9, 3-Amino-1,1,1-trifluoropropan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM; GUTCHER, Ilona; ROeHN, Ulrike; SCHMEES, Norbert; ZORN, Ludwig; ROeSE, Lars; BADER, Benjamin; KOBER, Christina; CARRETERO, Rafael; STOeCKIGT, Detlef; IRLBACHER, Horst; PLATTEN, Michael; (397 pag.)WO2018/146010; (2018); A1;,
Alcohol – Wikipedia,
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Application of 6920-22-5, 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 6920-22-5, name is Hexane-1,2-diol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A homemade airtight electrolysis cell was used equipped with areticulated vitreous carbon (RVC) as working electrode (basi, USA),a bridged Ag/AgCl reference electrode with 2 M LiCl ethanol solution as inner solution and a 0.1 M Bu4NBF4 DMSO as bridge solution was used and the counter electrode, a platinum rod electrode, was put in a divided cell separated from the anodic partby a ceramic frit. In a typical electrolysis experiment 4 mL of a 0.2 MBu4NBF4 DMSO solution was added to the divided part followed bythe addition of 200 mL of acetic acid. In the anodic part neocuproinePd(OAc)2 (0.1 equivalent), 2,6-dimethoxybenzoquinone(0.6 equivalent) and the alcohol (0.7 mmol) was added to a 14 mL solution of 0.2 M Bu4NBF4 in DMSO. The cell was closed andput under an argon atmosphere. Stirring was started, next apotential of 0.7 V was applied. After the appropriate reaction time30 mL of water was added to the reaction mixture. The resultingmixture was extracted with tert-butylmethylether (3 times 25 mL).The collected organic layer was washed with 15 mL of water tofurther remove DMSO. Next the organic layer was dried withMgSO4 filtered and evaporated. The resulting solution wasexamined with NMR. Isolated products were obtained usingcolumn chromatography with heptane/ethylacetate (7/3) aseluent.

According to the analysis of related databases, 6920-22-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lybaert; Tehrani, K. Abbaspour; De Wael; Electrochimica Acta; vol. 247; (2017); p. 685 – 691;,
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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 33420-52-9, name is 2,2-Difluoropropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

To a solution of 2,2-difluoropropanol (500 mg, 5.2 mmol) and triethylamine (632 mg, 6.2 mmol) in dichloromethane (5 mL) was added trifluoromethanesulfonic anhydride (1.76 g, 6.2 mmol) at -50 C. The reaction mixture was stirred at -50 C. for 2 h and then diluted with dichloromethane (20 mL). The organic layer was washed with water (10 mL), 1 M citric acid (10 mL), saturated aqueous sodium bicarbonate (10 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure (water bath temperature 0 C.) to give the crude 2,2-difluoropropyl trifluoromethanesulfonate (600 mg, 51%) as a pink oil, used in the next step without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 33420-52-9.

Reference:
Patent; Genentech, Inc.; Patel, Snahel; Hamilton, Gregory; (73 pag.)US2018/170927; (2018); A1;,
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