Author: tianli

Application of 929-06-6 ,Some common heterocyclic compound, 929-06-6, molecular formula is C4H11NO2, 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.

Add a magnet to a 1L round bottom flask.Add (9.542 ml, 95.1113 mmol),Dichloromethane 150ml dissolved,Triethylamine (26.5133 ml, 190.2226 mmol) was added,Boc anhydride was added under stirring (24.9096 g,114.1335mmol). After the reaction was completed, the reaction solution was transferred to a rotary evaporator and concentrated. Methanol was added to dissolve the mixture. Under stirring, sodium bicarbonate powder (13 g) was added to neutralize triethylamine, suction filtered, and silica gel powder was added as a solid solution. Dry method,Column chromatography eluting with a gradient of 10% ethyl acetate/petroleum ether to 50% ethyl acetate/petroleum ether, gradient elution with 3% methanol/ethyl acetate to 6% methanol/ethyl acetate.The product was collected and evaporated to give 16.3341 g of compound in a yield of 83.77%.

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. 929-06-6, 2-(2-Aminoethoxy)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chongqing A Pugelei Biological Technology Co., Ltd.; Li Gaoquan; Chen Maofen; Wang Bin; Li Dajun; Zhang Qian; Shui Juyuan; Peng Liangyan; Huang Lei; He Tingting; Zhang Cuifang; Wu Xiaodan; Li Jianhuan; (39 pag.)CN107670050; (2018); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 3279-95-6 ,Some common heterocyclic compound, 3279-95-6, molecular formula is C2H7NO2, 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.

1.10 (2) Preparation of Final Compound 1-64 and 1-65 A mixture of intermediate of example 1.10(1) (350 mg, 0.76 mmol), 2-aminooxy-ethanol (CAS No. 1025727-45-0) (292. mg, 3.801 mmol) and pyridine (10 mL) in ethanol (25 mL) was stirred at 70 C. for 5 days. The solvent was removed under reduced pressure. The crude residual fraction was purified by high-performance liquid chromatography (RP-18) (eluent: Gradient:[0.25% NH4HCO3 in H2O]/CH3CN 90/10-20/80-0/100 v/v). The desired fractions were collected and evaporated to dryness. This product was further purified by HPLC on Hyperprep C18 HS BDS 100 A 8 mu (Shandon) (eluent: 60%[0.25% NH4HCO3 in H2O]/40% CH3CN, then the column was rinsed with 100% CH3CN), yielding 168 mg (42%) of compound 1-65 (the E isomer) and 57 mg (14%) of compound 1-64 (the Z isomer).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3279-95-6, its application will become more common.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; US2012/35171; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 55489-58-2, name is 2-(2-(2-(Benzyloxy)ethoxy)ethoxy)ethanol, molecular formula is C13H20O4, 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. category: alcohols-buliding-blocks

General procedure: Methanesulfonyl chloride (1.5 equiv.) was added drop-wise to astirred solution of alcohol (1 equiv.) and Et3N (1.5 equiv.) in anhydrousDCM (30 mL) at 0 C under nitrogen. The reaction wasallowed to warm to room temperature, and stirred for 2 h. Thereaction mixture was poured into methanol (10 mL), and concentratedin vacuo. The reaction mixture was then diluted with diethylether (20 mL), washed with water (3 20 mL) and brine(3 20 mL). The combined organic extracts were then dried overanhydrous MgSO4, filtered, and concentrated in vacuo. The residuewas dissolved in DMF (25 mL), sodium azide (3 equiv.) was added, and the mixture was stirred at 60 C for 16 h. The reaction mixturewas concentrated in vacuo, and The reaction mixture was thendiluted with diethyl ether (50 mL), washed with water (3 20 mL)and brine (3 30 mL), dried over anhydrous MgSO4, filtered, andconcentrated in vacuo, to give a residue which was purified by flashchromatography.

With the rapid development of chemical substances, we look forward to future research findings about 55489-58-2.

Reference:
Article; Suthagar, Kajitha; Watson, Andrew J.A.; Wilkinson, Brendan L.; Fairbanks, Antony J.; European Journal of Medicinal Chemistry; vol. 102; (2015); p. 153 – 166;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 3637-61-4, 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 3637-61-4, name is Cyclopentanemethanol. This compound has unique chemical properties. The synthetic route is as follows.

Cyclopentanemethanol (263 muL, 2.5 mmol, 5 eq) was added to a suspension of NaH (98 mg, 2.5 mmol, 5 eq) in THF (5 mL) at 0C. The reaction was stirred at 0C for 30 min and 6-(6-bromopyridin-2-yl)-3-[(2-chloro-4-fluorophenyl)sulfanyl]-6-(thiophen- 3-yl)piperidine-2,4-dione (250 mg, 0.49 mmol, 1 eq) was added. The reaction was then stirred overnight under reflux and quenched by the addition of water (10 mL) and HC1 1 M (5 mL). The aqueous phase was extracted with ethyl acetate (3 x 15 mL) and the combined organic phases were dried with Na2S04, filtered and concentrated under reduced pressure. The crude product was purified by flash chromatography on silica gel (eluent: heptane/ ethyl acetate: 75/25) to give 3-[(2-chloro-4- fluorophenyl)sulfanyl]-6-[6-(cyclopentylmethoxy)pyridin-2-yl]-6-(thiophen-3- yl)piperidine-2,4-dione (192 mg, 0.36 mmol) in 74 % yield. 1H NMR (MeOD-d4, 400 MHz): delta = 7.71 (dd, J= 8.0, 7.6 Hz, 1H), 7.44 (dd, J= 8.8, 7.2 Hz, 1H), 7.27 (dd,J=2.8, 1.2 Hz, 1H), 7.15-7.11 (m, 2H), 7.09 (dd,J=4.8, 2.8 Hz, 1 H), 6.75 (d, J= 8.4 Hz, 1 H), 6.54 (td, J= 8.4, 2.8 Hz, 1H), 5.99 (dd, J= 8.8, 6.0 Hz, 1H), 4.27-4.18 (m, 2H), 3.87 (d,J= 16.4 Hz, 1H), 3.45 (d,J = 16.4 Hz, 1H), 2.36-2.28 (m, 1H), 1.83-1.74(m, 2H), 1.66-1.53 (m, 4H), 1.39-1.29 (m, 2H). I C NMR (MeOD-d4, 100 MHz): delta = 166.9, 161.6, 158.6 (d,J= 245 Hz), 157.2, 143.5, 138.2, 130.7 (d, J = 4 Hz), 124.8 (d,J= 8.5 Hz), 124.7, 124.5, 120.1, 114.7 (d, J=25 Hz), 112.3 (d,J=21 Hz), 111.8, 108.0, 100.0,68.3,59.3,39.1,37.3,27.5, 23.4.

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 3637-61-4, Cyclopentanemethanol.

Reference:
Patent; ARCTIC PHARMA AS; GOLDING, Louise; KLAVENESS, Jo; SIENG, Bora; LUNDVALL, Steffi; BØEN, Claudia Alejandra; HNIDA, Kathrin; (128 pag.)WO2018/211277; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 61826-40-2, name is (2-Phenylcyclopropyl)methanol, molecular formula is C10H12O, 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. name: (2-Phenylcyclopropyl)methanol

EXAMPLE 16 To a stirred and cooled (temp.?0 C.) solution of 63 parts of 2-phenylcyclopropanemethanol in 378 parts of 1,1′-oxybisethane were added dropwise 63 parts of phosphor tribromide. The mixture was allowed to reach room temperature while stirring and the whole was further stirred for 30 minutes at room temperature. The reaction mixture was poured onto 90 parts of ice water and the layers were separated. The organic layer was washed successively twice with water and once with a sodium hydrogen carbonate solution, dried, filtered and evaporated. The residue was distilled, yielding 67 parts (74.5%) of (1-bromo-3-butenyl)benzene; bp. 85-94 C. at 0.4 mm. pressure (129).

With the rapid development of chemical substances, we look forward to future research findings about 61826-40-2.

Reference:
Patent; Janssen Pharmaceutica N.V.; US4861785; (1989); A;; ; Patent; Janssen Pharmaceutica N.V.; US5010198; (1991); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 928-51-8, 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 928-51-8, name is 4-Chlorobutan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-iodo-lH-pyrazole (3.88 g, 20 mmol) in CH3CN (0943) (140 mL) was added 4-chlorobutan-l-ol (3.3 g, 1.3eq), Cs2C03 (16.4 g, 60 mmol), and Nal (600 mg). The reaction mixture was heated at 50 C for 12 hour. The reaction mixture was filtered and the filtrate was evaporated. The residue was purified by chromatography (EtOAc/Hexanes: 1:1 to EtOAc) to afford 4-(4-iodo-lH-pyrazol-l- yl)butan-l-ol (4 g, 75%).

According to the analysis of related databases, 928-51-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Shaomeng; HU, Yang; QIN, Chong; XU, Fuming; HU, Jiantao; ZHOU, Bing; CHEN, Zhou; FERNANDEZ-SALAS, Ester; BAI, Longchuan; McEACHERN, Donna; (198 pag.)WO2018/52945; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 637031-88-0, Adding some certain compound to certain chemical reactions, such as: 637031-88-0, name is 3,3-Difluorocyclobutanol,molecular formula is C4H6F2O, 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 637031-88-0.

To a mixture of A-84 (40 mg, 0.14 mmol), 3,3-difluorocyclobutanol (18.52 mg, 0.17 mmol) and Ph3P (74.89 mg, 0.29 mmol) in THF (2 mL) was added DIAD (57.73 mg, 0.29 mmol) under N2 at 60 C. The mixture was stirred at 60 C for 16 hours. After cooling to room temperature, the mixture was concentrated to the crude product that was purified by prep-TLC (silica gel, DCM) and prep-HPLC (Phenomenex Gemini (250 mm x 50 mm, 10 _) A = H20 (0.05% NH4OH) and B = CH3CN; 58-68 %B over 8 minutes) to afford Compound 59 (7.80 mg, 20.8 mmol) as a solid. H NMR (400MHz, CDC13) _ = 8.26 (d, 1H), 8.01 (d, 2H), 7.74 (d, 1H), 6.99 (d, 2H), 4.81-4.70 (m, 1H), 3.23-3.10 (m, 2H), 2.90-2.75 (m, 2H). LCMS R, = 1.29 min using Method A, MS ESI calcd. for Ci6H12F5N40 [M+H]+ 371.1, found 371.0.

According to the analysis of related databases, 637031-88-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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.7287-81-2, name is 1-(m-Tolyl)ethanol, molecular formula is C9H12O, molecular weight is 136.19, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

A mixture of 1- (3-methylphenyl) ethanol (0.3 mg, 1.0 mmol), cat. [Ir] (5.3 mg, 0.01 mmol, 1 mol%) and tert-amyl alcohol (1 mL) were successively added to a 5 mL round bottom flask. The reaction mixture was refluxed in air for 6 hours and then cooled to room temperature. Then, cesium carbonate (33 mg, 0.1 mmol, 0.1 equiv.) And benzyl alcohol (119 mg, 1.1 mmol) were added, refluxed in air for 6 hours, and then cooled to room temperature. The solvent was removed by rotary evaporation and then the title compound was obtained by column chromatography (developing solvent: petroleum ether / ethyl acetate) in a yield of 88%

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7287-81-2, 1-(m-Tolyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Nanjing University of Science and Technology; Wang, Rongzhou; Fan, Hongjun; Li, Feng; (18 pag.)CN106478325; (2017); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 124-68-5, Adding some certain compound to certain chemical reactions, such as: 124-68-5, name is 2-Amino-2-methyl-1-propanol,molecular formula is C4H11NO, 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 124-68-5.

To a stirred solution of 2-amino-2-methylpropan-1-ol (3.0 g, 33.65 mmol) in DCM (200 ml) was added aqueous NaHCO3 (8.4 g, 100.95 mmol in 100 ml water) at 0C and 50% wt20 CbzClintoluene (11.4 g, 33.65 mmol) was added drop wise over 15mm After the addition,the reaction mixture was warmed to RT and stirred for 16 h. The reaction mixture was diluted with DCM and organic layer was dried over Na2504, concentrated under reduced pressure. The product was purified by flash column using 20% ethyl acetate in pet ether as eluent to afford 4.2 g of colorless oil. LC-MS (ES+) [M+1]: 224.2

According to the analysis of related databases, 124-68-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ORION CORPORATION; WANG, Shouming; KUMPULAINEN, Esa; PYSTYNEN, Jarmo; POHJAKALLIO, Antti; HAIKARAINEN, Anssi; (92 pag.)WO2016/193551; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 702-82-9, 3-Aminoadamantan-1-ol, 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, Computed Properties of C10H17NO, blongs to alcohols-buliding-blocks compound. Computed Properties of C10H17NO

General procedure: To a 100 ml RBF, compound 6a (10 mmol), heterocyclic amine (2.18 g, 10 mmol) and TBTU (3.21 g, 10 mmol) and dry CH2Cl2 (15 ml) were taken and the contents of the flask were cooled in an ice-bath. DIPEA (8.9 ml, 50 mmol) was added drop wise to the flask over a 1-hr period. The reaction mixture became clear after complete addition. The ice-bath was removed and the reaction mixture was stirred at room temperature for 48 hrs. The white solid (precipitated out of the reaction mixture) was filtered and washed with water (20 ml). The crude products were directly recrystallised from boiling 1,4-dioxane.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,702-82-9, 3-Aminoadamantan-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Agrawal, Madhavi; Kharkar, Prashant; Moghe, Sonali; Mahajan, Tushar; Deka, Vaishali; Thakkar, Chandni; Nair, Amrutha; Mehta, Chirag; Bose, Julie; Kulkarni-Almeida, Asha; Bhedi, Dilip; Vishwakarma, Ram A.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 20; (2013); p. 5740 – 5743;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts