Month: May 2021

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 73978-41-3, name is (2,4-Diaminopteridin-6-yl)methanol hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 73978-41-3

2,4-diamino-6-(hydroxymethyl)pteridine hydrochloride (4.40 g; 19.19 mmol) was dissolved in hot water (150 mL) and the solution was neutralized by addition of 1 M NaOH (ca. 20 mL). The precipitate was filtered, washed with water, and dried in vacuo over P2O5. Subsequently, this was suspended in DMAc (25 mL), and triphenylphosphine dibromide (18.12 g; 42.92 mmol) was added. The turbid reaction mixture was stirred for 20 hr at 200C. 4-(Methylamino)benzoic acid (2.95 g; 19.50 mmol) and DIPEA (5.04 g; 39.00 mmol) were added, and the turbid reaction mixture was stirred for 3 days at 200C. Then, it was poured in 0.33 M NaOH-solution (250 mL), the precipitate was filtered off, and the filtrate was neutralized by addition of 10% acetic acid in water (ca. 20 mL). The precipitate was filtered, washed with water, triturated with methanol (30 mL), and dried in vacuo over P2O5, to yield the product as a beige/orange powder (3.48 g; 56%).1H-NMR (DMSO): delta 8.59 (s, IH), 7.53 (d, 2H, 8.8 Hz), 7.7 (br. s, IH), 7.5 (br. s, IH), 6.83 (d, 2H, 8.8 Hz), 4.79 (s, 2H), 3.23 (s, 3H) ppm. FT-IR (ATR): V 3335, 3194, 2964, 1651, 1597, 1292, 1187 cm”1.

With the rapid development of chemical substances, we look forward to future research findings about 73978-41-3.

Reference:
Patent; KONINKLIJKE PHILIPS ELECTRONICS N.V.; WO2007/110811; (2007); A2;,
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Adding a certain compound to certain chemical reactions, such as: 111-90-0, Diethylene Glycol Monoethyl Ether, 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, HPLC of Formula: C6H14O3, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C6H14O3

[00150] Copper (I) iodide (FW 190.45, 0.90 grams, 4.72 mmol), 1,10-phenanthroline (FW 180.21, 0.83 grams, 4.62 mmol), cesium carbonate (FW 325.82, 19.00 grams, 58.30 mmol), 1 ,2-diiodobenzene (FW 329.90, 7.50 grams, 22.70 mol), di(ethylene glycol) ethyl ether (FW 134.17, 9.18 grams, 68.40 mol) and 100 milliliters of dry xylene were charged in a 350 milliliter three necked round bottom flask. The reaction mixture was heated with stirring at reflux temperature for 20 hours under nitrogen. The resulting suspension was cooled to room temperature by adding 50 milliliters of toluene. Then reaction mixture was filtered through celite and alumina. The low boiling (xylene and toluene) component was removed by a rotary evaporator and high boiling component di(ethylene glycol) ethyl ether by air bath oven at 200C under high vacuum for 2 hours. The residue was purified by flask chromatography on silica gel. The final dark yellow product yielded 7.00 grams (90%). The product I and C NMR analysis shows the formation of aryl ether product. IR: neat (cm” FontWeight=”Bold” FontSize=”10″ ): 745, 843, 931, 1052, 1 1 16, 1219, 1256, 1325, 1350, 1373, 1453, 1501, 1593, 2869, 2929, 2973. 1H NMR (CDC13): delta 6.76 (m, 4H, Ph), 4.02 (t, 4H, -OCH2-), 3.71 (m, 4H, -CH2O-) 3.57 (m, 4H, -OCH2), 3.45(m, 4H, -OCH2-), 3.37(t, 4H, -OCH2-), 1.06 (t, 6H, -CH3). 13C NMR (CDC13): 149.42, 121.61, 1 15.04, 70.89, 69.89, 69.76, 68.93, 66.59, 15.14.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,111-90-0, Diethylene Glycol Monoethyl Ether, and friends who are interested can also refer to it.

Reference:
Patent; EXXONMOBIL RESEARCH AND ENGINEERING COMPANY; PATIL, Abhimanyu, Onkar; BODIGE, Satish; WO2015/60985; (2015); A1;,
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Application of 50411-26-2 ,Some common heterocyclic compound, 50411-26-2, molecular formula is C9H13NO, 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.

The object product (160 mg, 73%) was obtained in the same manner as in Example 36(3) and using 6-(1’H-spiro[indene-1,4′-piperidin]-1′-yl)pyridazine-3-carboxylic acid (150 mg) obtained in Example 36(2), 1-amino-3-phenylpropan-2-ol (91 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (150 mg) and hydroxybenzotriazole hydrate (120 mg).1H NMR (300 MHz, DMSO-d6) delta ppm 1.33 (d, J=13.37 Hz, 2H) 2.01-2.20 (m, 2H) 2.59-2.81 (m, 2H) 3.17-3.29 (m, 1H) 3.37-3.54 (m, 3H) 3.79-3.96 (m, 1H) 4.60 (d, J=13.56 Hz, 2H) 5.05 (d, J=5.65 Hz, 1H) 6.87 (d, J=5.65 Hz, 1H) 7.11-7.48 (m, 11H) 7.87 (d, J=9.42 Hz, 1H) 8.67 (t, J=5.75 Hz, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,50411-26-2, its application will become more common.

Reference:
Patent; Taniguchi, Takahiko; Miyata, Kenichi; Kubo, Osamu; US2010/69351; (2010); A1;,
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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. 768-95-6, name is Adamantan-1-ol, the common compound, a new synthetic route is introduced below. category: alcohols-buliding-blocks

Adamantane acetic acid (1.6 g, 8.2 mmol) was dissolved in 20 mL dichloromethane and treated with dimethylformamide (2 drops) and oxalyl chloride (2.1 mL, 24.7 mmol) dropwise. The reaction was stirred at ambient temperature for 18 hours, concentrated in vacuo, and placed under hard vacuum overnight to yield the product as an oil (quant.).

The synthetic route of 768-95-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SPG THERAPEUTICS, INC.; SHAPOSHNIK, Zory; (120 pag.)WO2018/204422; (2018); A1;,
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Synthetic Route of 62058-03-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 62058-03-1 as follows.

General procedure: To a solution of ethyl 1-phenyl-5-(2-methyl-4-oxobutan-2-yl)-1H-pyrazole-4-carboxylate 14b (45 mg, 0.15 mmol) in CHCl3 (9 mL) was added trans-5-hydroxy-2-adamantylamine (25 mg, 0.15 mmol), acetic acid (0.025 mL, 0.45 mmol) and sodium triacetoxyborohydride (85 mg, 0.45 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl. The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in methanol (0.30 mL), and added 1.0 N NaOH (0.22 mL, 0.22 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the solvent was removed under vacuum. The mixture of the residue in CHCl3 (1.5 mL) and DIPEA (0.078 mL, 0.45 mmol) and HBTU (35 mg, 0.15 mmol) was stirred at room temperature. After 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl., then purified with column chromatography (silica gel, eluting with CHCl3/methanol) to give the title compound as a white solid (0.025 g, 42 percent yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62058-03-1, its application will become more common.

Reference:
Article; Udagawa, Shuji; Sakami, Satoshi; Takemura, Takahiro; Sato, Mikiya; Arai, Takahiro; Nitta, Aiko; Aoki, Takumi; Kawai, Koji; Iwamura, Tomokatsu; Okazaki, Seiji; Takahashi, Takehiro; Kaino, Mie; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1617 – 1621;,
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Adding a certain compound to certain chemical reactions, such as: 623-04-1, (4-Aminophenyl)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, Computed Properties of C7H9NO, blongs to alcohols-buliding-blocks compound. Computed Properties of C7H9NO

To a solution of (4-aminophenyl)methanol (2.0 g, 16.2 mmol) from step A and DMAP (0.40 g, 3.2 mmol)in DCM (50 mL) was added dropwise acetic anhydride (7.6 mL, 81.0 mmol) at 0 0C over 30 min. After stirring under nitrogen for 30 min, the solution was concentrated and extracted with DCM twice. The combined extracts were washed with water and brine, dried over Na2SO4 and concentrated. Column chromatography on silica (20% EA in PE) afforded the title compound as white solid (3.35 g, 100%). 1H NMR (CDCl3, 300 MHz): delta 7.51 (d, J = 8.1 Hz, 2H), 7.31 (d, J = 8.1 Hz, 2H), 5.05 (s, 2H), 2.16 (s, 3H), 2.08 (s, 3H). MS (ESI, Pos. 1.5 kV) m/z 230.0 (M+Na)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,623-04-1, (4-Aminophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; SHANGHAI TARGETDRUG CO., LTD.; AVEXA LIMITED; WO2009/92293; (2009); A1;,
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Related Products of 110-73-6 ,Some common heterocyclic compound, 110-73-6, 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.

Example 14; test-butyl [2-(4-{1-(2,4-dichlorophenyl)-4-methyl-3-[(piperidin-1-ylamino)carbonyl]-1H- pyrazol-5-vl} phenoxy . ethyllethvlcarbamate; Step A: tert-butyl ethyl(2-hydroxyethyl)carbamate; Di-tert-butyl dicarbonate (3.19 g, 14.6 mmol) in THF (10 ml) was added to 2- (ethylamino) ethanol (1.00 g, 11.2 mmol) and reacted at room temperature for 3 hours. The solvent was evaporated at reduced pressure to give the crude product (2.28 g). 1H NMR (499.961 MHz) 8 3.71-3. 65 (br, 2H), 3.55-3. 35 (br, 1H), 3.35-3. 30 (br, 2H), 3. 30- 3.20 (br, 2H), 1.43 (s, 9H), 1.07 (t, 3H).

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. 110-73-6, 2-(Ethylamino)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/80343; (2005); A2;,
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Related Products of 2867-59-6, 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. 2867-59-6, name is 3-Aminobutan-1-ol, molecular formula is C4H11NO, 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.

Part B;Triethylamine (73.5 g, 726 mmol) and the material from Part A were added to a solution of 7-bromo-4-chloro-3-nitroquinoline (34.8 g, 121 mmol, U.S. patent application publication no. US 2004/0147543, Example 1, Parts A through D) in DMF (300 mL), and the reaction mixture was stirred overnight at room temperature. Additional triethylamine (48.97 g, 67.46) and t°t-butyldimethylsilyl chloride (40.1 g, 266 mmol) were then added, and the reaction was stirred for two hours at room temperature and filtered. The filtrate was concentrated under reduced pressure, and the residue was dissolved in chloroform. The solution was washed twice with a 2:1 mixture of saturated aqueous sodium bicarbonate and water and three times with 10% aqueous sodium carbonate and then concentrated under reduced pressure. The resulting oil was passed through a plug of basic alumina to provide (7-bromo-3-nitroquinolin-4-yl)-[3-(tert-butyldimethylsilanyloxy)-l- methy lpropy 1] amine .

According to the analysis of related databases, 2867-59-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2006/74003; (2006); A2;,
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Related Products of 402-63-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 402-63-1 as follows.

Example 97 1-(3-Fluorophenyl)ethyl N-{4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}carbamate 4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline (97 mg) was added to toluene/triethylamine = 10/1 (10 ml), and the mixture was heated under reflux to prepare asolution. A solution of triphosgene (150 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 3-fluoro-alpha-methylbenzyl alcohol (70 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate and was concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (111 mg, yield 68%). 1H-NMR (CDCl3, 400 MHz): 8.41 – 8.47 (1H, m), 8.12 (1H, s), 7.55 – 7.62 (3H, m), 6.86 – 7.38 (7H, m), 6.65 (1H, d, J = 6.6 Hz), 5.88 (1H, 1, J = 6.6 Hz), 4.14 (3H, s), 4.08 (3H, s), 1.60 (3H, d, J = 6.6 Hz) Mass spectrometry value (ESI-MS, m/z): 463 (M++1)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,402-63-1, its application will become more common.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1243582; (2002); A1;,
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Electric Literature of 702-82-9, Adding some certain compound to certain chemical reactions, such as: 702-82-9, name is 3-Aminoadamantan-1-ol,molecular formula is C10H17NO, 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.

1) A mixed solution of 3-amino-1-adamantanol and 1-chloroacetyl-2-cyanopyrrolidine in a solvent was mixed with a suspension of a base and a catalyst and then preheated by a preheater;2) The preheated mixture enters the tubular reactor, the residence time of the material in the tubular reactor is 60min, and then the reaction liquid withdrawn from the tubular reactor is collected and filtered, washed and purified to obtain the product.The process parameters are as follows:The preheater temperature is 70 C, the tube reactor temperature is 70 C, and the flow rate of the material in the line is 0.5 m / s.The molar ratio of 3-amino-1-adamantanol to 1-chloroacetyl-2-cyanopyrrolidine was 2: 1,3-amino-1-adamantanol was 0.13 g / ml, 1-chloro The concentration of acetyl-2-cyanopyrrolidine was 0.068 g / ml, the molar ratio of potassium carbonate to 1-chloroacetyl-2-cyanopyrrolidine was 1: 1, the amount of potassium iodide was the same as that of 1-chloroacetyl The molar ratio of 2-cyanopyrrolidine was 0.5: 1, and the reaction solvent was 2-butanone.Under this operating condition, the yield of the Viglitin reaction was 85% and the amount of the disubstituted compound was 4.5%.

According to the analysis of related databases, 702-82-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Pharmaceutical Group Tsingtao Guofeng Pharmaceutical Co., Ltd.; Liu Zhenyu; Lu Weishen; Zu Jinxiang; Lv Yiqiang; Zhou Zhenyu; (7 pag.)CN104311467; (2017); B;,
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