Category: 150544-04-0

Synthetic Route of 150544-04-0, 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. 150544-04-0, name is 6-Aminoindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2,4-dichloro-5-trifluoromethylpyrimidine (3.51 g; 16.2 mmol) in THF (100 mL) was added a solution of ZnCl2 (1M in ether; 16.2 mL). After 15 minutes 6-aminooxindole (2 g; 13.5 mmol) was added in small portions, followed by the dropwise addition of Et3N (1.63 g; 16.2 mmol) in 10 mL of THF. The reaction was then stirred at RT overnight. Following removal of the solvent under reduced pressure, the crude reaction was triturated from methanol and the product filtered off as a yellow solid 2.2 g (50percent yield). 1H NMR (DMSO-d6, 400 MHz) delta 3.40 (s, 2H), 7.13 (d, J=8.3 Hz, 2H), 7.20 (d, J=7.9 Hz; 1H), 7.27 (br s, 1H), 8.75 (s, 1H), 10.41 (s, 1H), 10.62 (s, 1H); HPLC ret. time: 5.933 min. LRMS (M+) 329.1, 331.0.

The chemical industry reduces the impact on the environment during synthesis 6-Aminoindolin-2-one. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Pfizer Inc.; US2005/256125; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 150544-04-0, A common heterocyclic compound, 150544-04-0, name is 6-Aminoindolin-2-one, molecular formula is C8H8N2O, 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.

A mixture of above compound (2 g) and ethyl 1,3-dioxobenzo[c]azolidine-2-carboxylate (1.1 eq) in THF was refluxed overnight. The reaction was cooled and the precipitate was filtered. The gray solid (2 g) was heated with acetic anhydride (2 eq) in acetic acid (40 ml) at 115° C. overnight. The solvent was evaporated and the product was triturated with 50percent EtOAc/Hexane and filtered to give 1-acetyl-6-(1,3-dioxobenzo[c]-azolidin-2-yl)-2-oxoindoline as a dark gray solid.

The synthetic route of 150544-04-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chen, Guoqing P.; US2004/259916; (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. 150544-04-0, name is 6-Aminoindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 150544-04-0

To 6-aminoindolin-2-one (30 mg, 0.202 mmol) in THF (1 mL) was added acetic anhydride (19 uL, 0.202 mmol). After 2 hrs the product was precipitated with ether, filtered and dried to give 25 mg, 66percent of a white solid. 1H NMR (400 MHz, CD3OD) delta 7.41 (s, IH), 7.16 (d, J = 7.0 Hz, IH), 7.00 (d, J = 8.0 Hz, IH), 3.49 (s, 2H), 2.12 (s, 3H); MS ESI 191.0 [M + H]+, calcd for [C10H10N2O2 + H]+ 191.08.

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 150544-04-0.

Reference:
Patent; UNIVERSITY HEALTH NETWORK; WO2009/79767; (2009); 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. 150544-04-0, name is 6-Aminoindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., Safety of 6-Aminoindolin-2-one

6-(Morpholin-4-yl)-2-oxindole 6-Amino-2-oxindole (2.2 g), 4.0 g 2,2′-dibromoethyl ether and 7.9 g sodium carbonate were refluxed in 20 ml ethanol overnight, concentrated and diluted with 50 ml of water. The mixture was extracted three times with 50 ml of ethyl acetate and the organic extracts combined, washed with 20 ml of brine, dried over anhydrous sodium sulfate and concentrated to dryness. The solid was chromatographed on a column of silica gel (ethyl acetate:hexane (1:1) containing 0.7percent acetic acid) to give 1.2 g (37percent yield) of the title compound as a beige solid.

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 150544-04-0.

Reference:
Patent; SUGEN, Inc.; US2003/69421; (2003); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 150544-04-0, 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. 150544-04-0, name is 6-Aminoindolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

6-(Morpholin-4-yl)-2-oxindole 6-Amino-2-oxindole (2.2 g), 4.0 g 2,2′-dibromoethyl ether and 7.9 g sodium carbonate were refluxed in 20 ml ethanol overnight, concentrated and diluted with 50 ml of water.. The mixture was extracted three times with 50 ml of ethyl acetate and the organic extracts combined, washed with 20 ml of brine, dried over anhydrous sodium sulfate and concentrated to dryness.. The solid was chromatographed on a column of silica gel (ethyl acetate:hexane (1:1) containing 0.7percent acetic acid) to give 1.2 g (37percent yield) of the title compound as a beige 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, 6-Aminoindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sugen, Inc.; US6350754; (2002); B2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 150544-04-0, 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 150544-04-0 as follows.

Intermediate 4b and 2,5-dimethoxytetrahydrofuran (525mul) are added to acetic acid (17mL) and heated to 110°C for 3 hours. The mixture is then cooled to room temperature, diluted with water and the pH is adjusted to 10 using 2M NaOH. The reaction mixture is extracted using ethyl acetate (4 times). The organic phase is washed with water and saturated brine solution and dried over Na2SO4. The solvent is removed under reduced pressure. The residue is dissolved again in ethyl acetate and the resulting solid particles are removed by filtration. The solvent is again removed under reduced pressure to yield the desired intermediate 4c (790mg).

According to the analysis of related databases, 150544-04-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2006/64044; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 150544-04-0, The chemical industry reduces the impact on the environment during synthesis 150544-04-0, name is 6-Aminoindolin-2-one, I believe this compound will play a more active role in future production and life.

[00110] To a solution of 6-amino-l ,3-dihydro-indol-2-one (0.15g, 1.0 mmol) and triethylamine (0.30 g, 3.0 mmol) in THF (10 ml) is added l-isocyanato-3-nitro-benzene (0.16 g, 1.0 mmol). The reaction is stirred at room temperature for 1 hour and the precipitate is collected by vacuum filtration and washed with ethanol to give the desired compound as a light yellow solid. LC-MS: 313.1 (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, 6-Aminoindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IRM LLC; WO2006/52936; (2006); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 150544-04-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 150544-04-0 name is 6-Aminoindolin-2-one, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

[00108] To a solution of 6-amino-l ,3-dihydro-indol-2-one (0.15 g, 1.0 mmol) in2:1 CH2Cl2- 1,4-dioxane mixture (30 ml) is added triethylamine (0.30 g, 3.0 mmol) and benzoyl chloride (0.14 g, 1.0 mmol). The reaction is stirred for 2 hours at room temperature, and then a saturated aqueous solution OfNH4Cl is added. The precipitate is collected and washed with water to give crude N-(2-oxo-2,3-dihydro-lH-indol-6-yl)- benzamide. To a solution of this benzamide (20 mg, 0.079 mmol) and lH-rhoyrrole-2- carbaldehyde (7.6 mg, 0.079 mmol) in ethanol (2 ml) is added 2 drops of piperidine. It is EPO stirred at 8O0C for 4 hours and then cooled to room, temperature. The precipitate is collected by vacuum filtration, washed with a small amount of cold ethanol and purified by HPLC (Ci8 column, eluted with CH3CN-H2O containing 0.05percent TFA) to give the desired compound as an orange solid: 1H NMR (DMSOd6) delta 6.34(s, IH)5 6.80 (s, IH), 7.33 (s, IH), 7.39 (d, IH, J = 8.4 Hz), 7.53 (t, 2H, J = 7.8 Hz), 7.57 (s, IH), 7.59 (s, IH), 7.61 (s, IH), 7.64 (s, IH), 7.96 (d, 2H, J = 7.8 Hz), 10.29 (s, IH), 10.94 (s, IH), 13.23 (s, IH); LC-MS: 330.1 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Aminoindolin-2-one, and friends who are interested can also refer to it.

Reference:
Patent; IRM LLC; WO2006/52936; (2006); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem