Category: 129487-92-9

Adding a certain compound to certain chemical reactions, such as: 129487-92-9, name is tert-Butyl 5-aminoindoline-1-carboxylate, 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 129487-92-9, Recommanded Product: 129487-92-9

A mixture of 2-chloro-6-methylnicotinic acid (3.43 g), tert-butyl 5-AMINO-1-INDOLINECARBOXYLATE (5.15 g), 1- hydroxybenzotriazole hydrate (3.21 g) and 1- [3- (dimethylamino) PROPYL]-3-ETHYLCARBODIIMIDE (3.26 g) in N, N- dimethylformamide (30 ml) was stirred at ambient temperature overnight. The reaction mixture was poured into a mixture of ethyl acetate and water, and the organic layer was washed with brine and dried over magnesium sulfate. The solvent was evaporated in vacuo and the residue was chromatographed on silica gel eluting with ethyl acetate and n-hexane (6: 4 v/v). The eluted fractions containing the desired product were collected and evaporated in vacuo to give tert-butyl 5-{[(2- chloro-6-methyl-3-pyridinyl) carbonyl] AMINO}-1- indolinecarboxylate (6.65 g). 1H-NMR (DMSO-d6) : 8 1.51 (9H, s), 2.51 (3H, s), 3.07 (2H, T, J=8.5 Hz), 3.91 (2H, t, J=8.5 Hz), 7.37-7. 41 (2H, m), 7.52-7. 69 (2H, m), 7.92 (1H, d, J=7.6 Hz), 10.43 (1H, s)

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Reference:
Patent; FUJISAWA PHARMACEUTICAL CO., LTD.; DAISO CO., LTD.; WO2004/39795; (2004); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 129487-92-9,Some common heterocyclic compound, 129487-92-9, name is tert-Butyl 5-aminoindoline-1-carboxylate, molecular formula is C13H18N2O2, 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 mixture of 4-(4-(1,3-thiazol-2-ylcarbonyl)piperazin-1-yl)dihydrofuran-2(3H)-one (2000 mg) and tert-butyl 5-aminoindoline-1-carboxylate (1.999 g) in toluene (40 mL) was added bis(trimethylaluminum)-1,4-diazabicyclo[2.2.2]octane adduct (1.093 g) at room temperature and the mixture was stirred at 70 C. for 1 hr. To the mixture were added THF and sodium sulfate decahydrate (10.994 g) and the mixture was stirred at room temperature overnight. The insoluble material was removed by filtration and the filtrate was concentrated in vacuo. The residue was purified by column chromatography (silica gel, methanol/ethyl acetate) to give the title compound (3.67 g). MS: [M+H]+ 516.2.

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-aminoindoline-1-carboxylate, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 129487-92-9, name is tert-Butyl 5-aminoindoline-1-carboxylate, 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 129487-92-9, Product Details of 129487-92-9

Example V; tert-butyl 5-(3,5-dichloro-phenylsulphonylamino)-2,3-dihvdro-indole-1- carboxylate6 g tert-butyl 5-amino-2,3-dihydro-indole-1-carboxylate are dissolved in 50 ml of pyridine and 50 ml dichloromethane. To this is added dropwise a solution of 6.5 g 3,5-dichlorophenylsulphonyl chloride in 50 ml dichloromethane and the mixture is stirred for 1 hour at ambient temperature. Then it is diluted with dichloromethane and washed with 1 N hydrochloric acid and with saturated sodium chloride solution. After drying with magnesium sulphate the solvents are eliminated in vacuo and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 70:30 to 30:70). Yield: 8.6 g (76 % of theory)Mass spectrum (ESI+): m/z = 460 [M+NH4]+

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, tert-Butyl 5-aminoindoline-1-carboxylate, other downstream synthetic routes, hurry up and to see.

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 129487-92-9 as follows. name: tert-Butyl 5-aminoindoline-1-carboxylate

The 1-tert-butoxy-carbonyl-5-amino indoline (3g, 14mmol) dissolved in water (3 ml) in, cooling to-5-0 C degrees, dropping sodium nitrite (1.16g, 16 . 8mmol) of water (3 ml) solution, 0 C stirring for 30 minutes, a diazo reaction liquid obtained, the spare; sodium acetate (2.64g, 32 . 2mmol) dissolved in water (3 ml) in, by adding 2-chloro acetyl ethyl acetate (2.3g, 14 . 0mmol) second grade fat of the acetic acid (5 ml) solution, cooled to 0 C, spare the dropping of a diazo reaction solution, 0 C reaction 1 hour. Adding water to the reaction solution (50 ml), ethyl acetate (50 ml ¡Á 3) extraction, combined organic phase, the organic phase with water (50 ml ¡Á 2) washing, dry anhydrous sodium sulfate, concentrated, the title compound ethyl 2-chloro-2-(2-(indolin-5-yl)hydrazono)acetate (25B), yellow solid (1.2g, yield 32%).

According to the analysis of related databases, 129487-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SICHUAN HAISCO PHARMACEUTICAL CO LTD; WEI, YONGGANG; QIU, GUANPENG; LEI, BAILIN; LU, YONGHUA; (120 pag.)CN104395312; (2016); B;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 129487-92-9, These common heterocyclic compound, 129487-92-9, name is tert-Butyl 5-aminoindoline-1-carboxylate, 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.

To a solution of 3-(4-((2-chloropyrimidin-4-yl)amino)-l-oxoisoindolin-2-yl)piperidine- 2,6-dione (50 mg, 0.135 mmol) and tert- butyl 5-aminoindoline-l-carboxylate (32 mg, 0.135 mmol) inlBuOH (2 mL) was added TFA (21 pL, 0.27 mmol), and then the mixture was heated to reflux overnight. The mixture was then concentrated in vacuo and purified by prep-HPLC (MeOHTLO, 0.05% TFA) to obtain compound 43 (10.4 mg, 13%).NMR (500 MHz, DMSO-dis) d 11.01 (s, 1H), 10.48 (d, J= 30.2 Hz, 2H), 8.02 (d, J = 6.9 Hz, 1H), 7.95 (d, J= 7.8 Hz, 1H), 7.66 (dd, J= 7.5, 1.1 Hz, 1H), 7.61 (t, J= 7.6 Hz, 1H), 7.07 (s, 1H), 7.01 (s, 2H), 6.46 (d, J = 6.9 Hz, 1H), 5.15 (dd, 7 = 13.2, 5.1 Hz, 1H), 4.49 (d, J = 17.5 Hz, 1H), 4.34 (d, J = 17.5 Hz, 1H), 3.56 (t, J= 8.2 Hz, 2H), 2.99 (t, J = 8.1 Hz, 2H), 2.94 – 2.85 (m, 1H), 2.64 – 2.55 (m, 1H), 2.33 (ddd, 7 = 26.6, 13.2, 3.2 Hz, 1H), 2.25 (s, 1H), 1.90 (dd, 7 = 11.1, 5.2 Hz, 1H).LCMS (m/z): 470 [M+H]+.

The synthetic route of 129487-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael; ZHANG, Tinghu; FISCHER, Eric; VERANO, Alyssa; HE, Zhixiang; DU, Guangyan; DONOVAN, Katherine; NOWAK, Radoslaw; YUAN, Christine; (0 pag.)WO2020/6264; (2020); 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. 129487-92-9, name is tert-Butyl 5-aminoindoline-1-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Safety of tert-Butyl 5-aminoindoline-1-carboxylate

To a solution of 300mg (1.28mmol) of the compound obtained in the Manufacturing Example 2 in 10mL of anhydrous dichloromethane were added 191muL (2.69mmol) of acetyl chloride and 375muL (2.69mmol) of triethylamine, and the mixture was stirred for 1 hour at room temperature. Then, water was added to the reaction mixture and the mixture was extracted with dichloromethane. The organic layer was dried over with anhydrous sodium sulfate and removed under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 1/1 to 1/2) to give 370mg (quantitative) of the title compound.

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 129487-92-9.

Reference:
Patent; Daiichi Asubio Pharma Co., Ltd.; EP1775298; (2007); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem