Tag: M.W=100-200

27492-84-8, name is Methyl 4-amino-2-methoxybenzoate, 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. Computed Properties of C9H11NO3

To a stirred solution of methyl 4-amino-2-methoxybenzoate (10 g, 55 mmol) in dichloromethane (100 mL) was added triethylamine (15.4 mL, 110 mmol) at 0 C and the mixture was stirred for 15 mm. To this mixture, acetyl chloride (5.68 g, 71 mmol) was added drop wise and the mixture was stirred at room temperature overnight. The reaction was quenched by addition of water (75 mL). The organiclayer was separated, washed with brine solution (100 mL), dried over sodium sulfate and concentrated under reduced pressure to afford methyl 4-acetamido-2- methoxybenzoate (13.0 g, 58.2 mmol, quantitative yield) as a yellow solid: LCMS (ESI) m/e 224.2 [(M+H), calcd for C11H14N04, 224.1]; LC/MS retention time (method B): tR = 1.21 mm.

The synthetic route of 27492-84-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARTZ, Richard A.; AHUJA, Vijay T.; BRONSON, Joanne J.; DZIERBA, Carolyn Diane; MACOR, John E.; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; WO2015/6100; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 91367-05-4, A common heterocyclic compound, 91367-05-4, name is Methyl 4-chloro-3-methylbenzoate, molecular formula is C9H9ClO2, 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 methyl 4-chloro-3-methylbenzoate (4.0 g, 21.67 mmol) in CCl4 (150 mL) was added NBS (4.6 g, 25.99 mmol) and the suspension was heated at 80 C for 5 min and AIBN (1.78 g, 10.84 mmol) was added. The suspension was continued to stir at 80 C for 16 h. The mixture was cooled to RT and filtered. The filtrate was concentrated to give the crude product, which was purified by silica gel chromatography eluting with EA/petroleum ether from 0% to 3% to give methyl 3-(bromomethyl)-4-chlorobenzoate (4.92 g, 86.6%) as a white oil.

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; BIOTHERYX, INC.; MERCURIO, Frank; CHAN, Kyle, W.H.; SULLIVAN, Robert; ERDMAN, Paul, E.; FUNG, Leah; (105 pag.)WO2018/169777; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6290-49-9, name is Methyl 2-methoxyacetate, 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 6290-49-9, SDS of cas: 6290-49-9

TiCl4 (664 mg, 3.50 mmol) and Et3N (405 mg, 4.00 mmol) were successively added dropwise to a stirred solution of methyl methoxyacetate (104 mg, 1.00 mmol), hexanoyl chloride (135 mg, 1.00 mmol), and 1,2-dimethylimidazole (115 mg, 1.20 mmol) in CH2Cl2 (3 mL) at -50 – -45 C under an Ar atmosphere, and the mixture was stirred at the same temperature for 1 h. Water was added to the mixture, which was extracted twice with Et2O. The combined organic phase was washed with sat. aq. NaHCO3 solution, brine, dried (Na2SO4), and concentrated. The obtained crude product was purified by SiO2-column chromatography (hexane/AcOEt = 80:1 – 50:1) to give the desired product (162 mg, 80%). Colorless oil; 1H NMR (300 MHz) delta 0.88 (3H, t, J = 7.2 Hz), 1.20-1.41 (4H, m), 1.58 (2H, quin, J = 7.2 Hz), 2.60 (1H, dt, J = 7.2 Hz, Jgem = 3.4 Hz), 2.61 (1H, dt, J = 7.2 Hz, Jgem = 3.4 Hz), 3.47 (3H, s), 3.81 (3H, s), 4.30 (1H, s); 13C NMR (75 MHz) delta 13.7, 22.2, 22.5, 31.0, 38.4, 52.5, 58.5, 86.6, 167.5, 203.9.; numax (neat) / cm-1 2955, 1750, 1726, 1438, 1402, 1272, 1203, 1119; HRMS (ESI) calcd for C10H18O4 (M+Na+) 225.1103, found 225.1109.

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; Ashida, Yuichiro; Sato, Yuka; Honda, Atsushi; Nakatsuji, Hidefumi; Tanabe, Yoo; Synthesis; vol. 48; 23; (2016); p. 4072 – 4080;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 106614-28-2, name is Methyl 2,4-difluorobenzoate, 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 106614-28-2, Application In Synthesis of Methyl 2,4-difluorobenzoate

Step 2; Preparation of 2-fluoro-4-(4-metriotayl-piperazm-1-yl)-benzolc acid methyl ester and 4-fluoro-2-{4-methyl-pfpeFazin-1-yl}-benzoic acid methyl ester; A mixture of 2,4-difluoro-benzoic acid methyl ester (4 5 g, 26,2 mmol), 1-methyi- piperazine (4 36 mL, 39,2 mmol, 1.5 eq.) and K2CO3 (3,62 g, 26.2 mrno), 1 eq.) in N1N- dlmethylformamide (10 mL) was stirred at 100C for 4 hours. The mixture was then poured into 200 mL of water and extracted with 150 mL of EtOAc. The organic layer was separated, washed with water (100 mL) dried over sodium sulphate and evaporated to dryness. The crude was purified by flash chromatography on silica gel, using a mixture dichloromethane- MeOH-30% NH4OH 95:5:0 5 as eluant, affording 1 65 g of 2-fluoro-4-(4-rnethyi-piperazin-1-yl)- benzoic acid methyl ester (first eluting, pale yeilow solid) and 3.04 g of 4-fluoralpha-2-(4-methyl- piperazin-1-yl)-benzoic acid methyl ester (second eiuting, yellow oil).

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, Methyl 2,4-difluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER ITALIA S.R.L.; WO2007/99171; (2007); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1559-02-0, name is Diethyl 1,1-cyclopropanedicarboxylate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H14O4

(a) 1-Ethoxycarbonylcyclopropanecarboxylic acid (1a) A solution of sodium hydroxide (2.15 g, 54 mmol) in water (15 ml) was added dropwise to a stirred solution of diethyl 1,1-cyclopropanedicarboxylate (10 g, 54 mmol) in ethanol (30 ml) while the temperature was maintained below 25 C. After the completion of the addition, the resulting mixture was stirred at room temperature for 60 hours. Most of ethanol was removed by evaporation in vacuo and the residue was diluted with brine, acidified with 6N hydrochloric acid and extracted with diethyl ether. The extract was dried over magnesium sulfate, filtered and concentrated. The residue was purified by distillation to give the title compound (bp 66-9 C./0.15 mm) as a viscous oil.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1559-02-0.

Reference:
Patent; Merck & Co., Inc.; US4766145; (1988); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 41658-03-1, These common heterocyclic compound, 41658-03-1, name is Ethyl 3-bromopropiolate, 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: A solution of 3-phenyl sydnone (3, 100 mg, 1.0 equiv) in 4.0 mL p-xylene was added ethyl 3-bromopropynoate (120 mg, 1.05 equiv) and heated to reflux for 5 h. The residue was cooled down and added 2-aminophenylboronic acid pinacol ester (820 mg, 1.1 equiv), Pd(PPh3)4 (39 mg, 0.1 equiv), K2CO3 (2 mL, 2 M aqueous solution), and EtOH (4.0 mL). The reaction mixture was stirred at reflux for 24 h. When the reaction was completed, the reaction mixture was concentrated under reduced pressure to remove p-xylene and EtOH. The residue was added with 20 mL water, and extract with EtOAc (40 mL). The organic layer was filtered to remove the insoluble substances, then dried over MgSO4, filtered, and concentrated under reduced pressure. The residue solution was purified by column chromatography on silica gel to give the corresponding 2-arylpyrazolo[3,4-c]quinolin-4(5H)-one 1b-e and 2-arylpyrazolo[4,3-c]quinolin-4(5H)-one 2b-e products in 27-32% and 39-43% yields, respectively.

The synthetic route of 41658-03-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chang, En-Chiuan; Wen, Ya-Lan; Chang, Chun-Hsi; Shen, Yun-Hwei; Wen, Shaw-Bing; Yeh, Mou-Yung; Wong, Fung Fuh; Tetrahedron; vol. 68; 29; (2012); p. 5920 – 5924;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 57486-67-6, name is Methyl 2-(2-fluorophenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Methyl 2-(2-fluorophenyl)acetate

Place a 100 mL two-mouth reaction bottle in an ice bath at 0 C.Add methyl orthofluorophenylacetate 2b (10.0 mmol) and 20 mL of acetonitrile.Add p-toluenesulfonyl azide 3a (11.0 mmol),1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (15.0 mmol) was slowly added.Stir in an ice bath for 5 minutes, put into a microwave reactor, set the power 700W,The heating temperature was 60 C, the heating time was 30 min, and the exhaust fan was turned on.After the reaction is completed, the mixture is cooled to room temperature, quenched by the addition of ammonium chloride solution, and extracted with dichloromethane and water. The organic phase is collected, dried over anhydrous sodium sulfate, filtered, and evaporated. Chromatography (eluent: petroleum ether (60-90 C) / ethyl acetate, v/v = 80:1) afforded the title product 1b (1.55 g, yield: 85%). The target product was confirmed by nuclear magnetic resonance spectroscopy and high resolution mass spectrometry.

According to the analysis of related databases, 57486-67-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nanjing Tech University; Gao Zhen; Yi Xiangyan; Huang Fei; Huang He; Yu Yang; Zhang Zhipeng; Xue Lian; Wang Lize; Qiao Nasen; (12 pag.)CN108727216; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 27741-65-7, name is Ethyl 2-cyclobutylideneacetate, 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 27741-65-7, Quality Control of Ethyl 2-cyclobutylideneacetate

To a solution of 25% NaOH in H20 (1.5 mL) and EtOH (1.5 mL) was added ethyl 2-cyclobutylideneacetate 76 (0.20 g, 1.42 mmol) and stirred for 12h at room temperature, reaction mixture was concentrated to one third and acidified with iN HC1 to pH 2-3 and extracted with ethyl acetate (2 x 50 mL), organic layer was washed with water, dried over Na2SO4 and concentrated to obtain pure compound 2- cyclobutylideneacetic acid precursor-44 as off white solid (0.10 g, 62% Yield). 1IETNMR (400 MHz, CDC13): oe 5.59 (t, 111), 3.14 (t, 2H), 2.86 (t, 2H), 2.13-2.05 (m, 2H).

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; JUBILANT BIOSYS LIMITED; VENKATESHAPPA, Chandregowda; SIVANANDHAN, Dhanalakshmi; BAKTHAVATCHALAM, Rajagopal; KETHIRI, Raghava Reddy; VISWANADHAN, Vellarkad Narayana; GIRI, Sanjeev; WO2015/25197; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 63106-93-4, 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. 63106-93-4, name is 1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step-2: Synthesis of compound 5: 5 [001.0].) 34 g of aluminium cbioride (0.255 moles) are suspended in 240 ml of toluene and then 38,3 g of diethylamine 4 (0.523 moles) are added while maintaining the temperature between 15 and 30C. The lactone 3 concentrate (38 g) obtained earlier step was poured into the reaction medium maintained at 2SQC. The reaction medium was stirred for at least 1 hour 30 minutes. Formation of a precipitate was observed. The reaction medium was hydro y zed with 345 mi of water and then filtered after adding a filtration adjuvant. After decantation, the organic phase was washed twice with 235 ml and 175 m of water and then concen trated to obtain the amide-alcohol intermediate 5.

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, 1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KANDULA, Mahesh; WO2013/168002; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 36692-49-6, 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. 36692-49-6, name is Methyl 3,4-diaminobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1. Methyl 4-AMINO-3- (4-METHOXYBENZAMIDO) benzoate (107); [0287] A solution of 4-methoxybenzoyl chloride (1.03 g, 6.02 MMOL) in CH3CN (6 ml) was added drop wise to a solution of methyl 3, 4diaminobenzoate (106) (1.00 g, 6.02 mmol) and pyridine (0.49 ML, 6.02 MMOL) in CH3CN (25 ml) at 0C. The reaction mixture was stirred for 3 h at 0C and the solvent was evaporated. Ethyl acetate was added and the organic layer was washed successively with saturated solutions of NH4CI, NAHC03 and NACI, dried over MGS04, filtered and concentrated. After purification by flash chromatography on silica gel (eluent 1-3% MeOH in DCM), 1.03 g (56%) of compound 107 was obtained as a off white SOLID. H NMR: (DMSO) 8 (ppm): 9.51 (s, 1H), 7.96 (d, J = 8.8 Hz, 2H), 7.75 (d, J = 2.0 Hz, 1H), 7.56 (dd, J = 8.4, 2.0 Hz, 1H), 7.03 (d, J = 9.0 Hz, 2H), 6.75 (d, J = 8.4 Hz, 1H), 5.80 (s, 2H), 3.83 (s, 3H), 3.75 (s, 3H). MS: (CALC.) 300.1 ; (obt. ) 301.1 (MH) +.

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, Methyl 3,4-diaminobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; METHYLGENE, INC.; WO2005/30704; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics