Category: alcohols-buliding-blocks

616-29-5 ,Some common heterocyclic compound, 616-29-5, molecular formula is C3H10N2O, 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.

General procedure: The mixture of 1,2,3,4-tetrahydroacridine [38] (3/4; 1 eq) and different diaminoalkanes was heatedin phenol (0.5 eq) at 165-170 C for a period of 35¡À60 min in the presence of potassium iodide ina catalytic amount. After the completion of reactions, monitored on TLC and on consumption ofstarting material, the reaction mixture was allowed to come at room temperature. After cooling, thereaction mixture was dissolved into DCM and washed with 5% NaOH (3 75 mL) and brine solution,respectively. Finally, the DCM layer so obtained was dried over the anhydrous Na2SO4 and thenconcentrated under reduced pressure to give desired product in crude form. The column purificationof the crude product over silica gel (100-200 mesh) in 4-6% methanol/dichloromethane afforded thealkyl substituted tacrine amines (5-10) in a 60-75 % yield and their spectral data are presented in ourprevious publication [23].

According to the analysis of related databases, 616-29-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rajeshwari, Rajeshwari; Chand, Karam; Candeias, Emanuel; Cardoso, Sandra M.; Chaves, Silvia; Amelia Santos; Molecules; vol. 24; 3; (2019);,
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349-75-7 ,Some common heterocyclic compound, 349-75-7, molecular formula is C8H7F3O, 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 22-1); 2-[3-Oxo-2-(3-trifluoromethyl-benzyl)-2,3-dihydro-pyridazin-4-yl]-butyricacid ethyl esterThe compound of Preparation 6-6) (100 mg, 0.48 mmol), DIAD(diisopropyl azodicarboxylate, 192 mg, 2.0 eq), (3-trifluoromethyl-phenyl)-methanol (168 mg, 2.0 eq) and triphenylphosphine (312 mg, 2.5 eq) were dissolved in THF (6 mL), and stirred for 2 h at room temperature. The mixture was concentrated under reduced pressure and separated by column chromatography (30% EA/Hexane) to give the title compound (158 mg, 90%).1H-NMR (500MHz, CDCl3) delta 7.76(d, IH), 7.65(s, IH), 7.60(d, IH), 7.53(d, IH), 7.43(t, IH), 7.20(d, IH), 5.40-5.30(ABq, 2H), 4.20-4.08(m, 2H), 3.85(t, IH), 2.01-1.76(two m, 2H), 1.19(t, 3H), 0.94(t, 3H)

According to the analysis of related databases, 349-75-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LG LIFE SCIENCES LTD.; WO2008/16239; (2008); A1;,
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Adding some certain compound to certain chemical reactions, such as: 349-75-7, name is (3-(Trifluoromethyl)phenyl)methanol, 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 349-75-7. 349-75-7

General procedure: Catalyst preparation: Iron(III) nitrate (112.5 mg, mmol) is added to acetone (2 mL)and the mixture is stirred vigorously in the presence of air for 5 min until complete dissolution of the complex. Bentonite (150 mg) is then added and the resulting suspension stirred for another 5 min. Thus, the solvent is eliminated under reduced pressure on a water bath at 50C (rotary evaporator). After 15 min, the catalyst isobtained as a brown powder. Warning: it is important not to evaporate solvent at higher temperatures (>50 C) orfor longer periods of time (>1 h), which leads to an unstable reagent, which will decompose exothermally in 1-2 h with evolution of nitrogen dioxide. Therefore, wealways prepared the amount of catalyst just necessary for our experiment and immediately engaged it in the oxidation reaction. This takes only 30 min to prepare the catalyst and avoids problem of deactivation. Sequential reaction: 1.5 mL of CH2Cl2 and benzylic alcohol (0.5 mmol) were added tothe just prepared catalyst and stirred until completion (around 4h) at 35C. Then,heating was stopped and the homoallylic alcohol (0.5 mmol) and trimethylsilylchloride (80 L, 0.6 mmol) were added and the reaction mixture was stirred for two hours at room temperature. The crude mixture was then directly chromatographied to give the desired THP with good yield over the two steps RMN 1H (300 MHz, CDCl3) 7.73 – 7.40 (m, 4H), 4.40 (dd, J = 11, 2 Hz, 1H), 4.22 (ddd, J = 12, 5, 2 Hz, 1H),4.17 (tt, J = 12, 5 Hz, 1H), 3.62 (td, J = 12, 2 Hz, 1H), 2.41 (m, 1H), 2.18 (m, 1H), 1.99 (qd, J = 12, 6 Hz, 1H),1.86 (q, J = 12 Hz, 1H). 13C NMR (75 MHz, CDCl3) 142.40 , 130.97 (q, J = 32 Hz), 129.22 – 129.16 (m),129.06 , 124.74 (q, J = 4 Hz), 122.74 (q, J = 4 Hz), 122.40 , 78.63 , 67.48 , 55.41 , 44.69 , 36.81 .RMN 19F (282MHz, CDCl3) -62.59. HRMS (CI): calculated for C12H13ClF3O [M+H]+: 265.0602 found 265.0601

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 349-75-7.

Reference:
Article; Fache, Fabienne; Muselli, Mickael; Piva, Olivier; Synlett; vol. 24; 14; (2013); p. 1781 – 1784;,
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2050-25-1 , The common heterocyclic compound, 2050-25-1, name is 2-(2-(Benzyloxy)ethoxy)ethanol, molecular formula is C11H16O3, 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.

Step (i): 2-(2-(Benzyloxy)ethoxy)ethyl methanesulfonate (47) MsCI (15.8 mL. 204 mmol) was added to a solution of 2-(2-(benzyloxy)ethoxy)ethanol (46) (25 g, 127 mmol) and Et3N (36 mL, 255 mmol) in DCM (180 mL) at 0C, the reaction mixture was allowed to warm up to RT and stirred for 16h. The reaction mixture was diluted with DCM (50 mL) and washed with water (2 x 50 mL), 1 M HCI (aq.) (2 x 50 mL), the organic layer was dried (MgS04), filtered and concentrated in vacuo to afford 2-(2-(benzyloxy)ethoxy)ethyl methanesulfonate (47) (35 g, 100 %) as an orange oil: m/z 275 (M+H)+ (ES+). 1 H NMR (400 MHz, CDCIs) delta: 7.37-7.27 (m, 5H), 4.55 (s, 2H), 4.40-4.37 (m, 2H), 3.78-3.76 (m, 2H), 3.71-3.68 (m, 2H), 3.64-3.62 (m, 2H), 3.02 (s, 3H).

According to the analysis of related databases, 2050-25-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF LEICESTER; ANDREW, Peter William; LONNEN, Rana; DAMASO, Mafalda Pires; FRICKEL, Fritz-Frieder; HIRST, Simon Christopher; DAVIES, Mark William; HAMZA, Daniel; WO2013/83975; (2013); A2;,
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558-42-9, 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. 558-42-9, name is 1-Chloro-2-methyl-2-propanol, molecular formula is C4H9ClO, 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.

[0157] 7-Iodo-2H-pyrazolo[4,3-b]pyridine (300 mg, 1.224 mmol), l-chloro-2-methylpropan- 2-ol (133 mg, 1.224 mmol) and CS2CO3 (399 mg, 1.224 mmol) were combined in DMF (5 mL). The mixture was heated at 120 ¡ãC for 30 minutes using a microwave. The reaction mixture was then purified by preparative HPLC using a Sunfire Prep 5muiotaeta CI 8, 75 X 30 mm column eluting with a gradient of 05 – 25percent acetonitrile (containing 0.035percent TFA) in water (containing 0.05percent> TFA) using basic buffer to afford l-(7-iodo-2H-pyrazolo[4,3-b]pyridin- 2-yl)-2-methylpropan-2-ol (170 mg, 0.536 mmol, 43.8 percent yield). MS [M+H] found 318.

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. 558-42-9, 1-Chloro-2-methyl-2-propanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KWOK, Lily; LARSON, John David; SABAT, Mark; WO2011/146287; (2011); A1;,
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702-82-9, 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. 702-82-9, name is 3-Aminoadamantan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

Example 1 : Preparation of vildagliptin To the (S)-l-(2-chloroacetyl)pyrrolidine-2-carbonitrile (100 gm) was added FontWeight=”Bold” FontSize=”10″ isopropyl acetate (400 ml) and dimethylformamide (400 ml) at room temperature and then heated to 40C for 15 minutes to provide a solution. A mixture of 3-hydroxy-l- aminoadamantane (100 gm), 2-butanone (700 ml), potassium iodide (5 gm) and potassium carbonate (400 gm) were added to the solution. The reaction mixture was maintained for 1 hour at room temperature and then heated to 75 to 80C. The reaction mass was maintained for 1 hour at 75 to 80C, filtered and then concentrated to provide a residual solid. To the residual solid was added a mixture of diisopropyl ether (900 ml) and isopropyl acetate (100 ml) and then heated to 70C. The reaction mass was then cooled to room temperature and further cooled to 0 to 5C. The contents were maintained for 1 hour at room temperature and filtered. The solid thus obtained was dried to provide 100 gm of vildagliptin.

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 702-82-9, 3-Aminoadamantan-1-ol.

Reference:
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; RATHNAKAR REDDY, Kura; MURALIDHARA REDDY, Dasari; SUBASH CHANDER REDDY, Kesireddy; VAMSI KRISHNA, Bandi; WO2014/13505; (2014); A2;,
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702-82-9, 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, 702-82-9, blongs to alcohols-buliding-blocks compound.

Example-17: Preparation of 2-(3-hydroxyadamantan-l-yl-imino) acetic acid compound of formula 11:To the solution of l-aminoadamantane-3-ol (5 grams) in 50 ml of tetrahydrofuran 2-oxo acetic acid (2.25 grams) was added and stirred. The reaction mixture was heated to reflux for 3 hrs. The reaction mixture was cooled to room temperature and quenched with water. The reaction mixture was extracted with dichloromethane. The dichloromethane solvent was dried and distilled off to get the title compound.Yield: 6 grams.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,702-82-9, its application will become more common.

Reference:
Patent; MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; ESWARAIAH, Sajja; VENKAT REDDY, Ghojala; KONDAL REDDY, Bairy; WO2011/101861; (2011); A1;,
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Adding some certain compound to certain chemical reactions, such as: 124-68-5, name is 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. 124-68-5

1-a. A mixture of 2-amino-2-methyl-1-propanol (53 g), di-t-butyl dicarbonate (65 g) and water (500 ml) was stirred at room temperature for 1 hour. The reaction mixture was extracted with chloroform, and the chloroform layer was dried over MgSO4. The solvent was evaporated under reduced pressure. The residue was recrystallized from hexane to give 2-(t-butoxycarbonylamino)-2-methyl-1-propanol (44.4 g). NMR (CDCl3)delta: 1.25 (6H, singlet), 1.43 (9H, singlet), 3.20-5.50 (2H, multiplet), 3.56 (2H, singlet).

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 124-68-5.

Reference:
Patent; Teikoku Hormone Mfg. Co., Ltd.; US4843072; (1989); A;,
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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. 870-72-4, name is Hydroxymethanesulfonic Acid Sodium Salt, the common compound, a new synthetic route is introduced below. 870-72-4

3, 9-Bis (sodium methylenesulfonato)-3, 6, 9, 15-tetraazabicyclo [9. 3. IJpentadeca- 1(15),11,13-triene (10). 3,6, 9, 15-tetraazabicyclo- [9. 3. 1] pentadeca-1 (15), 11, 13-triene (PYCLEN) (8) (2 g, 9.7 mmol) was dissolved in 20 ml water and the pH was adjusted to 5 using 6N HCl. The sodium formaldehyde bisulfite (9) (2.65g, 19.77 mmol) was then added in one portion and the pH was maintained at 7.0 using IN KOH. When no further drop in pH was detected, the pH was raised to 8.5 followed by freeze-drying to give the product as a white solid(quantitative). 1H NMR (D2O)8 2.87 (t, -CH2-, 5,7-cyclic, J H-H = 5.2 Hz, 4 H), 3.18 (t, -CH2-, 4, 8-cyclic, JH-H= 5. 2 Hz, 4 H), 3.85 (s, -CH2-, 2,10- cyclic, 4 H), 4.11 (s, N-CH2-S, 4 H), 7.03 (d, 3,5-py, JH-H = 7.7 Hz, 2 H), 7.55 (t, 4-py, J H-H = 7.7 Hz, 1 H); 13 C {1H} NMR(D20) 6 48.52 (-CH2-, 5,7-cyclic), 54.04 (-CH2-, 4,8- cyclic), 58.92 (-CH2-, 2,10-cyclic), 75.09 (N-CH2-S), 123.90 (3,5-py), 141.37 (4-py), 161.89 (2,6-py).

Statistics shows that 870-72-4 is playing an increasingly important role. we look forward to future research findings about Hydroxymethanesulfonic Acid Sodium Salt.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES INC.; WO2005/49096; (2005); A2;,
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13826-35-2, 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. 13826-35-2, name is (3-Phenoxyphenyl)methanol, molecular formula is C13H12O2, 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.

General procedure: To an oven-dried 20 cm3 test tube with a ground-in stopperequipped with a stir bar were added anthranilamide (1.0 mmol), benzyl alcohol (1.0 mmol), KOH (2.0 mmol),and 4 cm3 toluene. The test tube was put in an oil bath potpreheated at 90 C and the mixture was stirred for 20 h at90 C. After cooling to room temperature, the reactionmixture was added about 5 g silica gel and directly condensedon a rotator under vacuum. The resulting residualwas transferred to a silica gel chromatography column andeluted with a solution of petroleum ether and ethyl acetate[4/1 (v/v)] to give a white solid 2-phenyl-4(3H)-quinazolinone.For some products (3f, 3g, 3n, and 3t) onlysparingly soluble in ethyl acetate, the reaction mixtureswere condensed in vacuo on a rotary evaporator. Theresiduals were washed three times with water and oncewith ethyl acetate, and then dried in an infrared oven togive the desired products pure enough for NMR analysis.

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. 13826-35-2, (3-Phenoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Qiu, Dezhi; Wang, Yanyan; Lu, Dongming; Zhou, Lihong; Zeng, Qingle; Monatshefte fur Chemie; vol. 146; 8; (2015); p. 1343 – 1347;,
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