Tag: M.W=300-400

Related Products of 446292-07-5, The chemical industry reduces the impact on the environment during synthesis 446292-07-5, name is (R)-2-(2-Hydroxy-3-((4-(3-oxomorpholino)phenyl)amino)propyl)isoindoline-1,3-dione, I believe this compound will play a more active role in future production and life.

200 ml of THF were added to 15.5 g of 2-((2 ?)-2-hydroxy-3-{[4-(3-oxomorpholin-4- yl)phenyl]amino}propyl)- l H-isoindol- l ,3(2H)-dione (14, 0.0392 mol), 19.0 g of Iota , Gamma- carbonyldiimidazole (0.1 176 mol) and 0.05 g of 4-dimethylamino)pyridine. The suspension was stirred and heated to boiling. After ca. 20 minutes from the beginning of boiling the suspension got dissolved, and conversely, after another 5 minutes of boiling a solid substance was formed. Then, the mixture was boiled for another 15 minutes and after that cooled to ca. 40C, which was followed by filtration, washing of the cake with THF (25 ml) and drying. 17.8 of an off-white powder that first melts at 165-175C, then re-crystallizes and melts again at 215 to 217C was obtained. According to HPLC the isolated product was a mixture of 39.6% of the compound (15) and 60.4% of the compound (16), see Fig. 2.

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, (R)-2-(2-Hydroxy-3-((4-(3-oxomorpholino)phenyl)amino)propyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ZENTIVA, K.S.; HALAMA, Ales; KRULIS, Radim; BRICHAC, Jiri; WO2013/120464; (2013); 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. 17702-83-9, name is 2-(8-Bromooctyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C16H20BrNO2

General procedure: 2-(omega-Bromoalkyl)-isoindoline-1,3-dione (1 equiv) with N-methylbenzylamine (1 equiv) or its substituted analog in the presence of K2CO3 (3 equiv) was stirred in acetonitrile under reflux for 16 h. Once the reaction was finished, the solvent was evaporated under vacuum, producing a residue that was further dissolved in 50 mL of 5 M NaOH and extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (dichloromethane to dichloromethane/methanol 98:2), yielding a yellow oil. The final product was obtained in the form of hydrochloride salt. The following compounds were obtained.

The synthetic route of 17702-83-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guzior, Natalia; Bajda, Marek; Rakoczy, Jurand; Brus, Boris; Gobec, Stanislav; Malawska, Barbara; Bioorganic and Medicinal Chemistry; vol. 23; 7; (2015); p. 1629 – 1637;,
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Related Products of 446292-07-5, 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. 446292-07-5, name is (R)-2-(2-Hydroxy-3-((4-(3-oxomorpholino)phenyl)amino)propyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Add 18.30 g of the white solid, 30.01 g of N, N-carbonyldiimidazole, and 220 ml of tetrahydrofuran to a 500 ml three-necked flask, heat to reflux, and reflux for 4 h. The system was cooled to room temperature, filtered, the solid was washed with 20 ml of tetrahydrofuran, and dried at 60 C. for 8 h to obtain 17.55 g of off-white solid with a yield of 90.0%.

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, (R)-2-(2-Hydroxy-3-((4-(3-oxomorpholino)phenyl)amino)propyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hunan Jiu Dian Pharmaceutical Co., Ltd.; Guo Zhe; Lu Guoyan; Tan Wen; Xiao Wending; (13 pag.)CN110818700; (2020); A;,
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Related Products of 356068-93-4, 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 356068-93-4 as follows.

To a stirred solution of compound 109 (0.2 g, 0.67 mmol) in DMF(30 mL) at O0C was added etaOBt (0.136 g, 1.0 mmol), triethylamine (0.24 mL, 1.67 mmol), ECDI etaC1 (0.192 g, 1.0 mmol) and benzene- 1,2-diamine (0.2 g, 2.0 mmol) successively. The mixture was stirred for 72 h at room temperature, diluted with water (20 mL), brine (20 mL) and saturated aqueous sodium bicarbonate (20 mL). The peta of solution was adjusted to 11-12 with 1OM NaOH. The mixture was filtered, washed with water, dried to obtain the product 10 as a yellow solid (0.13 g, 50.03%). LCMS: 391 [M+l]+, 1H NMR (DMSO-J6): delta 4.83 (s, 2eta), 6.58 (t, J= 7.2 Hz, IH), 6.78 (d, IH), 6.84 (m, IH), 6.92 (t, J= 7.8 Hz, 2H), 7.25 (d, IH), 7.74 (m,2H), 9.00 (s, IH), 10.90 (d, IH) ,13.75 (s, IH), 1H NMR (DMSO-D2O) ^ 2.41 (s, 3H),2.44 (s, 3H), 6.62 (t, J= 7.4 Hz, IH), 6.78 (d, IH), 6.89 ( m, IH), 6.95 (m, 2H), 7.19 (d, IH), 7.67 (m, 2H).

According to the analysis of related databases, 356068-93-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CURIS, INC.; WO2008/33747; (2008); A2;,
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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. 24566-80-1, name is 2-(10-Bromodecyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-(10-Bromodecyl)isoindoline-1,3-dione

Preparation of Compound 2, Sodium Salt; [0049] Into a 3-necked, 250 mL round-bottom flask were measured 9.0 g (131 mmol) sodium nitrate, 15.0 g (14 mmol) of 10-bromodecyl phthalimide and 150 mL DMSO. The reaction mixture was stirred at room temperature for about 20 minutes, at which time 24.36 mL (426 mmol) of glacial acetic acid were added dropwise over 10 minutes. The reaction mixture was stirred and heated to 65 C. for about 2 hours, then cooled to room temperature and stirred overnight. The reaction mixture was poured into 200 mL of ethyl acetate. The organic phase was washed with two 100-mL portions of 0.5 N aqueous sulfuric acid, then was extracted with two 100 mL portions of 2 NaOH. The aqueous phase was cooled to 0 C., then acidified to pH=4 with 2N HCl. The resulting solids were collected by filtration, and recrystallized from ethanol:acetone:water (about 1:1:1).

The synthetic route of 24566-80-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gschneidner, David; Leone-Bay, Andrea; Wang, Eric; Freeman, John J.; O’Toole, Doris C.; Shields, Lynn; US2003/216589; (2003); A1;,
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Application of 1168150-46-6, A common heterocyclic compound, 1168150-46-6, name is (E)-Methyl 3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate, molecular formula is C18H15NO4, 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 mixture of intermediate (3a, 3b, 6a, 6b, 10a, 10b, 11a-d, and14a-g, 1.5 mmol) and methyl (E)-3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate (1.5 mmol) in methanol (10 mL) wasstirred under reflux for 5-10 h. When TLC showed the completionof the reaction, the solution was cooled to room temperature. Theprecipitate was filtered off to give a crude product, which wasrecrystallized from methanol to provide the target compounds. 4.1.12.1. Methyl (Z)-3-(((2-((dimethylamino)methyl)benzo[d]oxazol-6-yl)amino)(phenyl)methylene)-2-oxoindoline-6-carboxylate (A1).Yellow solid. Yield: 42%. Mp: 298.2-301.7 C. 1H NMR (400 MHz,DMSO-d6)delta 12.18 (s, 1H, NH), 10.92 (s, 1H, NH), 7.63e7.54 (m, 3H,ArH), 7.48 (dd, J = 7.7, 1.4 Hz, 2H, ArH), 7.41 (d, J= 1.3 Hz, 1H, ArH),7.18 (dd, J = 8.2, 1.5 Hz, 1H, ArH), 6.67 (d, J= 8.3 Hz, 1H, ArH), 6.41(dd, J= 8.4, 2.4 Hz, 1H, ArH), 6.27 (d, J = 2.4 Hz, 1H, ArH), 5.78 (d,J = 8.2 Hz, 1H, ArH), 4.66 (s, 2H, CH2), 3.76 (s, 3H, OCH3), 2.95 (s, 6H,CH3). 13C NMR (101 MHz, DMSO-d6)delta 170.60, 166.93, 159.24, 156.11,144.40, 136.30, 133.69, 132.77, 132.51, 130.74, 129.86, 129.67, 128.80,123.94, 123.38, 121.84, 117.91, 117.36, 110.33, 109.83, 96.95, 60.48,56.49, 52.21. HRMS (ESI) for C27H24N4O4 [M+H]+, calcd: 469.1870,found: 469.1873.

The synthetic route of 1168150-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Qin, Mingze; Tian, Ye; Sun, Xiaoqing; Yu, Simiao; Xia, Juanjuan; Gong, Ping; Zhang, Haotian; Zhao, Yanfang; European Journal of Medicinal Chemistry; vol. 139; (2017); p. 492 – 502;,
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Synthetic Route of 17702-83-9,Some common heterocyclic compound, 17702-83-9, name is 2-(8-Bromooctyl)isoindoline-1,3-dione, molecular formula is C16H20BrNO2, 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: 2-(omega-Bromoalkyl)-isoindoline-1,3-dione (1 equiv) with N-methylbenzylamine (1 equiv) or its substituted analog in the presence of K2CO3 (3 equiv) was stirred in acetonitrile under reflux for 16 h. Once the reaction was finished, the solvent was evaporated under vacuum, producing a residue that was further dissolved in 50 mL of 5 M NaOH and extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (dichloromethane to dichloromethane/methanol 98:2), yielding a yellow oil. The final product was obtained in the form of hydrochloride salt. The following compounds were obtained.

The synthetic route of 17702-83-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guzior, Natalia; Bajda, Marek; Rakoczy, Jurand; Brus, Boris; Gobec, Stanislav; Malawska, Barbara; Bioorganic and Medicinal Chemistry; vol. 23; 7; (2015); p. 1629 – 1637;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 356068-93-4, name is (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid, A new synthetic method of this compound is introduced below., Quality Control of (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

Step 5c. (Z)-Methyl 4-(2-(5-((5-fluoro-2-oxoindolin-3-ylidene)methyl)-2,4- dimethyl-lH- pyrrole-3-carboxamido)ethoxy)benzoate (Compound 203)To a stirred solution of compound 109 (0.5 g, 1.67 mmol) in TetaF (150 mL) at00C was added etaOBt (0.34 g, 2.8 mmol), triethylamine (0.6 mL, 4.18 mmol),ECDI-etaC1 (0.48 g, 2.8 mmol) and compound 202 (0.6 g, 3.33 mmol) successively. The mixture was stirred overnight at room temperature, evaporated to remove solvent, diluted with water (50 mL), brine (50 mL) and saturated sodium bicarbonate solution (50 mL). The peta of solution was adjusted to 11-12 with 1OM NaOH. The mixture was filtered, washed with water, dried to obtain crude yellow solid 203 (550 mg, 69%). LCMS: 478 [M+lf, 1H NMR (DMSCM6): delta 2.40 (s, 3H), 2.43 (s, 3H), 3.63 (m, 2H),3.82 (s, 3H), 4.20 (t,2H), 6.92 (m, 2H), 7.07 (d, 2H), 7.70 (m, 2H), 7.84(s, 1H),7 .91 (d, 2H), 10.88 (s, IH), 13.68 (s, IH).

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; CURIS, INC.; WO2008/33743; (2008); A1;,
Indoline – Wikipedia,
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Some common heterocyclic compound, 356068-93-4, name is (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid, molecular formula is C16H13FN2O3, 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. Formula: C16H13FN2O3

Example 6 Preparation of 3-{5-[5-fluoro-2-oxo-1 ,2-dihydro-indol-(3Z)-ylidenemethyl]- 2,4-dimethyl-1 H-pyrrole-3-carbonyl}amino-propionic acid methyl ester. 5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-carbox- ylic acid (300 mg, 1 mmol) and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethyllaminopropyl)carbodiimide hydrochloride (384 mg, 2 mmol), hydroxybenzotriazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and beta-alanine methyl ester hydrochloride (168.6 mg, 1.2 mmol) were added. The mixture was stirred for 20 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give 2-{5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-car- bonyljamino-propionic acid methyl ester (333 mg, 87% yield) as a yellow solid. 1H NMR (DMSO-d6)delta2.39 (s, 3H, pyrrole-CH3), 2.41 (s, 3H, pyrrole-CH3), 2.58 (d, J= 8.0 Hz, 2H, CH2CO), 3.50 (m, 2H, NCH2), 3.63 (s, 3H, COOCH3), 6.84 (dd, J= 4.0 and 8.0 Hz, 1H, Ar-H), 6.92 (td, J= 4.0 and 8.0 Hz, 1H, Ar-H), 7.70 (s, 1H, vinyl-H), 7.67 (t, J= 4.0Hz, 1H, CONH), 7.75 (dd, J= 4.0 and 8.0 Hz, 1H1 Ar-H), 10.88 (s, 1 H, indolinone-NH), 13.66 (s, 1H, pyrrole-NH). LC-MS (m/z) 386 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 356068-93-4, its application will become more common.

Reference:
Patent; SHENZEN CHIPSCREEN BIOSCIENCE, LTD.; WO2009/14941; (2009); A1;,
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Electric Literature of 35197-64-9, 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. 35197-64-9, name is 2-Bromo-4-(1,3-dioxoisoindolin-2-yl)butanoic acid belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In this work, previously reported N-benzyl-2-bromo-4-(1,3-dioxoisoindolin-2-yl)butanamide derivatives (25a-e) [44] were obtained by activating the carboxylic acid group of 24 (1 eqv) by using n-propanephosphonic acid anhydride (T3P, 50% in EtOAc, 1 eqv). The reaction was carried out under argon atmosphere for 2hat 0C in dry methylene chloride. Then, distilled triethylamine (1.2 eqv) and the appropriate N-benzylamine (1.1 eqv) were added to the reaction mixture [57]. The reaction was continued at room temperature for 12h. The products were purified by column chromatography over silica gel (DCM/acetone=9:1) to yield 25a-e as a white solid.

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, 2-Bromo-4-(1,3-dioxoisoindolin-2-yl)butanoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; ?mudzki, Pawe?; Fija?kowski, ?ukasz; Furga?a, Anna; Gryz?o, Beata; Hoefner, Georg C.; Kulig, Katarzyna; Malawska, Barbara; Malawska, Katarzyna; Nowaczyk, Alicja; Podkowa, Adrian; Rapacz, Anna; Sa?at, Kinga; Wanner, Klaus T.; Zar?ba, Paula; European Journal of Medicinal Chemistry; vol. 188; (2020);,
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