Tag: M.W=300-400

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. 446292-07-5, name is (R)-2-(2-Hydroxy-3-((4-(3-oxomorpholino)phenyl)amino)propyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C21H21N3O5

100 g (R)-2-(2-hydroxy-3-(4-(3-oxo-morpholino) phenyl amino) propyl) isoindoline-i ,3-dione of Formula (F) and MDC (i000 ml) were added to REF at 25 C. to 35 C. and heated to 40 C. to 45 C. Further, 6i g N,N-Carbonyl diimidazole (CDI) and 0.5 g DMAP were added and stirred for 3-4 hours. Excess MDC was evaporated under, reduced pressure. The reaction mass was cooled to 25 C. to 35 C. followed by addition of dilute HC1 solution and stirred for i hour and finally filtered and washed with 2×200 ml water to afford title compound as (S)-2-((2-oxo-3-(4-(3-oxo-mor- pholino)phenyl)oxazolidin-5-yl)methyl)isoindoline- i ,3-di- one of Formula (I).Excess MDC was evaporated under, reduced pressure. The reaction mass was cooled to 25 C. to 35 C. followed by addition of dilute HCl solution and stirred for 1 hour and finally filtered and washed with 2*200 ml water to afford title compound as (S)-2-((2-oxo-3-(4-(3-oxo-morpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione of Formula (I).

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 446292-07-5.

Reference:
Patent; CADILA HEALTHCARE LIMITED; Dwivedi, Shriprakash Dhar; Prasad, Ashok; Pal, Daya Ram; Sharma, Mukul Hari Prasad; Jain, Kuldeep Natwarlal; Patel, Naitik Bharatbhai; US2014/378682; (2014); A1;,
Indoline – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 350797-56-7, name is 3-(7-Cyano-5-(2-nitropropyl)indolin-1-yl)propyl benzoate, 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 350797-56-7, HPLC of Formula: C22H23N3O4

Procedure-2: To a stirring solution of 3-(7-Cyano-5-(2-nitropropyl)-indolin-l-yl)- propyl benzoate of Formula XII (10 g, 25.4mmol) in methanol (50 ml) was added con. HC1 (10 ml) followed by Zn (3.35 g, 50.08mmol). The mixture was heated to 60-65 C for 20 h. After completion of the reaction, the mixture was filtered and the residue was washed with Methanol (5 ml). The filtrate was concentrated under vacuum and the residue was dissolved in water and washed with isopropyl ether (2×20 ml). The MDC (80 ml) was added to the aqueous layer and basified the mixture by adding aqueous 20% NaOH solution. The obtained solid slurry mass was filtered and both the layers were separated from the filtrate. The organic layer was washed twice with water (2 x 100 ml) and concentrated under vacuum to get 8.5 g of 3-(5-(2-aminopropyl)-7- cyanoindolin-l-yl)propyl benzoate of Formula XII as a thick mass (HPLC purity is -abo-ve-95-%).

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, 3-(7-Cyano-5-(2-nitropropyl)indolin-1-yl)propyl benzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PANACEA BIOTEC LTD; JAIN, Rajesh; RAO, Jagadeeshwar R; RAO, Siripragada Mahender; WO2012/131710; (2012); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 88150-75-8, The chemical industry reduces the impact on the environment during synthesis 88150-75-8, name is Ethyl 4-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)-3-oxobutanoate, I believe this compound will play a more active role in future production and life.

Stage-1: Preparation of Phthalimido amlodipine:2-chlorobenzaldehyde (27 g) and methyl 3-amino crotonate (64.8 g) are added to the suspension of 4-[2-(Phthalimido) ethoxy] acetoacetate (60 g) in iso-propanol (300 ml). Temperature of the reaction mass is raised and maintained for 21 hrs at reflux temperature. Distilled off the solvent under vacuum at temperature below 75C. Washed the residue with n-Hexane and again removed the low volatiles under vacuum to get residue. Acetic acid (300 ml) is added to the residue, mixed for 22 hrs at room temperature. Crystallized Phthaliimido amlodipine is filtered and washed the wet cake with acetic acid and n-Hexane. The wet cake is again mixed with methanol (150 ml) at room temperature for about 30 min, filtered and dried at 55C – 60C till constant weight.Dry wt of the phthalimido Amlodipine crude is 26 g (Yield: 31.7%).

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, Ethyl 4-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)-3-oxobutanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MATRIX LABORATORIES LTD; WO2006/3672; (2006); A1;,
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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. 356068-93-4, name is (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: indolines-derivatives

To a stirred solution of compound 109 (0.5 g, 1.67 mmol) in DMF( 40 mL) at O0C was added etaOBt (0.34 g, 2.5 mmol), triethylamine (0.94 mL, 6.68 mmol), ECDI etaC1 (0.48 g, 2.5 mmol) and compound 303 (0.44 g, 2.0 mmol) successively. The mixture was stirred overnight at room temperature, evaporated, diluted with water (50 mL), brine (50 mL) and saturated aqueous sodium bicarbonate(50 mL). The peta of solution was adjusted to 11-12 with 1OM NaOH. The mixture was filtered, washed with water, dried to obtain desired product 304 as a yellow solid (630 mg, 75%). LCMS: 504 [M+l]+, 1H NMR (DMSO-J6): delta 2.39 (s, 3H), 2.41 (s, 3H), 3.59 (m, 2H), 3.69 (s, 3H), 4.15 (t, J= 4.5 Hz, 2H), 6.45 (d, IH), 6.94 (m, 4H), 7.65 (m, 6H), 10.87 (s, IH), 13.66 (s, IH).

The synthetic route of 356068-93-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CURIS, INC.; WO2008/33747; (2008); A2;,
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. 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

A suspension of 2-(10-bromodecyl)isoindoline-1,3-dione (190-1) (366 mg, 1 mmol) and thiourea (190-2) (76.1 mg, 1 mmol) in EtOH (1 mL) were heated to 70 C in a glass vial under nitrogen for 3 hours. The solvent was removed and the white solid triturated with ether, filtered, and washed with additional ether to give 2-(10-(1,3-dioxoisoindolin-2-yl)decyl)isothiouronium bromide (190-3) (235 mg, 0.5311 mmol, 53.1 %) as a white powder. LC/MS (ES+): m/z 326.8 [M + H]+

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

Reference:
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; FITZGERALD, Mark, E.; MICHAEL, Ryan, E.; (790 pag.)WO2017/197056; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. Recommanded Product: 356068-93-4

EXAMPLE 4: Preparation of 7V-(5-(hvdroxycarbamoyl)pentyl)5-((Z)-(5-fluoro- 2- oxoindolin-3-ylidene)methyl)-2,4-dimethyl-lH-pyrrole-3- carboxamide (compound 4) Step 4a. Methyl 6-(5-((Z)-(5-fluoro-2-oxoindolin-3-ylidene)methyl) -2,4- dimethyl- lH-pyrrole-3-carboxamido)hexanoate(compound 110-4) To a stirred solution of compound 1 (0.5 g, 1.67 mmol) in DMF (35 mL) at room temperature was added etaOBt (1.02 g, 7.52 mmol), triethylamine (2.12 mL, 15.03 mmol), ECDIetaC1 (1.44 g, 1.52 mmol) and methyl 6-aminohexanate hydrochloride^.91 g, 5.0 mmol) successively. The mixture was stirred for 24 h at room temperature and then was diluted with water (20 mL), brine (20 mL) and saturated bicarbonate solution (20 mL) and the peta of solution was adjusted to 11-12 with 10 M NaOH. The mixture was filtrated and the resulting solid was washed with water and dried to obtain crude yellow solid product 110-4 (0.47 g, 65.8%). LCMS: m/z 428(M+1), 1H NMR(DMSO-^6) deltal.33 (m, 2H), 1.54 (m, 4H), 2.32 (t, 2H), 2.42(s, 3H), 2.50(s, 3H), 3.20( t, 2H), 3.59 (s, 3H), 6.85 (m, 2H), 7.60 (t, IH), 7.69 (s, IH), 7.71 (m, IH), 10.88 (s, IH), 13.67 (s, IH).

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; CURIS, INC.; WO2008/33743; (2008); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 446292-07-5, name is (R)-2-(2-Hydroxy-3-((4-(3-oxomorpholino)phenyl)amino)propyl)isoindoline-1,3-dione, 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. Formula: C21H21N3O5

2641 g of 2-((2R)-2-hydroxy-3-{[4-(3-oxo-4-morpholinyl)phenyl]amino}propyl)-1H-isoindole-1,3(2H)-dione (V) are suspended in 22 l of toluene and, at 19 C., 1300 g of N,N-carbonyl-diimidazole are added. The reaction mixture is subsequently heated under reflux for one hour and then, at 60 C., 4.5 l of ethanol are added. After cooling to 25 to 30 C., the precipitated reaction product is filtered off with suction, washed with ethanol and then dried. Yield: 2756 g; equivalent to 97.9% of theory. Melting point: 220.5 C.

The synthetic route of (R)-2-(2-Hydroxy-3-((4-(3-oxomorpholino)phenyl)amino)propyl)isoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer HealthCare AG; US2005/182055; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Some common heterocyclic compound, 35197-64-9, name is 2-Bromo-4-(1,3-dioxoisoindolin-2-yl)butanoic acid, molecular formula is C12H10BrNO4, 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. Product Details of 35197-64-9

Example 373 (BVT056664); 2-{2-[2-(bicyclo [2.2. 1] hept-5-en-2-ylamino)-4-oxo-4, 5-dihydro-1, 3-thiazol-5-yl] ethyl}- I H-isoindole-1, 3 (2H)-dione; 2-bromo-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butanoic acid (0.204 g, 0.654 mmol) and N-bicyclo [2.2. 1] hept-5-en-2-ylthiourea (0.112 g, 0.666 mmol) were dissolved in acetone (15 ml) and heated to reflux for 8h. The reaction mixture was allowed to cool to room temperature. NaHCO3 (sat. solution) was added and extraction with DCM was performed. The organic phase was concentrated in vacuum to give the crude product (0.269 g) of which 10 mg was purified using preparative LC-MS (System C, 20-80% MeCN). 7mg, yield ‘H NMR (270 MHz, CHLOROFORM-D) 1.65-1. 84 (m, 4 H) 2.16-2. 37 (m, 1 H) 2.57-2. 73 (m, 1 H) 2.99-3. 11 (m, 2 H) 3.37 (t, J=4. 58 Hz, 1 H) 3.73-3. 88 (m, 1 H) 3.96-4. 12 (m, 1 H) 4.20 (dd, J=10. 27,3. 59 Hz, 1 H) 6.03-6. 10 (m, 1 H) 6.29 (dd, J=5. 69,2. 97 Hz, 1 H) 7.73- 7.81 (m, 2 H) 7.81-7. 91 (m, 2 H) MS (ESI+) for C2oHi9N303S/ 382 (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 35197-64-9, its application will become more common.

Reference:
Patent; BIOVITRUM AB; WO2005/75471; (2005); A2;,
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. 1168150-46-6, name is (E)-Methyl 3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of (E)-Methyl 3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate

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.

According to the analysis of related databases, 1168150-46-6, the application of this compound in the production field has become more and more popular.

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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Electric Literature of 35197-64-9, 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. 35197-64-9, name is 2-Bromo-4-(1,3-dioxoisoindolin-2-yl)butanoic acid, This compound has unique chemical properties. The synthetic route is as follows.

3-(3-chlorophenyl)-2-mercapto-8-methylquinazolin-4(3H)-one (1-3) was prepared as described before . 3-(3-chlorophenyl)-2-mercapto-8-methylquinazolin-4(3H)-one (1-3,211 mg, 0.70 mmol, 1.0 equiv), 2-bromo-4-(l ,3-dioxo-l,3-dihydro-2H-isoindol-2-yl)butanoic acid (3-4, 284 mg, 0.91 ramol, 1.3 equiv.), and triethyl amine (588 muL, 4.2 mmol, 6 equiv.) were dissolved in anhydrous DMF (1 mL) and stirred at 75 0C. When LCMS indicated the reaction was complete, the crude reaction mixture was partitioned between ethyl acetate and 0.1 M HCl, the aqueous phase drained and the organic layer washed twice more with 0.1 M HCl followed by brine to yield the product (3-5). LRMS m/z (M+H) 533.8 found, 533.1 required.

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-4-(1,3-dioxoisoindolin-2-yl)butanoic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK & CO., INC.; WO2009/102537; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem