Category: 261732-38-1

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. 261732-38-1, name is tert-Butyl 5-bromoindoline-1-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of tert-Butyl 5-bromoindoline-1-carboxylate

A solution of 5-bromo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (4. 0 g, 13.5 mmol), tributylamine and bis-triphenylphosphinopalladium(II) chloride (0.65 g, 0.926 mmol) in methanol was sealed in a Parr pressure apparatus and pressurized with 600 psi of carbon monoxide. The solution was heated at 100 C for one week. The vessel was cooled to room temperature and the gas vented. The solution was filtered, and the solvent was evaporated in vacuo. The residue was purified by flash chromatography, on silica gel eluted with 10-40% ethyl acetate in hexane to give the product mixed with tributylamine, 2.5 g (67%). The product was used without further purification in the subsequent step.

Interested yet? This just the tip of the iceberg, You can reading other blog about 261732-38-1.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2004/69792; (2004); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 261732-38-1, 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. 261732-38-1, name is tert-Butyl 5-bromoindoline-1-carboxylate belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

5-Bromo-1-t-butyloxycarbonylindoline (2.0 g, 6.7 mmol) and DMF (0.53 mL, 6.7 mmol), were dissolved in THF (30 mL) and the resulting solution was cooled to -78 C. with stirring under a nitrogen atmosphere. A solution of t-butyllithium in pentane (1.7 M, 10.3 mL, 17.5 mmol) was added dropwise over 5 min. The reaction mixture was stirred for 2 h; then HOAc (3 mL) was added. The cloudy mixture was warmed to ambient temperature over 30 min and diluted with EtOAc (100 mL). Successive washings with a saturated Na2CO3 solution (2×10 mL) and then brine (10 mL) were performed. Drying over Na2SO4, filtration and removal of solvent in vacuo gave an oil. Column chromatography (EtOAc:hexane: 1:9, then 1:1) and removal of solvent in vacuo provided two products, both were white solids: (1) 1-t-butyloxycarbonylindoline (270 mg, 18% yield): 1H NMR (CDCl3, 300 MHz): 7.18-7.10 (m, 2H), 6.92 (t, 1H, J=7), 3.97 (t, 2H, J=7), 3.08 (t, 3H, J=7), 1.57 (s, 9H); MS (APCI+): 220 (C13H18NO2, M++H) and (2) the title product (650 mg, 39% yield): 1H NMR (CDCl3, 300 MHz): 9.86 (s, 1H), 7.9 (br s, 1H), 7.70-7.65 (m, 2H), 4.06 (t, 2H, J=7), 3.15 (t, 2H, J=7), 1.58 (s, 9H); MS (ES+): 248 (C14H18NO3, M++H).

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-bromoindoline-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Gilligan, Paul J.; US2006/63799; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

261732-38-1, name is tert-Butyl 5-bromoindoline-1-carboxylate, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of tert-Butyl 5-bromoindoline-1-carboxylate

Part 2. To a solution of N-Boc-5-bromoindoline (104 mg, 0.35 mmol) in 5 ml of anhydrous dioxane were added the boronic acid from Example 19 (100 mg, 0.39 mmol), cesium carbonate (228 mg, 0.7 mmol) and tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct (10 mg, 0.01 mmol). The reaction flask was thoroughly flushed with argon, and tri-tert-butylphosphine (0.006 mL, 0.025 mmol) was added via syringe. The reaction was heated to 80 C. and stirred overnight. The reaction was then cooled to room temperature, diluted with 25 mL of diethyl ether, flushed through a pad of Celite and concentrated in vacuo to give a brown residue. This residue was subjected to flash column chromatography on silica gel using 25% ethyl acetate in hexane to give the desired biphenylamine (150 mg, 100%) as a light brown oil after drying. 1H NMR (CDCl3) delta: 1.02 (s, 9H); 1.22 (s, 9H); 3.10-3.15 (t, 2H); 4.02, (t, 2H); 7.25-8.14 (m, 7H).

The synthetic route of 261732-38-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US6534535; (2003); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 261732-38-1, name is tert-Butyl 5-bromoindoline-1-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: 261732-38-1

A solution of 5-bromo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (4. 0 g, 13.5 mmol), tributylamine and bis-triphenylphosphinopalladium(II) chloride (0.65 g, 0.926 mmol) in methanol was sealed in a Parr pressure apparatus and pressurized with 600 psi of carbon monoxide. The solution was heated at 100 C for one week. The vessel was cooled to room temperature and the gas vented. The solution was filtered, and the solvent was evaporated in vacuo. The residue was purified by flash chromatography, on silica gel eluted with 10-40% ethyl acetate in hexane to give the product mixed with tributylamine, 2.5 g (67%). The product was used without further purification in the subsequent step.

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; JANSSEN PHARMACEUTICA N.V.; WO2004/69792; (2004); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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 261732-38-1 as follows. Application In Synthesis of tert-Butyl 5-bromoindoline-1-carboxylate

A solution of the title B compound, 5-bromo-2, 3-DIHYDRO-INDOLE-1-CARBOXYLIC acid tert-butyl ester (15.86 g, 53.22 mmol) in 500 mL THF is cooled TO-73C and treated with n-butyllithium (1.6 M in hexanes, 53.22 mL, 85.15 MMOL). After 15 min AT-73C, dry COs is bubbled through the solution for 40 min. The reaction is kept AT-73C for 1 h, warmed to 0C for 1 h, and then warmed to RT for 1 h. The mixture is poured into 1 N aqueous HCI and extracted twice with diethyl ether. The diethyl ether layers are combined, washed with brine, dried over anhydrous MGS04, and concentrated to afford of 2, 3-dihydro-indole-1, 5-dicarboxylic acid 1-tert-butyl ester as an white solid : NMR (DMSO-D6) 1.51 (s, 9H), 3.10 (t, 2H, J = 8.75), 3. 69 (t, 2H, J = 8.80), 7.73-7. 79 (m, 3 H), 12.62 (br s, 1 H).

According to the analysis of related databases, 261732-38-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/65351; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem