Category: 27489-62-9

Synthetic Route of 27489-62-9 ,Some common heterocyclic compound, 27489-62-9, molecular formula is C6H13NO, 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.

Preparation of trans-4-(3-(7-methoxybenzo[b]thiophen-2-yl)imidazo[1,2-b]pyridazin-6-ylamino)cyclohexanol To a solution of 6-chloro-3-(6-methoxybenzo[b]thiophen-2-yl)imidaczo[1,2-b]pyridazine (50 mg, 0.111 mmol, 1.0 equiv) in DMSO (2.0 mL) was added p-toluene sulfonic acid monohydrate (30 mg, 0.111 mmol, 1.0 equiv) and trans-4-aminocyclohexanol (0.803 mmol, 5.0 equiv) and heated to 100 C. for 24 h. The reaction mixture was diluted with water and extracted with ethyl acetate. Purification by column chromatography using 5% methanol in dichloromethane elution gave 35 mg of the yellow solid, 80%. Compounds 170 and 200 were physically characterized by electrospray ionization mass spectrometry. Structures and molecular masses are given below in Table 18-b.

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. 27489-62-9, trans-4-Aminocyclohexanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Califia Bio, Inc.; GOODFELLOW, VAL S.; NGUYEN, THONG X.; RAVULA, SATHEESH B.; GELBARD, HARRIS A.; US2014/256733; (2014); 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.27489-62-9, name is trans-4-Aminocyclohexanol, molecular formula is C6H13NO, molecular weight is 115.1735, as common compound, the synthetic route is as follows.SDS of cas: 27489-62-9

Preparation of trans-4-(3-(thieno[2,3-b]pyridin-2-yl)imidazo[1,2-b]pyridazin-6-ylamino)cyclohexanol To a solution of 6-chloro-3-(thieno[2,3-b]pyridin-2-yl)imidazo[1,2-b]pyridazine (45 mg, 0.157 mmol, 1.0 equiv) in DMSO (2.0 mL) was added p-toluene sulfonic acid monohydrate (22 mg, 0.157 mmol, 1.0 equiv) and trans-4-aminocyclohexanol (0.784 mmol, 5.0 equiv) and heated to 100 C. for 24 h. The reaction mixture was diluted with water and extracted with ethyl acetate. Purification by column chromatography using 5% methanol in dichloromethane elution gave 40 mg of the yellow solid, 70%. Compound 205 was physically characterized by electrospray ionization mass spectrometry. Structures and molecular masses are given below in Table 50.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,27489-62-9, trans-4-Aminocyclohexanol, and friends who are interested can also refer to it.

Reference:
Patent; Califia Bio, Inc.; GOODFELLOW, VAL S.; NGUYEN, THONG X.; RAVULA, SATHEESH B.; GELBARD, HARRIS A.; US2014/256733; (2014); A1;,
Alcohol – Wikipedia,
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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. 27489-62-9, name is trans-4-Aminocyclohexanol. A new synthetic method of this compound is introduced below., category: alcohols-buliding-blocks

Step 1: trans (4-Hydroxy-cyclohexyl)-carbamic acid benzyl ester To an ice cold mixture of 50 g of trans 4-aminocyclohexanol in 500 mL of ethyl acetate and 500 mL of THF was added 200 mL of saturated sodium carbonate and the 65 mL of benzyl chloroformate drop-wise over 20 min. The mixture was allowed to warm and stir overnight and the precipitated product collected by filtration and washed with 200 mL of water. After drying under vacuum the white crystalline product weighed 84 g. The combined filtrates were shaken, separated and the aqueous layer extracted with 3*100 mL of ethyl acetate. The combined ethyl acetate extracts were dried over magnesium sulfate and concentrated under reduced pressure. Trituration with ether-hexane gave an additional 35.5 g of product as a white crystalline solid. MS (m+1)=250.4; 1H NMR (400 MHz, CDCl3) 7.4-7.3 (m, 5H), 5.1 (s, 2H), 4.6 (s, 1H), 3.6 (m, 1H), 3.5 (m, 1H), 2.0 (dd, 4H), 1.6 (d, 1H), 1.4 (dd, 2H), 1.2 (dd, 2H).

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, 27489-62-9, trans-4-Aminocyclohexanol.

Reference:
Patent; Thompson, Wayne; Young, Steven D.; Phillips, Brian T.; Munson, Peter; Whitter, Willie; Liverton, Nigel; Dieckhaus, Christine; Butcher, John; McCauley, John A.; McIntyre, Charles J.; Layton, Mark E.; Sanderson, Philip E.; US2005/54658; (2005); A1;,
Alcohol – Wikipedia,
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Reference of 27489-62-9, Adding some certain compound to certain chemical reactions, such as: 27489-62-9, name is trans-4-Aminocyclohexanol,molecular formula is C6H13NO, 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 27489-62-9.

Preparation of trans-4-(3-(5,6,7-trimethoxybenzo[b]thiophen-2-yl)imidazo[1,2-b]pyridazin-6-ylamino)cyclohexanol To a solution of 6-chloro-3-(5,6,7-trimethoxybenzo[b]thiophen-2-yl)imidazo[1,2-b]pyridazine (50 mg, 0.133 mmol, 1.0 equiv) in DMSO (2.0 mL) was added p-toluene sulfonic acid monohydrate (25 mg, 0.144 mmol, 1.0 equiv) and amine (0.532 mmol, 4.0 equiv) and heated to 100 C. for 24 h. The reaction mixture was diluted with water and extracted with ethyl acetate. Purification by column chromatography using 5% methanol in dichloromethane elution 36 mg of the brown solid, 60%. Compound 179 was physically characterized by electrospray ionization mass spectrometry. Structures and molecular masses are given below in Table 35-b.

According to the analysis of related databases, 27489-62-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Califia Bio, Inc.; GOODFELLOW, VAL S.; NGUYEN, THONG X.; RAVULA, SATHEESH B.; GELBARD, HARRIS A.; US2014/256733; (2014); 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.27489-62-9, name is trans-4-Aminocyclohexanol, molecular formula is C6H13NO, molecular weight is 115.1735, as common compound, the synthetic route is as follows.Quality Control of trans-4-Aminocyclohexanol

To a stirred mixture of (1 r,4r)-4-aminocyclohexanol (3.0 g) and DIPEA (5.0 mL) in DCM (100 mL) was added Boc2O (6.4 mL) slowly. The reaction mixture was stirred at RT for 3 hours. The mixture was concentrated under reduced pressure to give tert-butyl ((1 r,4r)-4- hydroxycyclohexyl)carbamate (5.7 g) as a pink solid. MS(ES) mlz 160 (M-t-Bu+H+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,27489-62-9, trans-4-Aminocyclohexanol, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHEN, Weichun; IGBOKO, Ebere F; LIN, Xichen; LU, Hongfu; REN, Feng; WREN, Paul Bryan; XU, Zhongmiao; YANG, Ting; ZHU, Lingdong; WO2015/181186; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

27489-62-9, 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. 27489-62-9, name is trans-4-Aminocyclohexanol. This compound has unique chemical properties. The synthetic route is as follows.

(To a reaction flask, DMF (2 L) was added, 2-(3-azabicyclo[3.1.0]hexan-3-yl)-4-(3-chloro-4-methoxybenzylamino)pyrimidine-5-carboxylic acid (300 g, 0.8 mol) was added under stirring, DIEA (209 mL, 1.2 mol) was added dropwise under ice-water, then HATU (456 g, 1.2 mol) was added, the mixture was stirred for 30 min, trans-4-aminocyclohexanol (138.2 g, 1.2 mol) was added. The temperature of the reaction was naturally elevated to room temperature, stirring was carried out for 2 h, and TLC was used to monitor the reaction. After the end of reaction, the reaction liquid was poured into water (3 L) to precipitate solid and filtrated, the filter cake was washed with water, air-dried, then recrystallized with acetone twice to obtain white solid (240 g, yield of 63%).

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, 27489-62-9, trans-4-Aminocyclohexanol.

Reference:
Patent; XUANZHU PHARMA CO., LTD.; Shu, Chutian; Wu, Yongqian; (34 pag.)US2016/46654; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts