Tag: M.W=0-100

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. 4415-82-1, name is Cyclobutylmethanol. This compound has unique chemical properties. The synthetic route is as follows. 4415-82-1

Step 1. 4-Bromo-5-(cyclobutylmethoxy)-2-nitroaniline Sodium hydride (0.82 g, 60% w/w, 20 mmol) was added at 0 C. to a solution of cyclobutyl/methanol (1.8 mL, 20 mmol) in THF (40 mL). The 0 C. bath was removed, and the reaction mixture was stirred for 30 min. The reaction mixture was again cooled to 0 C. with an ice bath, and 4-bromo-5-fluoro-2-nitroaniline (2.5 g, 11 mmol) was added. The ice bath was removed, and the reaction mixture was stirred for 18 h at room temperature. The reaction was quenched with sat. NH4Cl and then diluted with H2O. The aqueous solution was extracted with EtOAc (125 mL), and the organic layer was separated and washed with brine (100 mL). The resulting organic layer was dried over MgSO4, filtered, and concentrated. Recrystallization from CH2Cl2/hexanes upon cooling at 0 C. overnight afforded the title compound as a red-brown solid (2.3 g, 72%). 1H NMR (300 MHz, CDCl3) delta 8.28 (d, J=1.0 Hz, 1H), 6.07 (s, 1H), 3.90 (d, J=6.0 Hz, 2H), 2.88-2.61 (m, 1H), 2.09 2.25-2.00 (m, 2H), 2.01-1.71 (m, 4H). LCMS calculated for C11H14BrN2O3 (M+H)+: m/z=301.0, 303.0. found: 301.1, 303.1.

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, 4415-82-1, Cyclobutylmethanol.

Reference:
Patent; Incyte Corporation; Yue, Eddy W.; Combs, Andrew P.; Buesking, Andrew W.; US2015/148375; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 2002-24-6, name is 2-Aminoethanol hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. 2002-24-6

9-(2′-hydroxyethylamino)-7-methoxy-1-nitroacridine 7-Methoxy-1-nitro-9-phenoxyacridine (0.69 g) is dissolved in phenol (20 g). Ethanolamine hydrochloride (0.2 g) is added and the mixture is heated at 100 C. for 1.5 hour. The reaction mixture is cooled to room temperature, diluted with dry ether (100 ml), slowly poured into dry ether (300 ml) and acidified with ethereal solution of hydrogen chloride. The resulting precipitate is filtered off, washed twice with ether and crystallized from absolute methanol-ether to give 9-(2′-hydroxyethylamino)-7-methoxy-1-nitroacridine monohydrochloride (0.58 g, 83% yield), m.p. 220 C. (decomp.) 1H NMR (d6DMSO): delta3.45 (t, 2 H, H-2′), 3.65 (t, 2 H, H-1′), 3.80 (s, 3 H, OCH3), 7.30 (dd, 1 H, J1=9.3 Hz, J2=2.5 Hz, H-6), 7.35 (d, 1 H, J=2.5 Hz, H-8), 7.40 (d, 1 H, J=9.3 Hz, H-5), 7.7 (m, 2 H, H-3, H-4), 7.87 (m, 1H, H-2).

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, 2002-24-6, 2-Aminoethanol hydrochloride.

Reference:
Patent; Tiwari, Raj; Miller, Daniel G.; Konopa, Jerzy Kazimierz; Wysocka-Skrzela, Barbara; US2002/37831; (2002); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

2854-16-2 , The common heterocyclic compound, 2854-16-2, name is 1-Amino-2-methylpropan-2-ol, molecular formula is C4H11NO, 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 dichloromethane (0.5 mL) solution of 1-(3-(cyclopropylcarbamoyl)-8-((4-methoxybenzyl)(methyl)ammno)imidazo[ 1 ,2-bj pyridazin-6-yl)- 1 H-indole-3-carboxylicacid (15 mg, 0.029 mmol), 1-amino-2-methylpropan-2-ol (7.86 mg, 0.088 mmol), N,NDiisopropylethylammne (0.026 mL, 0.147 mmol), and HATU (16.76 mg, 0.044 mmol)was stirred at room temperature. After 15 minutes the reaction became a clear brown solution, and was complete. It was concentrated to an oil, then loaded onto a 4g ISCO column for purification by flash chromatography, eluting with 0-100percent ethyl acetate inhexanes. The reaction afforded N-cyclopropyl-6-(3-((2-hydroxy-2-methylpropyl)carbamoyl)- 1H-indol- 1 -yl)-8-((4-methoxybenzyl)(methyl)amino)imidazo[1,2-bjpyridazine-3-carboxamide (17 mg, 0.026 mmol, 90percent yield) as a white solid. LC retention time 0.92 mm [Al. MS (ES+) m/z: 582 (MH).

The synthetic route of 2854-16-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WEINSTEIN, David S.; DUNCIA, John V.; SPERGEL, Steven H.; (76 pag.)WO2018/93968; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

616-29-5, Adding some certain compound to certain chemical reactions, such as: 616-29-5, name is 1,3-Diaminopropan-2-ol,molecular formula is C3H10N2O, 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 616-29-5.

General procedure: To a mixture of (3) (1 eq), and different aliphatic diamines (1,2-diaminoethane, 1,3-diaminopropane, 1,4-diaminobutane 4(a-f) and also 1,3-diaminopropan-2-ol) 5a (2.5 eq), phenol (0.5 eq) and a catalytic amount of KI were added. The mixture is heated at 180C for 35min, with completion of the reaction monitored by TLC. Then, the mixture was cooled to room temperature, treated with 5% NaOH solution, extracted with ethyl acetate and finally washed with water and brine. The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to give the crude product. Purification was performed by column chromatography, eluent: CH2Cl2/MeOH: 5-8%, 25%NH3 per 1L.

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 616-29-5.

Reference:
Article; Hiremathad, Asha; Keri, Rangappa S.; Esteves, A. Raquel; Cardoso, Sandra M.; Chaves, Silvia; Santos, M. Amelia; European Journal of Medicinal Chemistry; vol. 148; (2018); p. 255 – 267;,
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. 2002-24-6, name is 2-Aminoethanol hydrochloride, molecular formula is C2H8ClNO, 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. 2002-24-6

A mixture of crude 1- (3- {4- [3-CHLORO-4- (3-FLUORO-BENZYLOXY)-PHENYLAMINO]-QUINAZOLIN- 6-yl}-prop-2-ynyl)-2-phenyl-N-cyano-isourea (70 mg, 0.12 mmol) (from Step H, Example 1), 2- HYDROXYETHYLAMINE hydrochloride (39 mg, 0.4 mmol) and triethylamine (0.07 mL, 0.5 mmol) in isopropanol (2 mL) was heated to 85C in a sealed tube. The reaction was cooled to room temperature after 3 hours. Solvent was removed via rotovap. The residue was then purified by FCC to give the final product (25 mg, 38%) as a light yellow solid. MS ESI (+) m/z 544 (M+1) detected ; 1H NMR (400 MHz, deuterated DMSO) 9.95 (s, 1H), 8.7 (s, 1H), 8.6 (s, 1H), 8.05 (s, 1H), 8.0 (s, 1H), 7.8 (m, 1H), 7. 78 (M, 2H), 7.6 (br, 1H), 7. 5 (M, 1H), 7.22-7. 4 (M, 2H), 7.2 (M, 1H), 7.1 (M, 1H), 5.25 (s, 2H), 4.25 (m, 2H),-3. 5 (m, 2H), 3.25 (M, 2H).

The chemical industry reduces the impact on the environment during synthesis 2002-24-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ARRAY BIOPHARMA, INC.; WO2004/46101; (2004); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

124-68-5, Adding a certain compound to certain chemical reactions, such as: 124-68-5, 2-Amino-2-methyl-1-propanol, 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, blongs to alcohols-buliding-blocks compound.

General procedure: 2-Amino-2-methylpropanol (6, 4.89 g, 55 mmol, 8.5 eq),6.50 mmol of carbonyl compound 4 (1 eq), and 50 mg of H2-activated clay are placed in an autoclave (100 cm3).The sealed reactor is heated for 24 h at various temperatures.After cooling and separation of the H2-clay by filtration,the residue is treated in the same manner asdescribed above. The yields of oxazolidines 7 are given inTable 5.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,124-68-5, its application will become more common.

Reference:
Article; Rohand, Taoufik; Savary, Jerome; Marko, Istvan E.; Monatshefte fur Chemie; vol. 149; 8; (2018); p. 1429 – 1436;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 4415-82-1, name is Cyclobutylmethanol. This compound has unique chemical properties. The synthetic route is as follows. 4415-82-1

Take 0.94 mL of cyclobutylmethanol to a round bottom flask containing 5 mL of DMF and add 240 mg of sodium hydride.The reaction was for 30 min; Intermediate BYS-2 (100 mg, 0.32 mmol) was added and reacted at room temperature for about 2 h.The dot plate shows that the reaction is complete. Post-processing:Slowly drip the reaction solution into ice water.Dilute hydrochloric acid to adjust the pH to about 7, there is a solid precipitation, filtration and drying,Column chromatography eluted with a gradient of dichloromethane and methanol,Column purification gave 75 mg of product as a white solid. Calculated,The yield is 65%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4415-82-1, Cyclobutylmethanol, and friends who are interested can also refer to it.

Reference:
Patent; Sun Yat-sen University; Huang Zhishu; Rao Yong; Xu Zhao; Hu Yutao; Yu Hong; Gao Lin; (34 pag.)CN107721982; (2018); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

4415-82-1 , The common heterocyclic compound, 4415-82-1, name is Cyclobutylmethanol, molecular formula is C5H10O, 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 solution of cyclobutylmethanol (25 g, 290 mmol) in CH2Cl2 (200 mL) and pyridine (100 mL) was added 4-(dimethylamino)pyridine (1.8 g, 14.5 mmol) followed by p-toluenesulfonyl chloride (55.3 g, 290 mmol). The mixture was allowed to stir at ambient temperature for 20 hours then quenched with 5% aqueous HCl (30 mL). The layers were separated and the aqueous phase was extracted with CH2Cl2 (3¡Á15 mL). The combined organic extracts were dried over Na2SO4, filtered and concentrated under reduced pressure. Purification by column chromatography (SiO2, 75% hexanes in EtOAc) afforded the title compound (50.8 g, 211 mmol, 73% yield). MS (DCI/NH3) m/z 258 (M+NH4)+

According to the analysis of related databases, 4415-82-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; US2010/69348; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

2854-16-2, Adding a certain compound to certain chemical reactions, such as: 2854-16-2, 1-Amino-2-methylpropan-2-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, 2854-16-2, blongs to alcohols-buliding-blocks compound.

To a solution of 2-bromo-5-chlorobenzaldehyde (1 g, 4.56 mmol) in methanol (20 mL) wasadded 1-amino-2-methylpropan-2-ol (0.406 g, 4.56 mmol) and 1 N NaOH (0.5 mL, 0.500 mmol) under nitrogen atmosphere. NaBH4 (0.345 g, 9.11 mmol) was added portion wise over 10 mm at 0 00 and stirred at ambient temperature for 72 h. The reaction mixture was evaporated underreduced pressure before was purified with flash chromatographyy to afford 1 -((2-bromo-5-chlorobenzyl)amino)-2-methylpropan-2-ol (1 g, 3.39 mmol, 74.4 percent yield). LC-MS m/z 291 .9 (M+H), 1 .62 mm (ret. time).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2854-16-2, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; KERNS, Jeffrey K.; YAN, Hongxing; CALLAHAN, James Francis; HEIGHTMAN, Thomas Daniel; BOEHM, Jeffrey Charles; WOOLFORD, Alison Jo-Anne; (250 pag.)WO2016/203401; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

2854-16-2, 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. 2854-16-2, name is 1-Amino-2-methylpropan-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2,3-difluorobenzaldehyde (10 g, 70.4 mmol) in methanol (100 mL) was added 1- amino-2-methylpropan-2-ol (6.27 g, 70.4 mmol) and NaOH (7.04 mL, 7.04 mmol). It was stirred under nitrogen atmosphere for 1 h, and then NaBH4 (1.065 g, 28.1 mmol) was added portion wise over 10 min. The reaction was stirred at ambient temperature for 24 h. The crude product was purified by silica gel chromatography. The fractions were concentrated to give the title compound (10 g, 44.0 mmol, 62.5 percent yield) as an off-white solid. LC-MS: m/z: 216.13(M+H)+, 1.915min (ret. time).

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 2854-16-2, 1-Amino-2-methylpropan-2-ol.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; BOEHM, Jeffrey Charles; CALLAHAN, James Francis; HEIGHTMAN, Thomas Daniel; KERNS, Jeffrey K.; WOOLFORD, Alison Jo-Anne; YAN, Hongxing; (252 pag.)WO2018/104766; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts