Category: 18469-52-8

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. 18469-52-8, name is Methyl 4-(aminomethyl)benzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 18469-52-8

A solution of methyl 4-(aminomethyl)benzoate (2.000 g, 9.918 mmol), morpholine- 4-carbonyl chloride ( 1.635 g, 10.910 mmol) and N,N-diisopropylethylamine (5.183 mL, 29.755 mmol) in dichloromethane (20 mL) was stirred at the room temperature for 12 hr. The reaction mixture was concentrated under the reduced pressure to remove the solvent, and water was added to the concentrate, followed by extraction with dichloromethane. The organic layer was washed with aqueous saturated sodium chloride solution, dried (anhydrous MgS04), filtered, and concentrated in vacuo. The concentrate was purified and concentrated by column chromatography (SiO:, 12 g cartridge; ethyl acetate / hexane = 0 % to 50 %) to give the title compound methyl 4-((morpholine-4-carboxamido)methyl)benzoate as White solid (2.200 g. 79.7 %).

The synthetic route of 18469-52-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; KIM, Yuntae; LEE, Chang Sik; SONG, Hyeseung; GWAK, Dal-Yong; LEE, Jaeyoung; OH, Jung Taek; LEE, Chang Gon; KIM, II Hyang; (1041 pag.)WO2017/23133; (2017); A2;,
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Synthetic Route of 18469-52-8, A common heterocyclic compound, 18469-52-8, name is Methyl 4-(aminomethyl)benzoate, molecular formula is C9H11NO2, 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.

To a solution of 6-bromo-4-phenyl-3-isocoumarincarboxylic acid methyl ester (3.60 g) in methanol (50 ml) was added 4-aminomethylbenzoic acid methyl ester (3.16 ml) and the mixture was stirred at room temperature for 18 hrs. The solvent was evaporated under reduced pressure and 1N hydrochloric acid was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried by adding sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was dissolved in methanol (100 ml). Conc. sulfuric acid (10 ml) was added, and the mixture was heated under reflux for 3 hr. The solvent was evaporated under reduced pressure, water was added under ice-cooling and the mixture was neutralized with potassium carbonate. The solution was extracted with ethyl acetate and the extract was washed with saturated brine. Sodium sulfate was added to dry the mixture. The obtained residue was recrystallized from methanol to give the title compound (3.39 g, 67%).1H-NMR (CDCl3) delta: 3.18 (3H, s), 3.89 (3H, s), 5.45 (2H, s), 7.24-7.47 (8H, m), 7.67 (1H, dd, J=1.8, 8.4 Hz), 7.97 (2H, d, J=8.4 Hz), 8.40 (1H, d, J=8.4 Hz).

The synthetic route of 18469-52-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1484320; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 18469-52-8, name is Methyl 4-(aminomethyl)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 18469-52-8, COA of Formula: C9H11NO2

General procedure: To a solution of III (1 equiv., 0.10 g) in N-methyl-2-pyrrolidone(10 equiv., 0.3 mL) was added corresponding amine (1.2 equiv.) followedby diisopropylethylamine (3 equiv., 0.2 mL) and the reactionmixture was heated at 130 C for 2 h. The reaction mixture wasthen diluted with water and extracted with ethyl acetate. Ethylacetate layer was dried over anhydrous sodium sulphate and concentratedunder vacuum. The crude products so obtained werepurified by preparative TLC using varying proportions of methanolin dichloromethane as the solvent systems to give the desiredproducts compounds 4-8a and 9a in moderate to good yields.

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Reference:
Article; Koul, Summon; Ramdas, Vidya; Barawkar, Dinesh A.; Waman, Yogesh B.; Prasad, Neela; Madadi, Santosh Kumar; Shejul, Yogesh D.; Bonagiri, Rajesh; Basu, Sujay; Menon, Suraj; Reddy, Srinivasa B.; Chaturvedi, Sandhya; Chennamaneni, Srinivas Rao; Bedse, Gaurav; Thakare, Rhishikesh; Gundu, Jayasagar; Chaudhary, Sumit; De, Siddhartha; Meru, Ashwinkumar V.; Palle, Venkata; Chugh, Anita; Mookhtiar, Kasim A.; Bioorganic and Medicinal Chemistry; vol. 25; 6; (2017); p. 1963 – 1975;,
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Reference of 18469-52-8, These common heterocyclic compound, 18469-52-8, name is Methyl 4-(aminomethyl)benzoate, 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: To DMF (50 mL) were added methyl 4-(aminomethyl)benzoate (0.015 mol) and K2CO3 (0.025 mol) [45]. The compounds 4a-4j (0.01 mol) in DMF (15 mL) were added dropwise at 0 C over a period of 0.5 h to the stirred reaction mixture, and the reaction was allowed to stir at 40 C for 8 h, then poured slowly into ice water (200 mL) while stirring constantly, and extracted with ethyl acetate (3×100 mL). The combined organic layer was washed with brine (2×50 mL) and dried with Na2SO4. Ethyl acetate was evaporated under reduced pressure to yield the crude products, which were chromatographed on silica gel using ethyl acetate/petroleum ether as an eluent to afford the products 5a-5j.

The synthetic route of 18469-52-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Cai, Jin; Wei, Hongtao; Hong, Kwon Ho; Wu, Xiaoqing; Cao, Meng; Zong, Xi; Li, Lushen; Sun, Chunlong; Chen, Junqing; Ji, Min; European Journal of Medicinal Chemistry; vol. 96; (2015); p. 1 – 13;,
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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. 18469-52-8, name is Methyl 4-(aminomethyl)benzoate, A new synthetic method of this compound is introduced below., Computed Properties of C9H11NO2

A solution of 3 (244 mg, 1 mmol), methyl 4-(aminomethyl)benzoate 8 (198 mg, 1.2 mmol), and N,N-diisopropylethylamine (174 muL, 1 mmol) in n-butanol (10 mL) was refluxed at 130 C for 36 h. Then saturated NaHCO3 (2.5 mL) was added to neutralize the solution. The mixture was extracted with ethyl acetate, the organic layer was combined, dried over anhydrous Na2SO4 and concentrated. The crude product was purified by silica gel chromatography to afford 9 (242 mg, 65% yield). 1H NMR (400 MHz, DMSO-d6) delta: 11.90 (s, 1H), 9.62 (s, 1H), 7.92 (d, J = 7.9 Hz, 2H), 7.82 (s, 1H), 7.45 (d, J = 7.7 Hz, 2H), 6.19 (s, 1H), 5.85 (s, 1H), 4.55 (s, 2H), 3.83 (s, 3H), 2.15 (d, 3H); 13C NMR (100 MHz, DMSO-d6) delta: 166.1, 164.4, 161.7, 160.8, 148.1, 146.1, 138.1, 129.2, 129.1, 127.9, 127.2, 126.9, 95.4, 93.2, 51.9, 43.9, 10.6 ppm. HRMS (ESI-TOF): m/z calcd. for C17H18N6O2Cl, [M+H]+: 373.1174; found: 373.1143.

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:
Article; Luo, Yu; Deng, Yan-Qiu; Wang, Jing; Long, Zi-Jie; Tu, Zheng-Chao; Peng, Wei; Zhang, Ji-Quan; Liu, Quentin; Lu, Gui; European Journal of Medicinal Chemistry; vol. 78; (2014); p. 65 – 71;,
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Electric Literature of 18469-52-8, A common heterocyclic compound, 18469-52-8, name is Methyl 4-(aminomethyl)benzoate, molecular formula is C9H11NO2, 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: To a solution of acid 3 (1.25 g, 3.1 mmol), HBTU (1.6 g, 3.7 mmol),and Et3N (10 mL) in 20 mL acetonitrile was added 1.2 equimolaramount of the appropriate amine. The mixture was kept stirring atroom temperature for 5 h. TLC detection found that the reactionwas complete, then the mixture was evaporated under reducedpressure to remove solvent. The residue was taken up saturatedsodium chloride and 1mL 3 N HCl and extracted with ethyl acetate(30 mL x 3), and the combined organic layers were washed twotimes with saturated sodium chloride and 1mL 3 N HCl. Theorganic layers were dried (MgSO4), filtered, and solvent wasremoved under reduced pressure at 40 C to give the crude product,which was purified by column chromatography to produce thecorresponding intermediate, 4 and 7.

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:
Article; Jia, Ruifang; Zhang, Jian; Ai, Wei; Ding, Xiao; Desta, Samuel; Sun, Lin; Sun, Zhuosen; Ma, Xiuli; Li, Zhong; Wang, Defeng; Huang, Bing; Zhan, Peng; Liu, Xinyong; European Journal of Medicinal Chemistry; vol. 178; (2019); p. 64 – 80;,
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Related Products of 18469-52-8, A common heterocyclic compound, 18469-52-8, name is Methyl 4-(aminomethyl)benzoate, molecular formula is C9H11NO2, 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 compound 2,4-dichloro-6-nitro-quinazoline (0.115 g, 0.47 mmol) was weighed in a reaction flask,Isopropyl alcohol 4mL,Stir into suspension,Methyl p-aminomethylbenzoate (0.094 g, 0.56 mmol) and DIEA (0.106 g, 0.82 mmol) were added,Reaction at room temperature 2.5h.Stop stirring, add dichloromethane to make the reaction solution becomes clear, add silica gel,Concentration by column chromatography [petroleum ether / ethyl acetate = 10: 1 (v / v) / methylene chloride / ethyl acetate = 10: 1 (v / v)] gave 0.162 g of a yellow solid in a yield of 92.6%

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; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Jin Jing; Zhu Lina; Zhang Chongjing; (85 pag.)CN102250075; (2016); B;,
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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. 18469-52-8, name is Methyl 4-(aminomethyl)benzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C9H11NO2

General procedure: To a solution of phenethylamine (200 mg, 1.65 mmol) and Et3N (0.64 mL, 4.95 mmol) in anhydrousTHF (2.5 mL) cooled with an ice bath, a solution of CS2 (0.12 mL, 1.98 mmol) was slowly dropped in.The reaction solution was stirred at room temperature for 0.5 h, after which AcCl (0.14 mL, 1.98 mmol)was dropped in at 0 C, and after 5 min the mixture was warmed to room temperature for 15-30 min.When the starting amine was finished, as verified by checking thin layer chromatography (T.L.C.),1MHCl (aq., 2 mL) was added to quench the reaction. The solution was extracted by EtOAc three times.All organic phases were combined and washed with brine, dried over Na2SO4, and finally filtered andconcentrated under reduced pressure. The residue was purified by column chromatography on silicagel (EtOAc/petroleum = 1/1) to provide phenethyl isothiocyanate (PEITC) (253 mg, 94%).

The synthetic route of 18469-52-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Luo, Bingling; Wang, Jiankang; Li, Xiaobing; Lu, Wenhua; Yang, Jing; Hu, Yumin; Huang, Peng; Wen, Shijun; Molecules; vol. 22; 6; (2017);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 18469-52-8, name is Methyl 4-(aminomethyl)benzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C9H11NO2

To a solution of the benzyl amine (179 mg, 1.08 mmol) and DIPEA (0.45 ml, 2.6 mmol) in CH2Cl2 (5 ml) was carefully added triphosgene (150 mg, 0.51 mmol) and the resulting solution was stirred at room temperature for 20 minutes (Majer, P.; Randad, R.S. J Org. Chem., 1994, 59, 1937-1938). A solution of 4-[(thiophen-3-ylmethyl)-amino]-piperidine- 1-carboxylic acid tert-huty ester (455 mg, 1.53 mmol) in CH2Cl2 (2 ml) was then added and the reaction was stirred at room temperature for an additional 18 hours. The mixture was diluted with saturated aqueous NaHCO3 (25 ml) and was extracted with CH2Cl2 (20 ml X 3). The combined organic solution was washed with brine (50 ml), was dried (Na2SO4), filtered and concentrated under reduced pressure. Purification by flash column chromatography on silica (CH2Cl2/Et2O, 9:1, increased to 3:1) gave the urea as a light yellow foam (236 mg, 45%). 1H NMR (CDCl3) delta 1.43 (s, 9H), 1.44-1.58 (m, 2H), 1.69-1.79 (m, 2H), 2.71-2.85 (m, 2H), 3.89 (s, 3H), 4.09-4.24 (m, 2H), 4.33 (s, 2H), 4.39 (d, 2H, J= 5.8 Hz), 4.54 (tt, IH, J= 12.0, 3.7 Hz), 4.80 (t, IH, J= 5.7 Hz), 6.95 (d, IH, J= 4.8 Hz), 7.07 (d, IH, J- 1.5 Hz), 7.13 (d, 2H, J= 8.5 Hz), 7.34 (dd, IH, J= 5.0, 2.9 Hz), 7.91 (d, 2H, J- 8.5 Hz).

The synthetic route of 18469-52-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANORMED INC.; WO2006/138350; (2006); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 18469-52-8, These common heterocyclic compound, 18469-52-8, name is Methyl 4-(aminomethyl)benzoate, 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.

A mixture of methyl-4-(aminomethyl)benzoate (50 g, 0.302 mol) and benzaldehyde (32 g, 0.302 mol) in EtOH (1 L) was refluxed for 5 h. After cooling to r.t, NaBH4 (11.5 g, 0.302 mol) was added portionwise. The reaction mixture was stirred at r.t. for 10 h. The solvent was removed under reduced pressure and the compound was purified by acid-base work up to give N-(4-methoxycarbonylbenzyl)benzylamine (25 g, 33%).

Statistics shows that Methyl 4-(aminomethyl)benzoate is playing an increasingly important role. we look forward to future research findings about 18469-52-8.

Reference:
Patent; ARES TRADING S.A.; US2008/51397; (2008); A1;,
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Ester – an overview | ScienceDirect Topics