Month: September 2021

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. 4170-90-5, name is Mesitylmethanol. A new synthetic method of this compound is introduced below., Quality Control of Mesitylmethanol

(1) 2,4,6-trimethylbenzyl alcohol (0.150 g, 1.0 mmol) was added to the reaction flask,Diphenylphosphine oxide (0.304 g, 1.5 mmol),Potassium persulfate (0.540 g, 2.0 mmol) and acetone (5 mL)Room temperature reaction; (2) TLC tracking reaction until complete; (3) The crude product obtained after the completion of the reaction was separated by column chromatography (dichloromethane: methanol = 40: 1) to give the desired product30-2 (yield 79%).

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, 4170-90-5, Mesitylmethanol.

Reference:
Patent; Soochow University (Suzhou); Zou Jianping; Li Chengkun; Zhou Zhihao; Zhang Peizhi; Zhang Ling; (14 pag.)CN106496268; (2017); A;,
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Synthetic Route of 180205-28-1, Adding some certain compound to certain chemical reactions, such as: 180205-28-1, name is 1-(Aminomethyl)cyclobutanol,molecular formula is C5H11NO, 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 180205-28-1.

EXAMPLE 8 SYNTHESIS AND CHARACTERIZATION 2-(1-((1r,4r)-4-(Cyanomethyl)cyclohexyl)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)-N-((1-hydroxycyclobutyl)methyl)acetamide A solution of sodium 2-(1-((1r,4r)-4-(cyanomethyl)cyclohexyl)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)acetate (Intermediate 4, 300 mg, 0.835 mmol), 1-(aminomethyl)cyclobutanol (84.4 mg, 0.835 mmol), DIPEA (216 mg, 1.67 mmol), and DMF (5 mL) was stirred at 0 C. for 1 h. Next, PyBrOP (467 mg, 1.00 mmol) was added and was stirred at room temperature overnight, then quenched with 10 mL water. The reaction was purified by preparative basic HPLC using a Kromasil 150 mm*25 mm, 10 mum column (eluent: water (0.05% ammonia hydroxide v/v)-ACN from 9% to 39%, v/v) to provide the title compound (90 mg, 26% yield) as a white solid. MS (ESI): mass calcd. for C23H28N6O2, 420.23; m/z found, 421.2 [M+H]-. 1H NMR (400 MHz, DMSO-d6): delta 11.58 (br s, 1H), 8.50 (s, 1H), 7.94-7.85 (m, 1H), 7.46-7.40 (m, 1H), 6.75-6.70 (m, 1H), 4.89 (br s, 1H), 4.57-4.47 (m, 1H), 4.04 (s, 2H), 3.27 (d, J=6.0 Hz, 2H), 2.55 (d, J=6.0 Hz, 2H), 2.45-2.31 (m, 2H), 2.10-1.88 (m, 9H), 1.71-1.60 (m, 1H), 1.54-1.35 (m, 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. 180205-28-1, 1-(Aminomethyl)cyclobutanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Janssen Pharmaceutica NV; Koudriakova, Tatiana; Kreutter, Kevin D.; Leonard, Kristi; Rizzolio, Michele C.; Smith, Russell C.; Tichenor, Mark S.; Wang, Aihua; (40 pag.)US2018/170931; (2018); 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.3637-61-4, name is Cyclopentanemethanol, molecular formula is C6H12O, molecular weight is 100.16, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

General procedure: The PBr3 (1.5 equiv) was added to a solution of alkyl alcohol (1.0equiv) in anhydrous tetrahydrofuran (5.0 mL) at 0 C and then theice bath was removed and the reaction mixture was further stirredat room temperature for 5 h. Water (30.0 mL) was added and thenextracted with EtOAc, the combined organic extracts were driedwith Na2SO4, and the solvent was evaporated in vacuo to get titlecompound, suitable for the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3637-61-4, Cyclopentanemethanol, and friends who are interested can also refer to it.

Reference:
Article; Chen, Ying; Wu, Bolin; Hao, Yameng; Liu, Yunqi; Zhang, Zhili; Tian, Chao; Ning, Xianling; Guo, Ying; Liu, Junyi; Wang, Xiaowei; European Journal of Medicinal Chemistry; vol. 171; (2019); p. 420 – 433;,
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Synthetic Route of 56-81-5, Adding some certain compound to certain chemical reactions, such as: 56-81-5, name is Propane-1,2,3-triol,molecular formula is C3H8O3, 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 56-81-5.

General procedure: In(OTf)3 (5.6 mg, 10 mumol, 1 mol %) was added to a mixture of cyclohexanone dimethylacetal (144 mg, 1.00 mmol) and finely ground 2,2-dimethyl-1,3-propanediol (111 mg, 1.10 mmol) and the reaction mixture stirred at room temperature for 30 min. At this time, residual MeOH was removed under reduced pressure and the crude residue passed through a short plug of basic alumina, which was washed with hexane (2×2 mL). The solvent was removed under reduced pressure to give the product, as a colourless oil (170 mg, 92%).

According to the analysis of related databases, 56-81-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Smith, Brendan M.; Kubczyk, Tomasz M.; Graham, Andrew E.; Tetrahedron; vol. 68; 38; (2012); p. 7775 – 7781;,
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Electric Literature of 575-03-1, 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. 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin. A new synthetic method of this compound is introduced below.

General procedure: The appropriate bromoketone (6a-o) (1.7 mmol) and triethylamine (1.6 mmol) were added to as olution of either7-hydroxy-4-methyl-2H-chromen-2-one 4 (1.4 mmol)or 7-hydroxy-4-(trifluoromethyl)-2H-chromen-2-one 5 (1.4 mmol) in THF (20 mL). The mixture was stirred at room temperature for 24h, filtered and the solvent was evaporated under reduced pressure.The solid residue was purified by column chromatography eluting with DCM/MeOH 9:1 to afford (7a-n) and (8a-o).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,575-03-1, 7-Hydroxy-4-(trifluoromethyl)coumarin, and friends who are interested can also refer to it.

Reference:
Article; Kandil, Sahar; Westwell, Andrew D.; Mcguigan, Christopher; Bioorganic and Medicinal Chemistry Letters; vol. 26; 8; (2016); p. 2000 – 2004;,
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Electric Literature of 101597-25-5, 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.101597-25-5, name is 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, molecular formula is C17H16O3, molecular weight is 268.31, as common compound, the synthetic route is as follows.

Comparative Example 1 3,3-Dianisyl-3H-naphtho[2,1-b]pyran. A mixture of 2-naphthol (3.23 g;0.0224 mol), 1,1-dianisylprop-2-yn-1-ol (6.00 g;0.0224 mol), acidic alumina Brockmann 1(6 g) and toluene (250 ml) was heated and stirred for 1.5 h, cooled, filtered and the solid washed with toluene. The filtrate was evaporated to give a pale purple tacky solid which was washed with pet. ether (40-60)/diethyl ether to yield crude product (7.07 g). Purification of the solid by crystallisation from ethylacetate gave 3,3-dianisyl-3H-naphtho[2,1-b]pyran as a white solid (5.52 g;66% yield), m.pt 176-177 C. STR10

The chemical industry reduces the impact on the environment during synthesis 101597-25-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Pilkington PLC; US5520853; (1996); A;,
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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. 52059-53-7, name is 2-(3-Fluorophenyl)ethanol, molecular formula is C8H9FO, 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. Recommanded Product: 2-(3-Fluorophenyl)ethanol

(ii) To a stirred suspension of pyridinium chlorochromate (75.5 g, 0.35 mol) in dry dichloromethane (300 ml) under a nitrogen atmosphere was added 2-(3-fluorophenyl)ethanol (43 g, 0.31 mol) dropwise. After the addition the mixture was stirred for 1 hour, allowed to stand overnight then poured down a florisil column. The column was washed with ether and the combined filtrate and washings were evaporated to leave the crude 3-fluorophenyl acetaldehyde as an unstable liquid which was not purified further (34 g), NMR delta 9.75 (1H, t), 7.3 (1H, m), 7.05-6.9 (3H, m), 3.7 (2H, d).

With the rapid development of chemical substances, we look forward to future research findings about 52059-53-7.

Reference:
Patent; Larkin; John P.; Weston; John B.; Smith; Ian H.; Palmer; Christopher J.; Casida; John E.; US5204333; (1993); A;,
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Adding a certain compound to certain chemical reactions, such as: 456-47-3, 3-Fluorobenzyl alcohol, 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, 456-47-3, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

General procedure: To the stirred mixture of 4-tert-butyl benzyl alcohol (1 mmol, 0.164 g) and ethyl formate (2 mL), tribromo melamine (0.1 mmol) was added without additional solvents. The resulting mixture was stirred at room temperature for 30 min. The reaction was monitored by TLC. On completion of reaction, the product was extracted with CH2Cl2 (5 mL × 4). The organic layer was separated, dried over anhydrous Na2SO4 (1.5 g), and concentrated under reduced pressure. Finally, the organic solvents were evaporated, and 4-tert-butylbenzyl formate was obtained in 92% yield. The identity of the product was confirmedby comparing the physical and spectral data with those of the known compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,456-47-3, its application will become more common.

Reference:
Article; Hajjami, Maryam; Ghorbani-Choghamarani, Arash; Karamshahi, Zahra; Norouzi, Masoomeh; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 35; 2; (2014); p. 260 – 263;,
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Reference of 722-92-9 , The common heterocyclic compound, 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, molecular formula is C9H7F6NO, 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 10: tert-Butyl 1-{[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]carbamoyl}-5-(methylsulfamoyl)-1,3-dihydro-2H-isoindole-2-carboxylate (0505) (0506) 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (2.84 g, 10.94 mmol) was added to a mixture of 2-(tert-butoxycarbonyl)-5-(N-methylsulfamoyl)isoindoline-1-carboxylic acid (3 g, 8.42 mmol), HATU (4.16 g, 10.94 mmol) and DIPEA (2.94 mL, 16.84 mmol) in DCM (50 mL) under nitrogen. The resulting mixture was stirred at room temperature for 2 hours. The reaction mixture was quenched with saturated NH4Cl (75 mL), extracted with DCM (3×75 mL), the organic layer was dried over Na2SO4, filtered and evaporated to afford orange solid. The crude product was purified by flash silica chromatography, elution gradient 30 to 50percent EtOAc in petroleum ether. Pure fractions were evaporated to dryness to afford tert-butyl 1-((4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl)carbamoyl)-5-(N-methylsulfamoyl)isoindoline-2-carboxylate (3.00 g, 59.6percent) as a yellow solid. (0507) LC/MS: m/z=598 [M+H]+. 1H NMR (300 MHz, DMSO-d6, mixture of rotamers, 1.8*:1) delta 1.36*, 1.48 (s, 9H), 2.43 (d, 3H), 4.63-4.87 (m, 2H), 5.60-5.77 (m, 1H), 7.49-7.85 (m, 8H), 8.66*, 8.67 (s, 1H), 10.75 (s, 1H).

The synthetic route of 722-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; NARJES, Frank; OLSSON, Roine Ingemar; VON BERG, Stefan; LEVER, Sarah; (112 pag.)US2017/166527; (2017); A1;,
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Synthetic Route of 68327-04-8, 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. 68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride, molecular formula is C5H12ClNO, 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.

Examples of Synthesis of Carboxamides from Diketoacid Precursor; Representative Example 1; (l S,2S)-4-(5-(2,4-difluorobenzyl)-l -(2-fluorobenzyl)-2-oxo-l,2-dihydropyridin-3-yl)-2- hydroxy-N-(2-hydroxycyclopentyl)-4-oxobut-2-enamide (9).; To a chilled solution of the 4-(l-(2-fluorobenzyl)-5-(4-fluorobenzyl)-2-oxo-l ,2- dihydropyridin-3-yl)-2-hydroxy-4-oxobut-2-enoic acid 8 (150 mg, 0.338 mmol) indimethyl formamide (DMF) (2.0 mL), was added hydroxybenzotriazole (HOBT) (50 mg, 0.372 mmol), followed by l-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride EDCI-HCl (71 mg, 0.372 mmol). The resulting mixture was stirred for 30 min. A solution of ( l S,2S)-(+)-trans-2-aminocyclopentanol hydrochloride and NaHC03 (31 mg, 0.372 mmol) was added. The resulting mixture was stirred for 2h at 0- 5 C. Thin layer chromatography 05918344(TLC) analysis indicated completion, hence cold water was added to the reaction mixture and then extracted with ethyl acetate (2 x 20 m L). The combined organic phase was separated and washed with water twice, then once with IN HC1 solution, then saturated aqueous NaHCO.? solution. Concentration in vacuo afforded the crude product which was passed through a short plug of silica gel eluting with chloroform, the eluent was concentrated and the residual triturated with hexanes affording the product as a yellow solid in 117 mg (66.0%). The residual solvent was removed in vacuo affording pure product as a yellow solid, mp 60.0- 62.9 C, [a]20D +24.0 (c 0.01, MeOH}. UV (MeOH) 396 nm (epsilon 14,455), 318 nm (epsilon 6327). NMR (CDCI3, 500 MHz): delta 15.33 (bs, IH), 8.16 (d, IH, J= 2.0Hz), 8.08 (s, 111), 7.61-6.85 (m, 9Eta), 5.22 (s, 2Eta), 4.11 (m, IH), 3.94 (m, IH), 3.78 (s, IH), 2.23 (m. III).2.10 (m, IH), 1.88 (m, IH), 1.78 (m, 211).1.59 (m, IH).13C NMR (CDCI3, 125 MHz): delta 181.3, 180.6, 163.4, 163.3, 162.4, 162.1, 162.0, 161.4, 161.3, 160.4, 160.1, 160.0, 159.2, 145.5, 143.9, 142.3, 141.6, 132.4.1 2.4.132.3, 131.5.131.4, 131.3, 131.3, 131.2, 130.7, 130.6, 125.0, 124.9, 124.8, 122.8, 122.7, 122.5, 122.2.122.2, 122.1, 122.1.117.1, 115.9, 115.7, 115.6, 111.9, 111.9, 111.8, 111.7, 104.7, 104.5, 104.3,98.3,79.5,79.3,61.0,60.6,51.5,47.7,47.3, 32.9, 32.8, 32.7, 30.8, 30.7, 30.5, 21.7, 21.5. HRMS (M+H)+ calculated mass 527.1794 for C28H26F3N2O5, found 527.1799.

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 68327-04-8, (1S,2S)-2-Aminocyclopentanol hydrochloride.

Reference:
Patent; UNIVERSITY OF GEORGIA RESEARCH FOUNDATION, INC.; NAIR, Vasu; OKELLO, Maurice, O.; NISHONOV, Abdumalik, A.; MISHRA, Sanjaykumar; WO2011/71849; (2011); A2;,
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