Category: 5335-05-7

Reference of 5335-05-7, The chemical industry reduces the impact on the environment during synthesis 5335-05-7, name is Chloromethyl benzoate, I believe this compound will play a more active role in future production and life.

A similar procedure [23] and [26] to that previously described for the preparation of 2 was followed using chloromethyl benzoate (45) (106 mg, 0.76 mmol) in acetone (0.2 mL), sodium iodide (339 mg, 2.28 mmol) in acetone (2.5 mL), and the mixture stirred at room temperature for 30 min. The solvent was removed in vacuo and the residue taken up in acetonitrile (1.5 mL). A solution of 1 (200 mg, 0.38 mmol) in acetonitrile (2 mL) was added and the mixture stirred at 80 C for 16 h. The solvent was removed in vacuo with purification by flash chromatography (dichloromethane/methanol 20:1) affording 3 as a yellow solid (110 mg, 0.14 mmol, 37%). mp 165-169 C; numax(NaCl)/cm-1 1087 and 1261 (C-O ester), 1697 (CO imide), 1733 (CO ester); m/z (FAB+) 660 (M+, 100%); (Found: M+ 660.2490, C42H34N3O5 requires 660.2498).

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, Chloromethyl benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Rennison, David; Laita, Olivia; Bova, Sergio; Cavalli, Maurizio; Hopkins, Brian; Linthicum, Darwin S.; Brimble, Margaret A.; Bioorganic and Medicinal Chemistry; vol. 20; 13; (2012); p. 3997 – 4011;,
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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 5335-05-7 as follows. category: esters-buliding-blocks

Under nitrogen protection,The racemic mixture of 3- (indol-3-yl) -butyric acid or S-3-iv)(0 · 20 g, 1 mmol)And triethylamine (0 · 10 g, 1 mmol)Dissolved in DMF solution (6ml) solution at room temperature for 5min,Then methyl chlorobenzoate (0.17 g, 1 mmol),The reaction at room temperature 24h, after the reaction was added ethyl acetate 50ml,The ethyl acetate layer was washed with water (80 ml X 3) and the ethyl acetate layer was dried over anhydrous Na 2 SO 4. After the solvent was removed by column chromatography, the target compound 3- (3-indol-3-yl) Methyl ester (0.23 g, 70%),Which is a racemic mixture or (S) isomer.

According to the analysis of related databases, 5335-05-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Bio-technology Institute; Liu Zongying; Li Zhuorong; Jin Jie; Zhu Juntai; (111 pag.)CN103664996; (2017); B;,
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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. 5335-05-7, name is Chloromethyl benzoate, A new synthetic method of this compound is introduced below., Product Details of 5335-05-7

Preparation of iodomethyl benzoate (6) Compound 6 was prepared by a modification of a literature procedure (Maury et al , Org. Lett. 2010, 12, 3590). Chloromethyl benzoate (2.7 g, 15.9 mmol) was dissolved in acetone (20 mL). Sodium iodide (7.1 g, 47.6 mmol) was added, and the resulting mixture was stirred for 3 hours at 45 C, diluted with acetone (100 mL), filtered in the absence of light, and evaporated under reduced pressure at < 30 C. The residue was dissolved in diethyl ether (100 mL), washed with aqueous sodium bicarbonate and aqueous sodium thiosulfate, dried over anhydrous magnesium sulfate, and evaporated under reduced pressure at < 30 C in the absence of light, yielding compound 6 as a yellow oil (3.3 g, 79%). The analytical data for compound 6 were identical to those reported in Maury el al , Org. Lett. 2010, 12, 3590. Compound 6 was used immediately in the subsequent step. 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; KALA PHARMACEUTICALS, INC.; ONG, Winston Zapanta; NOWAK, Pawel Wojciech; KIM, Jinsoo; ENLOW, Elizabeth M.; BOURASSA, James; CU, Yen; POPOV, Alexey; CHEN, Hongming; WO2014/144285; (2014); A1;,
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Application of 5335-05-7,Some common heterocyclic compound, 5335-05-7, name is Chloromethyl benzoate, molecular formula is C8H7ClO2, 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 phosphinic acid (65mg, O.OSmmol) was suspended in 1.5mL of DMF.Chloromethyl benzoate (llSmg, O.Slmniol), triethylamine (167., 1.20mmol)and tetrabutyl ammonium iodide (TBAI) (7mg, 0.02mmol) were added. Thesolution was heated at 70C for 3 hours. The solution was cooled to roomtemperature, purified using a Reverse Phase Gilson HPLC to yield compound41 (20mg, 27%). :H NMR (300 MHz, CDsOD): 5 8.08 (dd, 2H), 7.63 (d, J=7.3Hz, 1H), 7.48 (d, J=6.4 Hz, 1H) 7.42 (s, 1H), 7.35 (s, 1H), 7.04 (d, J=9.1 Hz, 1H),5.98 (m, 1H), 5.95 (m, 1H), 5.60 (d, 2H), 5.44 (s, 1H), 5.33 (d, 1H), 5.18 (d, J=9.1Hz, 1H), 5.14 (d, J=9.1,1H), 4.87 (s, 1H), 4.5.2 (d, J=9.4,1H), 4.56 (d, 1H), 4.27 (s,1H), 3.94 (s, 3H), 2.66 (m, 1H), 2.58 (m, 1H), 2.37 (m, 1H), 2.14 (m, 1H), 1.64 (m,6H), 1.33 (d, 6H), 1.04 (s, 9H). 31P (75 MHz, CDsOD): 5 52.994, 57.542.

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

Reference:
Patent; GILEAD SCIENCES, INC.; WO2006/20276; (2006); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 5335-05-7, name is Chloromethyl benzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H7ClO2

Chloromethyl benzoate (2.87 g, 16.82 mmol) was dissolved in acetonitrile (20 mL) and treated portionwise with sodium iodide (5.04 g, 33.6 mmol). The resulting mixture was stirred at room temperature for 18 hours. The reaction mixture was diluted with water and extracted with ethyl acetate (x 2). The ethyl acetate layers were combined, dried under magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography (Biotage SP4) eluting with a gradient of 0-20 % ethyl acetate and iso-hexane. Product containing fractions were combined and evaporated under reduced pressure to give the title compound as a yellow oil (3.15 g);1 H NMR (400 MHz, CDCI3): delta 8.06-8.03 (2H, m), 7.63-7.59 (1 H, m), 7.49-7.44 (2H, m), 6.16 (2H, s).

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; PROXIMAGEN LIMITED; DINNELL, Kevin; LIGHTFOOT, Andrew; MORTON, Gillian Elizabeth; WO2011/45353; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 5335-05-7, name is Chloromethyl benzoate, 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 5335-05-7, Safety of Chloromethyl benzoate

To a stirred mixture of with NaH (60%, 50 mg, 1.3 mmole) in anhydrous DMF (6 mL) at room temperature under nitrogen was added 2-(6-(4-(2-(tert-butyl-dimethylsilyloxy)ethyl)piperazin-1-yl)-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, 10 (0.20 g, 0.34 mmole). The resultant mixture was stirred at room temperature for 8 min., then treated with chloromethyl benzoate (0.2 g, 1.2 mmole), the reaction mixture was stirred at room temperature overnight. The reaction mixture was added with aqueous NH4Cl solution and extracted with EtOAc (3×45 mL). The EtOAc solution was washed with 10% LiCl solution and concentrated to an oily residue. The residue was purified by prep. HPLC to give a white solid as impure product and used directly in next step. MS (ESI, M+H+) 736, 738.

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:
Patent; Kim, Kyoung S.; Lee, Francis Y.; Lombardo, Louis J.; Luo, Feng Roger; Wityak, John; US2006/69101; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 5335-05-7, A common heterocyclic compound, 5335-05-7, name is Chloromethyl benzoate, molecular formula is C8H7ClO2, 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 2) Iodomethyl benzoate (0277) (0278) Chloromethyl benzoate (10.0 g, 58.8 mmol) was dissolved in acetonitrile (70.0 ml), sodium iodide (17.6 g, 117 mmol) was added thereto, and the resulting mixture was stirred at room temperature for 24 hours. Acetonitrile was distilled off under reduced pressure, and diethyl ether was added. The precipitated solid was filtered off, washed with diethyl ether, and dried under reduced pressure, and then purified by silica gel column chromatography (petroleum ether:ethyl acetate=30:1 to 10:1) to obtain the title compound (14.5 g, 94%). (0279) 1H NMR (CDCl3, 400 MHz): delta 8.06-8.04 (m, 2H), 7.64-7.62 (m, 1H), 7.49-7.44 (m, 2H), 6.17 (s, 2H)

The synthetic route of 5335-05-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ajinomoto Co., Inc.; UENO, Hirokazu; YAMAMOTO, Takashi; MIYAZAWA, Tomoko; SHINKAI, Kenji; ARISAKA, Harumi; TAKANOHASHI, Toshiyuki; (122 pag.)US2016/244451; (2016); A1;,
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Reference of 5335-05-7, 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. 5335-05-7 name is Chloromethyl benzoate, This 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.

Into 2 ml of N,N-dimethylformamide was suspended 0.05 g of sodium hydride (60% oily), and 0.2 g of 3-(4-trifluoromethylpyridin-2-yl)-l,2,4-oxadiazol-5-one was added at room temperature. After stirring for 10 minutes, 0.18 g of chloromethylbenzoate, and the mixture was stirred at 70C for 3 hours. The reaction solution was allowed to cool to room temperature, and poured into an aqueous saturated ammonium chloride solution, followed by extraction with ethyl acetate three times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.12 g of [3-(4- trifluoromethylpyridin-2-yl)- 1 ,2,4-oxadiazol-5-on-4-yl]methyl=benzoate (present compound (27)).Present Compound (27)1H-NMR: 6.44 (s, 2H), 7.38-7.42 (m, 2H), 7.53-7.59 (m, IH), 7.71 (d, IH), 7.79-7.92 (m, 2H), 8.30 (s, IH), 8.87 (d, IH)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Chloromethyl benzoate, and friends who are interested can also refer to it.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/66786; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 5335-05-7, name is Chloromethyl benzoate, 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 5335-05-7, Recommanded Product: Chloromethyl benzoate

A solution of [2- (8, 9-DIOXO-2, 6-DIAZABICYCLO [5.2. 0] non-1 (7)-en-2-yl) ethyl]- phosphonic acid (20.16 MMOL, 5.25 g) in dry DMF (120 mL) was treated with N, N- diisopropylethylamine (80.64 MMOL, 14 ml) for’/2 hour at ambient temperature. Benzoic acid chloromethyl ester (60.49 MMOL, 10.32 g, synthesis described below) was added at ambient temperature under exclusion of moisture. The reaction mixture was heated to 65C for 20 hours. The temperature was then raised to 72C and stirred at 72C for 16 hours after which the reaction was completed. The mixture was cooled to room temperature and partitioned between 10% sodium bicarbonate and ethyl acetate. After separation of the layers the aqueous phase was again extracted with ethyl acetate (6x) until there was no more product in the water phase (by silica gel TLC, 7% 2M ammonia in methanol and 93% chloroform). The combined organic layers were washed with brine, dried over magnesium sulfate, filtered and evaporated to dryness. The residue was flash chromatographed on 400 g silica gel using a solvent mixture of 1 % 2M ammonia in methanol and 99% chloroform. Gradually the percentage of ammonia in methanol was increased to 7% and 93% chloroform. The solvent was evaporated in vacuo to yield the desired product (10.5 g, 99%; glass like material). MS (ES-): m/e 527 (M-H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Chloromethyl benzoate, and friends who are interested can also refer to it.

Reference:
Patent; WYETH; WO2004/92189; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 5335-05-7, 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. 5335-05-7, name is Chloromethyl benzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of compound 1d (120.0 mg, 0.306 mmo.) in DMF (3 mL) was added LiH (4.8 mg, 0.61 mmoi) at 0 0C. Then chloromethyi benzoate v (57.4 mg, 0.337 mmo., dissolved in 0.5 mL DIVtF) was added. The solution was stirred at 0 0C for 3 hours, and then was gradually warmed up to 25 CC and stirred at 25 0C for overnight. AcOH (0.042 mL, 0.733 mmo.) was added and the product was purified by C18 chromatography (CH3CNZH2O: 5% to 90%, with 0.1% HCO2H) to give compound 66 (110.5 mg, 68.6%),

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, Chloromethyl benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SCHERING CORPORATION; SHANKAR, Bandarpalle, B.; KIM, Seong, Heon; YU, Wensheng; TONG, Ling; WONG, Michael, K. C.; LAVEY, Brian J.; KOZLOWSKI, Joseph, A.; CHEN, Lei; RIZVI, Razia, K.; KOSINSKI, Aneta, Maria; YANG, De-Yi; ZHOU, Guowei; ROSNER, Kristen, E.; FIRE, Luke; RICHARD, Judson, E.; LI, Dansu; WO2010/36638; (2010); A2;,
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