Tag: M.W=100-200

Some common heterocyclic compound, 850449-93-3, name is Methyl 2-(5-amino-2-methylphenyl)acetate, molecular formula is C10H13NO2, 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. Recommanded Product: Methyl 2-(5-amino-2-methylphenyl)acetate

6-Chloro-4-phenylamino-pyridine-3-carbaldehyde 18 (21 mg, 0.09 mmol) is mixed with 2-(5-amino-2-methyl-phenyl)acetic acid methyl ester 7 (18 mg, 0.1 mmol) and potassium carbonate (37 mg, 0.27 mmol) in DMF (2 mL). The mixture is heated to 100 0C for 16 h. After cooling to rt and removing solvent in vacuo, the crude product is purified using flash chromatography (hexane : ethyl acetate = 1 : 1). The title compound 3-(5-amino- 2-methyl-phenyl)-7-chloro-l-phenyl-lH-[l,6]naphthyridin-2-one 19 is obtained as a pale solid. 1H NMR (400MHz, CDCl3) delta 8.53 (s, IH), 7.68 (s, IH), 7.53-7.57 (m, 2H), 7.47 -7.51 (dt IH), 7.20-7.23 (m, 2H), 6.96 (d, IH), 6.59 (dd, IH), 6.58 (s, IH), 6.52 (s, IH), 2.05 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 850449-93-3, its application will become more common.

Reference:
Patent; IRM LLC; WO2008/51757; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1732-08-7, name is Dimethyl pimelate, belongs to esters-buliding-blocks compound, 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 1732-08-7, Application In Synthesis of Dimethyl pimelate

Dimethyl pimelate (3.76 g, 20 mmol) was added dropwise to a suspension of NaH(1.06g, 26.6 mmol, 60% in mineral oil) in dry THF (20 mL). The resulting slurry wasstirred at RT overnight. The reaction was quenched with water (5 mL), extracted withEtOAc (20 mL× 3), washed with brine, dried (Na2SO4), and concentrated undervaccum. The residue was chromatographed with petrolum ether-EtOAc (20:1) to give the desired methyl 2-cyclohexanonecarboxylate as a colorless oil. (2.42 g, 77%).

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.

Reference:
Article; Qian, Hua; Gu, Guoxian; Zhou, Qinghai; Lu, Jiaxiang; Chung, Lung Wa; Zhang, Xumu; Synlett; vol. 29; 1; (2018); p. 51 – 56;,
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These common heterocyclic compound, 29006-01-7, name is Methyl 4-methoxybutanoate, 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. COA of Formula: C6H12O3

Starting material 209a (9.9 g, 75 mmol) was dissolved in THF (100 mL) and water (25 mL). LiOH (3.4 g, 80.9 mmol), the resulting mixture was stirred at room temperature overnight. 1 N HCl (100 mL) was added and extracted with EtOAc. The organic extracts were combined, washed with brine, dried (MgSO4) to give compound 209b (8.8 g, 93%).

The synthetic route of Methyl 4-methoxybutanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schering Corporation; US2006/264489; (2006); A1;,
Ester – Wikipedia,
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Electric Literature of 6065-54-9, 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. 6065-54-9, name is Dimethyl 2,2-dimethylmalonate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A. 2,2-Dimethyl-3-oxo-3-(pentylamino)propionic acid Following the procedure of Example 1A and B except substituting dimethyl 2,2-dimethylmalonate for dimethyl malonate, the title compound is obtained.

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, Dimethyl 2,2-dimethylmalonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US4654356; (1987); A;,
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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. 204707-42-6, name is Methyl 4-fluoro-2-methoxybenzoate, A new synthetic method of this compound is introduced below., Computed Properties of C9H9FO3

Step 2: Combine the product of Step 1 (1.43 g, 7.2 mmol) and iron powder (0.018 g) in CH2Cl2 (15 ml ). Add dropwise Br2 (0.44 ml, 8.7 mmol) in CH2Cl2 (5 ml). Stir 18 h and wash with water, then 1N NaOH. Dry (MgSO4) and concentrate to obtain the bromide as a yellow solid

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Schering Corporation; US2004/220194; (2004); A1;,
Ester – Wikipedia,
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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 87661-20-9 as follows. Formula: C8H14O2

Example 73 (2S)-1-({1-[2-(2-Chloro-phenyl)-5-methyl-oxazol-4-ylmethyl]-cyclopropylamino}-acetyl)-pyrrolidine-2-carbonitrile The title compound was prepared in analogy to example 60 starting from 4-chloromethyl-5-methyl-2-(2-chloro-phenyl)-oxazole and tert.butyl cyclopropanecarboxylate. The starting material could be prepared from 3-methylbenzaldehyde and 2,3-butanedione oxime as described for benzaldehyde in Chem. Pharm. Bull. 1971, 19, 2050-2057. Steps A] and C] were performed as outlined in example 60, step B] was done according to example 69. The title compound was obtained as a light brown gum. MS (ISP): 399.3 (MH+) and 401.4 (MH+).

According to the analysis of related databases, 87661-20-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer, Markus; Hunziker, Daniel; Kuehne, Holger; Loeffler, Bernd M.; Sarabu, Ramakanth; Wessel, Hans P.; US2003/130281; (2003); 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. 1462-12-0, name is Diethyl 2-ethylidenemalonate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C9H14O4

Synthesis of compound 9.4. To a solution of compound 9.3 (1.3g, 4.86mmol, 1.0 equiv) and diethyl 2-ethylidenemalonate (0.9 g, 4.86mmol, 1.0 equiv) in ethanol (13 mL) was added sodium ethoxide (0.59g, 8.74mmol, 1.8 equiv) at room temperature. The mixture was refluxed for 3 hours then the solvent was removed under reduced pressure. The crude material was purified via flash column chromatography to yield compound 9.4 (2.6g, 65%>). MS (ES): m/z 409 [M+H]+.

The synthetic route of 1462-12-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NIMBUS LAKSHMI, INC.; MASSE, Craig E.; GREENWOOD, Jeremy Robert; ROMERO, Donna L.; HARRIMAN, Geraldine C.; WESTER, Ronald T.; SHELLEY, Mee; KENNEDY-SMITH, Joshua Jahmil; DAHLGREN, Markus; WO2015/131080; (2015); A1;,
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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. 2216-45-7, name is 4-Methylbenzyl acetate, A new synthetic method of this compound is introduced below., SDS of cas: 2216-45-7

General procedure: A mixture of benzonitrile (5 mmol), benzyl acetate (6 mmol),and Fe(ClO4)3·H2O (5 mol%) was placed in a round-bottomedflask. Then, the reaction mixture was heated at 80 C for 5 h.After completion of the reaction monitored by thin layer chromatography(TLC), water (10 mL) was added, and the reactionmixture was extracted with ethyl acetate (3 × 20 mL). Theorganic layers were collected, combined, washed with water(3 × 20 mL), dried with anhydrous Na2SO4, and concentratedunder vacuum. The pure product was obtained by directlypassing through a silica gel (200-300 mesh) column to give awhite powder a (0.91 g, 87% yield)..

The synthetic route of 2216-45-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Feng, Chengliang; Yan, Bin; Yin, Guibo; Chen, Junqing; Ji, Min; Synlett; vol. 29; 17; (2018); p. 2257 – 2264;,
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Application of 35005-25-5, The chemical industry reduces the impact on the environment during synthesis 35005-25-5, name is Isopropyl 3-aminobenzoate, I believe this compound will play a more active role in future production and life.

3-(4-(2,4,4-trimethylpentan-2-yl)phenoxy)propanoic acid (1.0 equiv) and isopropyl 3-aminobenzoate (1.2 equiv) were mixed in DMF, and the resulting mixture was added to HATU (1.5 equiv) and DIPEA (1.5 equiv). The reaction mixture was stirred overnight at room temperature and concentrated under reduced pressure, and the obtained residue was diluted with EtOAc and washed with water and brine. An organic layer was collected and dehydrated with anhydrous MgSO4, and concentrated under reduced pressure. The concentrate was purified by silica gel column chromatography, thereby obtaining isopropyl 3-(3-(4-(2,4,4-trimethylpentan-2-yl)phenoxy)propanamido)benzoate (transparent liquid, 0.06 g, 26.5% yield). (0364) 1H-NMR (500 MHz, CDCl3) 7.99 (brs, 2H), 7.93 (d, J=7.0 Hz, 1H), 7.79 (d, J=7.0 Hz, 1H), 7.41 (t, J=8.0 Hz, 1H), 7.32 (d, J=9.0 Hz, 2H), 6.89 (d, J=8.0 Hz, 2H), 5.25 (m, 1H), 4.35 (t, J=6.0 Hz, 2H), 2.87 (t, J=6.0 Hz, 2H), 1.72 (s, 2H), 1.38 (d, J=6.5 Hz, 6H), 1.36 (s, 6H), 0.72 (s, 9H); 13C-NMR (125 MHz, CDCl3) delta 169.2, 165.7, 155.6, 143.4, 137.9, 131.6, 129.1, 127.3, 125.3, 124.3, 120.6, 113.8, 68.6, 64.1, 56.9, 38.0, 37.8, 32.3, 31.8, 31.7, 21.9.

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, Isopropyl 3-aminobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DONGGUK UNIVERSITY GYEONGJU CAMPUS INDUSTRY-ACADEMY COOPERATION FOUNDATION; KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY; Lee, Kyeong; Won, Mi Sun; Ban, Hyun Seung; Kim, Minkyoung; Kim, Bo Kyung; (40 pag.)US2020/31764; (2020); A1;,
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Ester – an overview | ScienceDirect Topics

1732-08-7, name is Dimethyl pimelate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of Dimethyl pimelate

To a 500 ml four-necked flask equipped with a stirring, a thermometer, a reflux condenser, and a constant pressure dropping funnel, 100 g of chloroform, 18.8 g (0.1 mol) of dimethyl 1,7-pimelate, and 0.6 g of 40 wt% were added. Hydrobromic acid, 72.0 g of bromine and 50 g of chloroform were added dropwise at 30-35 C. After the completion of the dropwise addition, the reaction was stirred at 30-35 C for 7 hours, cooled to 20-25 C, and purged with nitrogen for 2 hours. 17 wt% ammonia water, stirring reaction at 60-65 C for 6 hours, then, cooling to 20-25 C, adding 20 g of 30 wt% hydrogen peroxide, stirring at 30-35 C for 4 hours, adding 45 g of 20 wt% aqueous sodium hydroxide solution, The reaction was stirred at 30-35 C for 4 hours, layered, and the organic phase was washed twice with water. Each time 20 g of water, the aqueous phase is combined, the pH of the aqueous phase is adjusted to 2.5-2.0 with hydrochloric acid, filtered, and dried to obtain 15.1 g of a white solid 2,6-pyridinedicarboxylic acid, the liquid phase purity is 99.5%, and the product yield is 90.4%. .

The synthetic route of 1732-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xin Fa Pharmaceutical Co., Ltd.; Ju Lizhu; Zhang Mingfeng; Lv Qiangsan; Qi Yuxin; (7 pag.)CN110229096; (2019); A;,
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Ester – an overview | ScienceDirect Topics