Month: July 2021

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. 28539-02-8, name is 1-(Hydroxymethyl)benzotriazole, molecular formula is C7H7N3O, 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-(Hydroxymethyl)benzotriazole

Triethylamine (30 muL), 1H-benzotriazole-1-methanol (48 mg), and sodium triacetoxyborohydride (91 mg) were added to a solution of 9-methyl-6-{6-[2-(piperidin-4-yl)ethoxy]-5-(trifluoromethyl)pyridin-3-yl}-9H-purine-2-carbonitrile monohydrochloride (100 mg) in THF (1.5 mL)-EtOH (1.5 mL), and the mixture was stirred at room temperature for 16 hours. After a saturated aqueous NaHCO3 solution and EtOAc were added to the reaction mixture, extraction thereof was performed using EtOAc, and the extract was washed with saturated brine. The organic layer was dried over MgSO4 and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (CHCl3:MeOH = 100:0 to 80:20), whereby 9-methyl-6-{6-[2-(1-methylpiperidin-4-yl)ethoxy]-5-(trifluoromethyl)pyridin-3-yl}-9H-purine-2-carbonitrile (57 mg) was obtained as a solid

With the rapid development of chemical substances, we look forward to future research findings about 28539-02-8.

Reference:
Patent; Astellas Pharma Inc.; NAKAJIMA, Yutaka; IMADA, Sunao; TAKASUNA, Yuji; AOYAMA, Naohiro; NIGAWARA, Takahiro; SHIRAKAMI, Shohei; SHIRAI, Fumiyuki; SATO, Junji; NAKANISHI, Keita; KUBO, Kaori; EP2840083; (2015); 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.59854-12-5, name is tert-Butyl 4-hydroxybutanoate, molecular formula is C8H16O3, molecular weight is 160.2108, as common compound, the synthetic route is as follows.name: tert-Butyl 4-hydroxybutanoate

To a suspension of Boc-Pro-OH (9.7 g, 0.045 mol), 4-aminomethyl-N-methoxy-benzamidine (7.34 g, 0.041 mol; see step (ii) above) and dimethylaminopyridine (7.8 g, 0.064 mol) in 300 mL of acetonitrile was added EDC base (11.7 mL, 0.068 mol). The mixture was stirred for 18 h, concentrated and partitioned between water and EtOAc. The organic layer. was washed with water, aqueous sodium bicarbonate, dried (MgSO4) and evaporated. The crude product was flash chromatographed on silica gel with EtOAc. Yield: 9;73 g (63%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,59854-12-5, tert-Butyl 4-hydroxybutanoate, and friends who are interested can also refer to it.

Reference:
Patent; Inghardt, Tord; Johansson, Anders; Svensson, Arne; US2004/19033; (2004); A1;,
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Application of 62285-58-9, 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 62285-58-9, name is (2,6-Dimethylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Step B: Preparation of Ethyl 3-(2,6-dimethylbenzyloxy)-4-methoxybenzoate: A solution of Ethyl 3-Hydroxy-4-methoxybenzoate (Step A. 9.10 g, 46.4 mmol) and diisopropyl azodicarboxylate (DIAD, 10.23 g, 50 mmol) in dry THF (20 ml) was added drop wise to a solution of 2,6-Dimethylbenzyl alcohol (6.94 g, 51 mmol) and triphenylphosphine (TPP, 13.27 g, 50 mmol) in dry THF (60 ml) at 0C under argon. The reaction mixture was warmed to room temperature for 4 hours or until all the starting material is consumed, diluted with ether and washed with water (2X). The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex: ethyl acetate 2:1) to give the title compound.

According to the analysis of related databases, 62285-58-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wellstat Therapeutics Corporation; O’NEIL, James, Dennen; SHARMA, Shalini; ARUDCHANDRAN, Ramachandran; EP2282736; (2015); B1;,
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Electric Literature of 13330-96-6, 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 13330-96-6, name is 4-(Dimethylamino)butan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 12 (100 mg, 0.35 mmol) was dissolved in the mixture of 1,4-dioxane (10 mL) and H2O (2.00 mL) and then added with boronicacid (2.80 mmol), Pd(dppf)2Cl2 (28 mg, 0.035 mmol) and Cs2CO3(228 mg, 0.70 mmol). The reaction was heated at 100 C underargon atmosphere. After 12 h, the reaction mixture was cooled toroom temperature and was concentrated in vacuo. Then themixture was diluted with water and extracted with ethyl acetate.The combined organic layer was washed by saturated sodiumchloride solution for three times, dried over anhydrous Na2SO4 andconcentrated under reduced pressure. The residue was purified bysilica gel chromatography to give 13.To a stirred solution of 13 and triphosgene (100 mg, 0.34 mmol)in anhydrous dichloromethane (5 mL) was added triethylamine(104 mg, 1.02 mmol) at 0 C under nitrogen atmosphere. After5 min, a solution of 4-(dimethylamino)butan-1-ol (1.02 mmol) indichloromethane (5.00 mL) was added and then the mixture wasstirred at room temperature for overnight. The reactionwas dilutedwith dichloromethane (15 mL) and washed with water (3 20 mL).The organic phases were dried over anhydrous Na2SO4 andconcentrated in vacuo. The residue was purified by using columnchromatography to afford the corresponding product.

According to the analysis of related databases, 13330-96-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lu, Dong; Liu, Jianan; Zhang, Yunzhe; Liu, Feifei; Zeng, Limin; Peng, Runze; Yang, Li; Ying, Huazhou; Tang, Wei; Chen, Wuhong; Zuo, Jianping; Tong, Xiankun; Liu, Tao; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 328 – 337;,
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Application of 55362-80-6, 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. 55362-80-6, name is 9-Bromononan-1-ol, molecular formula is C9H19BrO, 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 solution of 9-Bromo- l-nonanol (1.50 g, 6.72 mmol) in acetone (27 ml) cooled at 0C, a satured solution of NaHCO3 (9 ml), NaBr (0.14 g, 1.34 mmol) and 2,2,6,6-Tetramethyl-l-piperidinyloxy-free radical (TEMPO) (0.10 g, 0.67 mmol) were added. Then Trichloroisocyanuric acid (3.1 g, 13.44 mmol) was added portionwise. The mixture was stirred 30 minutes at 0C and 3 hours at room temperature then was cooled at 0C and 2-Propanol (8 ml) was added slowly. The mixture was stirred at 0C for further 30 minutes then the white precipitate was filtered off and the mixture concentrated under reduced pressure. H20 (10 ml) and CH2C12 (10 ml) were added to the residue. The two phases were separated and the aqueous layer was extracted with CH2C12 (2 x 10 ml). The combined organic layers were dried on Na2SO4 and concentrated affording 1.60 g (Yield: 100%) of the title compound as a white solid. 1H NMR (300 MHz, DMSO) delta 3.49 (t, 2H), 2.23 – 2.08 (m, 2H), 1.84 – 1.68 (m, 2H), 1.57 – 1.14 (m, 10H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 55362-80-6, 9-Bromononan-1-ol.

Reference:
Patent; NICOX S.A.; RONSIN, Gael; STORONI, Laura; BENEDINI, Francesca; WO2013/60673; (2013); A1;,
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Electric Literature of 623-50-7, 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 623-50-7, name is Ethyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows.

Step A: Preparation of ethyl 3-(2-ethoxy-2-oxoethoxy)isonicotinate: The reaction is carried out in a 3-neck flask (3 L) equipped with an internal thermometer, an addition funnel and a N2 inlet. Triphenylphosphine (150.6 g, 574 mmol) was dissolved in THF (1 L) and cooled to a temperature of -10 C. DIAD was added dropwise via an addition funnel over 30 minutes. The resulting white suspension was kept at -10 C. for another 30 minutes. Ethyl glycolate (50.84 mL, 526.4 mmol) was added as a solution in THF (500 mL) via the addition funnel at a rate to maintain the internal temperature below -10 C. Upon complete addition, the reaction mixture was kept at a temperature of -10 C. for an additional 30 minutes before a suspension of ethyl 3-hydroxyisonicotinate (80 g, 478.6 mmol) in THF (500 mL) was poured in. The reaction was allowed to warm up slowly to ambient temperature overnight. The reaction mixture was concentrated. The residue was taken up in ethyl acetate (1 L) and extracted with 1N HCl (1*500 mL then 5*250 mL). The aqueous layer was treated with NaHCO3 to a pH of about 8 and then extracted with ethyl acetate (1 L*3). The combined organics were dried, filtered and concentrated to give the desired product (92.0 g, 76%). MS (APCI-pos) M+1=254.3.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 623-50-7, Ethyl 2-hydroxyacetate.

Reference:
Patent; Array Biopharma, Inc.; US2010/63066; (2010); A1;,
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Related Products of 623-04-1, Adding some certain compound to certain chemical reactions, such as: 623-04-1, name is (4-Aminophenyl)methanol,molecular formula is C7H9NO, 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 623-04-1.

(4-Aminophenyl)methannol 6a (2.00 g, 16 mmol) was dissolved in 6MHCl (16 mL). Sodium nitrate (1.67 g, 24 mmol) was added slowly at 0 C. After stirring at sametemperature for 30 min, sodium azide (4.23 g, 65 mmol) was added slowly at 0 C. The reaction mixturewas stirred at same temperature for 30 min then extracted with Et2O twice. The organic layer was washedwith saturated aq. NaHCO3 and saturated aq. NaCl, dried over MgSO4, filtrated and concentrated. Theresidue was subjected to silica column chromatography (AcOEt : hexane = 1 : 1) to afford yellow oil(2.17 g, 90%). IR (neat, cm-1) 2154. 1H-NMR (CDCl3) delta: 7.24 (2H, d, J = 8.6 Hz), 6.94 (2H, d, J = 8.6Hz), 4.52 (2H, s), 3.27 (1H, s). 13C-NMR (CDCl3) delta: 139.0, 137.4, 128.3, 118.8, 64.1. ESI-TOF-MS:[M+H]+ calculated for C7H7N3O 150.0667, found 150.0663.

According to the analysis of related databases, 623-04-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Hashimoto, Makoto; Yoshida, Takuma; Tachrim, Zetryana Puteri; Sakihama, Yasuko; Hashidoko, Yasuyuki; Hatanaka, Yasumaru; Kanaoka, Yuichi; Heterocycles; vol. 95; 1; (2017); p. 462 – 473;,
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Application of 671802-00-9, 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.671802-00-9, name is tert-Butyl 3-(2-hydroxyethoxy)propanoate, molecular formula is C9H18O4, molecular weight is 190.24, as common compound, the synthetic route is as follows.

To a solution of Compound (g-2) (0.20 g, 1.1 mmol) and triethylamine (0.31 g, 3.2 mmol) in THF (15 mL) was added p-toluenesulfonyl chloride (0.30 g, 1.6 mmol) at 0 C. over 10 minutes, and then the reaction mixture was stirred at at room temperature 16 hours. The solvent was removed in vacuo, and the residue was purified by preparative TLC (pentane:ethyl acetate=4:1) to give Compound (h-1) (0.20 g, 55% yield). (1098) 1H-NMR (CDCl3, 400 MHz) delta: 7.71 (d, J=8.2 Hz, 2H), 7.27 (d, J=8.2 Hz, 2H), 4.07-4.05 (m, 2H), 3.55-3.54 (m, 4H), 2.39-2.33 (m, 5H), 1.36 (s, 9H).

Statistics shows that 671802-00-9 is playing an increasingly important role. we look forward to future research findings about tert-Butyl 3-(2-hydroxyethoxy)propanoate.

Reference:
Patent; SUMITOMO DAINIPPON PHARMA CO., LTD.; WATANABE, Hitoshi; ISOBE, Yoshiaki; KIMURA, Hidenori; FUJIWARA, Yuji; US2019/16711; (2019); A1;,
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Synthetic Route of 16700-55-3, 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. 16700-55-3, name is (2,6-Dimethoxyphenyl)methanol, molecular formula is C9H12O3, 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.

iv) Production of 1-(4-chloro-6-methyl-2-pyridinyl)ethanone O-[(2,6-dimethoxyphenyl)methyl] oxime 1.86 g (11.1 mmol) of 2,6-dimethoxybenzyl alcohol was dissolved in 15 ml of benzene, and the resultant solution was cooled to 5 C. The solution was then added with 1.55 g (13.0mmol) of thionyl chloride at the same temperature. The mixture was subjected to temperature elevation up to a room temperature, then stirred for 70 min. to complete a reaction. The reacted solution was condensed under reduced pressure to thereby obtain a crude product of 2,6-dimethoxybenzyl chloride.

According to the analysis of related databases, 16700-55-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nippon Soda Co. Ltd.; US6589967; (2003); B1;,
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Reference of 101597-25-5, 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.101597-25-5, name is 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, molecular formula is C17H16O3, molecular weight is 268.31, as common compound, the synthetic route is as follows.

Compound 6 (100g, 0.41mol, 1eq), compound 8 (87g, 0.8eq) and Al2O3 (415g, 10eq) was put inside the reactor (connected with Dean-Stock device) containing toluene (3L). The reaction mixture was deoxygenized with the stream of nitrogen gas followed by refluxing the reaction mixture. On completion, the reaction mixture was cooled to room temperature, washed with NaOH solution and removed the toluene on rotary. After that solid product was mixed with ethyl acetate: water and organic layer was separated, removed excess solvent on rotary to afford 9 which was purified by column chromatography using hexane: ethyl acetate: toluene (5:1:1) solvent system. Fine yellow crystals of 9 were collected on mixing it with ethyl acetate [32-38]. 1H NMR (CDCl3, ppm): delta 3.09 (s, 6H), 3.76 (s, 6H), 3.9 (s, 3H), 6.09 (d, 1H), 6.79 (d, 4H), 7.05 (dd, 1H), 7.25 (d, 1H), 7.35 (d, 4H), 7.60 (dd, 2H), 7.95 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 101597-25-5, I believe this compound will play a more active role in future production and life.

Reference:
Article; Kim, Moon-Hwan; Saleem, Muhammad; Seo, Ji-Su; Choi, Chang-Shik; Lee, Ki Hwan; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 136; PC; (2015); p. 1291 – 1297;,
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