Category: 337536-15-9

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 337536-15-9 as follows. Product Details of 337536-15-9

A suspension of Example 1C (2g, 9.43 mmol), 4-(4,4,5,5-tetramethyl-l,3,2-dioxa-borolan-2-yl)aniline (2.5g, 11.3 mmol), and Na2CO3 (2.2g, 20.8 mmol) in DME (68 mL) andwater (17 mL) was purged with nitrogen, treated with Pd(PPh3)4 (Ig, 0.9 mmol), and stirredat 90 C for 19 hours. The reaction mixture was cooled to room temperature, concentrated toone-third its original volume, diluted with ethyl acetate (30 mL) and water (20 mL), andfiltered. The filter cake was washed with water and ethyl acetate and dried to give 1.25g ofthe desired product.

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Reference:
Patent; ABBOTT LABORATORIES; WO2004/108672; (2004); A1;,
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name: 4-Bromoisoindolin-1-one,You could be based in a pharmaceutical company, working on developing and trialing new drugs; or in a public-sector research center, helping to ensure national healthcare provision keeps pace with new discoveries.

EXAMPLE 54A 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-isoindolinone A suspension of Example 1C (10.6 g, 50 mmol) and 4,4,5,5,4′,4′,5′,5′-octamethyl-[2,2′]bi[[1,3,2]dioxaborolanyl] (15.23 g, 60 mmol) in DMF (390 mL) was stirred until a clear yellow solution was obtained. The solution was then treated with potassium acetate (14.72 g, 150 mmol), degassed with nitrogen, treated with [1.1′-bis(diphenylphosphino)-ferrocene]dichloropalladium [II].CH2Cl2 (7 g, 8.5 mmol) and heated to 90 C. overnight. The reaction was cooled to room temperature and filtered through diatomaceous earth (Celite), and concentrated. The concentrate was partitioned between water and ethyl acetate and filtered through diatomaceous earth (Celite). The organic phase was dried (Na2SO4), filtered, and concentrated. The crude product was purified by silica gel chromatography eluding with 100% ethyl acetate and triturated from hexanes to give 4.56 g (35% yield) of the desired product. m.p.: 189-191 C.

This is the end of this tutorial post, and I hope it has helped your research about 337536-15-9.

Reference:
Patent; Curtin, Michael L.; Davidsen, Steven K.; Frey, Robin R.; Heyman, Howard R.; Holms, James H.; Michaelides, Michael; Steinman, Douglas H.; US2005/26976; (2005); A1;,
Indoline – Wikipedia,
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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. 337536-15-9, name is 4-Bromoisoindolin-1-one, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H6BrNO

A suspension of Example 1C (2g, 9.43 mmol), 4-(4,4,5,5-tetramethyl-l,3,2-dioxa-borolan-2-yl)aniline (2.5g, 11.3 mmol), and Na2CO3 (2.2g, 20.8 mmol) in DME (68 mL) andwater (17 mL) was purged with nitrogen, treated with Pd(PPh3)4 (Ig, 0.9 mmol), and stirredat 90 C for 19 hours. The reaction mixture was cooled to room temperature, concentrated toone-third its original volume, diluted with ethyl acetate (30 mL) and water (20 mL), andfiltered. The filter cake was washed with water and ethyl acetate and dried to give 1.25g ofthe desired product.

According to the analysis of related databases, 337536-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; WO2004/108672; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 337536-15-9, name is 4-Bromoisoindolin-1-one, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H6BrNO

A suspension of Example 1C (2g, 9.43 mmol), 4-(4,4,5,5-tetramethyl-l,3,2-dioxa-borolan-2-yl)aniline (2.5g, 11.3 mmol), and Na2CO3 (2.2g, 20.8 mmol) in DME (68 mL) andwater (17 mL) was purged with nitrogen, treated with Pd(PPh3)4 (Ig, 0.9 mmol), and stirredat 90 C for 19 hours. The reaction mixture was cooled to room temperature, concentrated toone-third its original volume, diluted with ethyl acetate (30 mL) and water (20 mL), andfiltered. The filter cake was washed with water and ethyl acetate and dried to give 1.25g ofthe desired product.

According to the analysis of related databases, 337536-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; WO2004/108672; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 337536-15-9,Some common heterocyclic compound, 337536-15-9, name is 4-Bromoisoindolin-1-one, molecular formula is C8H6BrNO, 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.

Bromoisoindolin-1-one (11.5 mg, 0.0542 mmol), N-(6-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan- 2-yl)naphthalen-2-yl)thiophene-3-carboxamide (43.3 mg, 0.114 mmol), Fibercat palladium catalyst (Johnson-Matthey, 21.0 mg), and K2CO3 (2 M in water, 0.1 ml, 0.2 mmol) were combined in a microwave reaction vessel and 1,4-dioxane (0.55 ml) was added. The reaction tube was sealed and heated in the microwave (CEM microwave) for 10 minutes at 50 Watts and 80 C. The reaction was cooled to room temperature, diluted with water (10 ml), and extracted with dichloromethane (6 x 5 ml). The organic extracts were combined, dried over sodium sulfate, filtered, and concentrated. The crude material was washed with 15:1 hexanes / EtOAc and then purified on HPLC (10% -> 95% MeCN / water with 0.1% TFA) to afford title compound (4.9 mg, 24%). MS (ESI pos. ion) m/z: 385 (M+H). Calc’d Exact Mass for C23Hi6N2O2S: 384.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromoisoindolin-1-one, its application will become more common.

Reference:
Patent; AMGEN INC.; WO2007/5668; (2007); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 337536-15-9, 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. 337536-15-9, name is 4-Bromoisoindolin-1-one, This compound has unique chemical properties. The synthetic route is as follows.

Example 10 4-{5-[3-chloro-5-(trifluoromethoxy)phenyl]-1-(pyridine-3-yl)-1H-pyrazole-3-yl}-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine-1-one Step 4 [0572] In four parallel procedures, four portions of 175 mg (0.42 mmol) of the product from step 3 are each dissolved in 5 ml dioxane and combined with 128 mg (0.50 mmol) of bis-pinakolato-diboron, 123 mg (1.26 mmol) potassium acetate and 21 mg (0.025 mmol) [1,1-bis-(diphenyl-phosphino)ferrocene]-dichloropalladium-dichloro-methane complex. Each reaction mixture is stirred in the microwave for 1 h at 120 C., cooled to RT, combined with 85 mg (0.50 mmol) of the compound from example 22A, 0.42 ml (2 N in water, 0.84 mmol) of a sodium carbonate solution and 17 mg (0.02 mmol) [1,1-bis-(diphenylphosphino)ferrocene]-dichloropalladium-dichloromethane complex and stirred for 2 h at 120 C. The reaction mixtures are combined. The suspension is diluted with acetonitrile, filtered through a Millipore filter and separated by preparative HPLC (solvent: acetonitrile/water gradient). Once the resulting solid has crystallized out of the acetonitrile, this produces 286 mg (36% of theoretical yield) of the title compound. Example 11 4-{5-[3-chloro-5-(trifluoromethoxy)phenyl]-1-(pyridine-3-yl)-1H-pyrazole-3-yl}-2,3-dihydro-1H-isoindole-1-one [0575] [0576] The synthesis of the title compound is performed starting from 100 mg (0.24 mmol) of the product from step 3 of the compound from example 10 in a manner analogous to step 4 of the synthesis of the compound from example 10. Instead of the compound from example 22A, 4-bromo-2,3-dihydroisoindole-1-on (61 mg, 0.29 mmol) is used. This produces 28 mg (24% of theoretical yield, 94% purity) of the title compound. [0577] 1H-NMR (400 MHz, DMSO-d6): delta=4.73 (s, 2H), 7.21 (s, 1H), 7.51-7.60 (m, 2H), 7.61-7.69 (m, 3H), 7.72 (d, 1H), 7.89 (d, 1H), 8.17 (d, 1H), 8.61-8.71 (m, 2H), 8.75 (s, 1H). [0578] LC-MS (Method 3): Rt=1.13 min; MS (ESIpos): m/z=471 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 4-Bromoisoindolin-1-one. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AICURIS GMBH & CO. KG; Wildum, Steffen; Klenke, Burkhard; Wendt, Astrid; US2015/203500; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 337536-15-9, name is 4-Bromoisoindolin-1-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 4-Bromoisoindolin-1-one

EXAMPLE 1D 4-(4-aminophenyl)-1-isoindolinone A suspension of Example 1C (2 g, 9.43 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxa-borolan-2-yl)aniline (2.5 g, 11.3 mmol), and Na2CO3 (2.2 g, 20.8 mmol) in DME (68 mL) and water (17 mL) was purged with nitrogen, treated with Pd(PPh3)4 (1 g, 0.9 mmol), and stirred at 90 C. for 19 hours. The reaction mixture was cooled to room temperature, concentrated to one-third its original volume, diluted with ethyl acetate (30 mL) and water (20 mL), and filtered. The filter cake was washed with water and ethyl acetate and dried to give 1.25 g of the desired product. MS (ESI(+)) m/e 225 (M+H)+.

The synthetic route of 337536-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Curtin, Michael L.; Davidsen, Steven K.; Frey, Robin R.; Heyman, Howard R.; Holms, James H.; Michaelides, Michael; Steinman, Douglas H.; US2005/26976; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 337536-15-9, These common heterocyclic compound, 337536-15-9, name is 4-Bromoisoindolin-1-one, 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 II obtained in Example 3 was dissolved in 2 L of THF. Cool down to 0 C, Sodium borohydride 2.5 eq was added in four batches. After the stirring is stable, Add boron trifluoride etherate 2.0 eq, The temperature was further raised to 70 C and refluxed for 8 hours. TLC tracking. Cool down to 0 C, The reaction was quenched by dropwise addition of methanol. Then add 6M hydrochloric acid, Adjust the pH to 3-4, The temperature was further raised to 70 C and refluxed for 8 hours. Cool to room temperature, filter, Mother liquor is concentrated, Get the product hydrochloride.

Statistics shows that 4-Bromoisoindolin-1-one is playing an increasingly important role. we look forward to future research findings about 337536-15-9.

Reference:
Patent; Nanjing Xiaozhuang College; Shanghai Weifenqi Pharmaceutical Technology Co., Ltd.; Zhu Yuan; Wu Longzhong; Li Jianxiang; Yuan Yanfen; (11 pag.)CN109678787; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 337536-15-9, name is 4-Bromoisoindolin-1-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 4-Bromoisoindolin-1-one

Step 1. A mixture of 2,4-dichloropyrimidine (116 mg, 0.78 mmol), 4-bromoisoindolin-l-one (150 mg, 0.71 mmol), K2CO3 (196 mg, 1.41 mmol) in DMF (3 mL) was degassed and purged with N2 three times, and then the mixture was stirred at 80C for 14 hours under an inert atmosphere. The resulting mixture was filtered and concentrated under reduced pressure. Purification by prep-TLC (Si02, petroleum ether/ethyl acetate = 3 : 1) provided 9 (80 mg) as a light yellow solid which was used directly in the next step without further purification.

The synthetic route of 337536-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NUMERATE, INC.; RAIMUNDO, Brian; KOLTUN, Elena S.; GRIFFIN, John; STANGELAND, Eric; (93 pag.)WO2018/49324; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Some common heterocyclic compound, 337536-15-9, name is 4-Bromoisoindolin-1-one, molecular formula is C8H6BrNO, 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. category: indolines-derivatives

Example 6 4-{5-[3-fluoro-5-(trifluoromethoxy)phenyl]-1-(pyridine-3-yl)-1H-pyrazole-3-yl}-2,3-dihydro-1H-pyrrolo[3,4-c]pyridine-1-one Step 4 [0553] In three parallel mixtures, each of three 100 mg (0.25 mmol) portions of the product from step 3 is dissolved in 5 ml dioxane in each case and each is combined with 76 mg (0.30 mmol) of bis-pinakolato-diboron, 73 mg (0.75 mmol) potassium acetate and 12 mg (0.017 mmol) [1,1-bis-(diphenyl-phosphino)ferrocene]-dichloropalladium dichloromethane complex. The reaction mixtures are stirred for 1 h in the microwave at 120 C. and cooled to RT, then combined with 50 mg (0.30 mmol) of the compound from example 22A, 250 mul (2 N in water, 0.50 mmol) sodium carbonate solution and 10 mg (0.013 mmol) [1,1-bis-(diphenylphosphino)ferrocene]-dichloropalladium dichloromethane complex and stirred for 2 h at 120 C. The reaction mixtures are combined. The suspension is diluted in a small amount of acetonitrile, filtered through a Millipore filter and separated by preparative HPLC (solvent: acetonitrile/water gradient). Once the resulting solid has crystallized out of the acetonitrile, this produces 174 mg (51% of theoretical yield) of the title compound. Example 7 4-{5-[3-fluoro-5-(trifluoromethoxy)phenyl]-1-(pyridine-3-yl)-1H-pyrazole-3-yl}-2,3-dihydro-1H-isoindole-1-one [0556] title compound is performed starting from 100 mg (0.25 mmol) of the product from step 3 of the compound from example 6 in a manner analogous to step 4 from example 6, whereby instead of the compound from example 22A, 4-bromo-2,3-dihydroisoindole-1-on (63 mg, 0.30 mmol) is used. This produces 64 mg (56% of theoretical yield) of the title compound. [0558] 1H-NMR (400 MHz, DMSO-d6): delta=4.73 (s, 2H), 7.12 (s, 1H), 7.43 (dt, 1H), 7.48-7.58 (m, 3H), 7.64 (t, 1H), 7.72 (d, 1H), 7.85-7.91 (m, 1H), 8.16 (d, 1H), 8.64 (d, 1H), 8.67 (d, 1H), 8.75 (s, 1H). [0559] LC-MS (Method 3): Rt=1.07 min; MS (ESIpos): m/z=455 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 337536-15-9, its application will become more common.

Reference:
Patent; AICURIS GMBH & CO. KG; Wildum, Steffen; Klenke, Burkhard; Wendt, Astrid; US2015/203500; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem