Tag: M.W=200-300

Related Products of 201940-08-1,Some common heterocyclic compound, 201940-08-1, name is tert-Butyl 5-bromoisoindoline-2-carboxylate, molecular formula is C13H16BrNO2, 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 suspension of tert-butyl 5-bromo-2-(tert-butoxycarbonyl)isoindoline (1.2 g, 4 mmol) and bis(pinacolato)diboron (2 g, 8 mmol) in DMSO (20 mL) was added AcOK (1.6 g, 16 mmol), followed by Pd(dppf)Cl2-CH2Cl2 (327 mg, 0.4 mmol) under N2 atmosphere. The reaction was heated at 90 C for 12 h, then cooled to rt and poured into EtOAc/H20 (300 mL/100 mL). The separatedorganic phase was washed with brine (100 mL), dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v) =20/1) to give the title compound as yellow oil (1 g, 73%). MS (ESI, pos. ion) m/z: 290.2 [M-56+l ; NMR (400 MHz, CDC13) delta (ppm): 7.68-7.74 (m, 2H), 7.23-7.30 (m, 1H), 4.64-4.70 (m, 4H), 1.53 (s, 9H), 1.36 (s, 12H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 5-bromoisoindoline-2-carboxylate, its application will become more common.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD; XI, Ning; WANG, Ruyong; WANG, Liang; WO2014/89324; (2014); 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. 15362-40-0, name is 1-(2,6-Dichlorophenyl)-2-indolinone, A new synthetic method of this compound is introduced below., name: 1-(2,6-Dichlorophenyl)-2-indolinone

Example 1Step a) of preparation of sodium diclofenacIn a four-necked glass flask the following ingredients were charged:- 1 -(2,6-dichlorophenyl)-2-indolinone g 592 (M.W. 278.13 moles: 2.128)- Water cc 2368- Sodium hydrosulfite g 40- Sodium hydroxide 30 % g 851 (M.W.: 40; moles: 6.38)The mixture was refluxed for 6 hours, then cooled to 35 – 37 C. The precipitate was filtered on buchner funnel, then washed with water (cc 1600) preheated to 35- 37 C. Wet 1016 grams of sodium diclofenac were obtained corresponding to dry 625 grams (Theor. g 677.1 )

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; COSMA S.P.A.; IBSA INSTITUT BIOCHIMIQUE S.A.; AVOGADRI, Alvaro; LUSSANA, Massimiliano; PIZZATTI, Enrica; BARETTI, Sergio; WO2010/69397; (2010); A1;,
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Electric Literature of 193354-13-1,Some common heterocyclic compound, 193354-13-1, name is 5-Iodoindolin-2-one, molecular formula is C8H6INO, 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 1. Synthesis of 5-Methoxycarbonyl-2-oxindole. 5-Iodo-2-oxindole (17 g) was refluxed with 2 g of palladium diacetate, 18.15 g of triethylamine, 150 mL of methanol, 15 mL of dimethylsulfoxide and 2.6 g of DPPP in an atmosphere saturated with carbon monoxide. After 24 hours, the reaction was filtered to remove the catalyst and the filtrate concentrated. The concentrate was chromatographed on a silica gel in 30% ethyl acetate in hexane. The fractions containing product were concentrated and allowed to stand. The precipitated product was collected by vacuum filtration to give 0.8 g (7%) of the title compound as an off-white solid.

The synthetic route of 193354-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sugen, Inc.; US6147106; (2000); A;,
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Adding a certain compound to certain chemical reactions, such as: 1677-48-1, name is 5,6-Dichloroindoline-2,3-dione, belongs to indolines-derivatives 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 1677-48-1, category: indolines-derivatives

General procedure: A mixture of 4-(chlorobenzyloxy)benzoylhydrazines (0.01 mol) and 4,5-dichloroindolin-2,3-diones (0.01 mol) in ethanol (70 ml) containing 3-4 drops of glacial acetic acid was refluxed for 1-2 hr and left overnight at room temperature. The solid product so obtained was filtered, washed with methanol and recrystallised from aq. DMF. Compounds 1b-5b were synthesized using same method and gave satisfactory analysis for C, H and N.

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; Harrison, Darwin Anil; Rastogi, Nisheeth; Rahman, Masihur; Indian Journal of Heterocyclic Chemistry; vol. 23; 4; (2014); p. 411 – 418;,
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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. 264916-06-5, name is tert-Butyl 5-aminoisoindoline-2-carboxylate, A new synthetic method of this compound is introduced below., Quality Control of tert-Butyl 5-aminoisoindoline-2-carboxylate

tert-Butyl 5-aminoisoindoline-2-carboxylate (200 mg, 0.854 mmol),3,4-dimethoxyphenylboronic acid (155 mg, 0.854 mmol) and monohydrate glycolic acid (63 mg, 0.854 mmol) were dissolved in acetonitrile/DMF (2 mL each). The reaction was heated at 110 0C for 10 min. in a microwave. The reaction was concentrated to an oil and purified with preparatory HPLC to yield 12A (309 mg, 0.721 mmol) in 84% yield. 1H NMR (400 MHz, CDCl3) delta ppm 1.45 – 1.51 (m, 9 H) 3.84 – 3.88 (m, 6 H) 4.48 – 4.56 (m, 4 H) 4.99 (d, J=6.59 Hz, 1 H) 6.36 – 6.55 (m, 2 H). MS (ESI) m/z 429.4 (M+H).

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; BRISTOL-MYERS SQUIBB COMPANY; WO2008/79759; (2008); A1;,
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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. 868066-91-5, name is 5-Bromo-2-methylisoindolin-1-one, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 868066-91-5

5-Bromo-2-methylisoindolin-1-one synthesized in step 1 (Formula 5-2, 2.1 g, 9.20 mmol), potassium acetate (2.26 g, 23 mmol, 2.5 eq), Pd (dppf) Cl 2 -CH 2 Cl 2 (0.225 g, 0.28 mmol, 0.03 eq) and B 2 Pin 2 (2.34 g, 9.20 mmol, 1 eq) were dissolved in 1,4-dioxane (20 ml). The temperature was raised to 100 ¡ã C and the reaction mixture was stirred for 5 hours.After completion of the reaction, the mixture was extracted with dichloromethane. The organic layer was washed sequentially with H 2 O and brine, then dried over anhydrous MgSO 4,The solvent was removed under reduced pressure.Thereafter, the reaction mixture was separated and purified by MPLC (hexane / ethyl acetate; 70:30) to obtain the target compound (Formula 5-3).

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 868066-91-5.

Reference:
Patent; Dae Caliber Buk Peak Medical Industry Promotion Foundation; Establishment Am Center; Song Min-su; Im Chun-yeong; Park Ga-yeong; Go Eun-bi; Kang Ji-hui; Woo Seo-yeon; Kim Sung-hyeon; Hwang Hui-jong; Lee Eun-hye; Kim Hyo-ji; Kim Su-yeol; (155 pag.)KR2019/109007; (2019); 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. 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, A new synthetic method of this compound is introduced below., Formula: C9H6BrNO2

General procedure: To a stirred solution of the appropriate indolin-2,3-dione derivative1a-f (1 mmol) in absolute ethyl alcohol (10 mL), 4-(2-aminoethyl)benzenesulfonamide 2 (0.2 gm, 1 mmol) and catalyticamount of glacial acetic acid were added. After refluxing for 2 h, theformed precipitate was collected by filtration while hot, washedwith methanol, dried and crystallized from ethanol to furnishcompounds 3a-f with 62e75% yield.

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; Eldehna, Wagdy M.; Al-Ansary, Ghada H.; Bua, Silvia; Nocentini, Alessio; Gratteri, Paola; Altoukhy, Ayman; Ghabbour, Hazem; Ahmed, Hanaa Y.; Supuran, Claudiu T.; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 521 – 530;,
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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. 883-44-3, name is 2-(3-Hydroxypropyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C11H11NO3

Compound 330(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(((3-((5-(tert-butyl)-lH-benzo[d]imidazol- 2-yl)amino)propyI)amino)methyl)tetrahydrofuran-3,4-diolStep 1. Preparation of 3-(l,3-dioxoisoindolin-2-yl)propanal2-(3-hydroxypropyl)isoindoline-l,3-dione (414 mg, 2.0 mmol) and IBX (1.68 g, 6 mmol) were dissolved in EA (25 mL) and the reaction mixture was heated to reflux with stirring for 3 h. And then the mixture was filtrated and rinsed with EA (15 mL x 3), the filtrate was concentrated to afford the product (crude, 412 mg, yield: 100 %) as a yellow solid which was directly used for next step without further purification.

According to the analysis of related databases, 883-44-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EPIZYME, INC.; CHESWORTH, Richard; KUNTZ, Kevin, Wayne; OLHAVA, Edward, James; PATANE, Michael, A.; WO2012/82436; (2012); A2;,
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Adding a certain compound to certain chemical reactions, such as: 954-81-4, name is N-(5-Bromopentyl)phthalimide, belongs to indolines-derivatives 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 954-81-4, Safety of N-(5-Bromopentyl)phthalimide

60 g (0.302 mol) N-[(E)-4-pyridylmethyleneamino]aniline in 350 ml N,N-dimethyl5 formamide were stirred at 20C under argon atmosphere. The reaction mixture wascooled down -30C. 22 g (0.903 mol) sodium hydride was added slowly while keeping the reaction temperature below -25C. Afterwards, a solution of 121 g (0.452 mol) N-(5-bromopentyl)phthalimide in 500 ml N,N-dimethylformamide was added into the mixturedropwise within one hour. After the addition, the product mixture was warmed to 20Cand continued to stir for another 12 hours. Then, the reaction was quenched by adding20 ml water. Another 600 ml water were poured into the reaction mixture. The formedprecipitate was collected by filtration and washed with distilled water. The obtainedcrude product was used for the next step directly without further purification.Yield: 88 g (75%), yellow solid.ESI-MS m/z 412.2 [W].

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, N-(5-Bromopentyl)phthalimide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BASF SE; BACHMANN, Frank; CREMER, Christian; FROEHLING, Beate; MURPHY, Bryan Patrick; ZHANG, Guiru; TORGERSON, Peter Marte; (123 pag.)WO2016/146813; (2016); A1;,
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Reference of 104618-32-8, 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 104618-32-8 as follows.

To a solution of the title compound from above step A (1.5 g, 6.7 mmol) in ethanol (100 mL) was added ketone derivative (1.6 g, 6.7 mmol) in ethanol (50 mL). The reaction mixture was stirred for 5 h at room temperature. The solvent was removed to give the title compound as a solid (3.1, quantitative). The product was used in the next step without any purification.

According to the analysis of related databases, 104618-32-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AC Immune, S.A.; US2011/280808; (2011); A1;,
Indoline – Wikipedia,
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