Category: 19155-24-9

Related Products of 19155-24-9, 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 19155-24-9 as follows.

5-bromo-1,3-dihydro-3,3-dimethyl-2H-indol-2-one 3,3-dimethyl-indol-2-one (0.65 g, 4.03 mmol) and sodium acetate (0.33 g, 4.07 mmol) were stirred in acetic acid (5 cm3) then bromine (0.66 g, 4.13 mmol) in acetic acid (5 cm3) was added drop-wise to the reaction mixture. The reaction was stirred for 50 min., and then poured into water. The mixture was basified with sodium carbonate and then extracted with ethyl acetate (*3), dried (MgSO4), filtered, and evaporated to the title compound (0.89 g, 92percent) 1H NMR (DMSO-d6) delta1.21 (s, 6H), 6.76 (d, 1H, J=8.22 Hz), 7.29 (dd, 1H, J=2.12 Hz, 8.23 Hz), 7.49 (d, 1H, J=2.03 Hz), 10.4 (s, 1H).

According to the analysis of related databases, 19155-24-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corporation; Ligand Pharmaceuticals, Inc.; US6391907; (2002); B1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 19155-24-9, These common heterocyclic compound, 19155-24-9, name is 3,3-Dimethylindolin-2-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.

To a mixture of 3,3-dimethyloxindole 41 (100 mg,0.62 mmol, 1.00 equiv) and Cs2CO3 (403 mg, 1.24 mmol, 2.00 equiv) in THF (3.10mL) was added m-nitrobenzyl bromide (335 mg, 1.55 mmol, 2.50 equiv). Thereaction mixture was stirred overnight. Then, the reaction mixture was extracted withEtOAc (3 x 4 mL) and washed with brine. The combined organic phases were driedover MgSO4 and concentrated in vacuo. The residue was purified by columnchromatography (1:4 ? 1:2 EtOAc:hexanes) on silica gel to afford N?3-nitrobenzyl-3,3-dimethyloxindole 3b (170 mg, 92percent yield).Rf = 0.35 (1:2 EtOAc:hexanes); 1H NMR (500 MHz, CDCl3) delta 8.16 ? 8.11 (m, 2H),7.60 (ddt, J = 7.7, 1.8, 0.9 Hz, 1H), 7.53 ? 7.48 (m, 1H), 7.26 ? 7.24 (m, 1H), 7.17 (td,J = 7.7, 1.3 Hz, 1H), 7.07 (td, J = 7.5, 1.0 Hz, 1H), 5.01 (s, 2H), 1.46 (s, 6H); 13CNMR (126 MHz, CDCl3) delta 181.7, 148.6, 141.1, 138.5, 135.9, 133.3, 130.1, 127.9,123.2, 122.9, 122.8, 122.2, 108.7, 77.2, 44.4, 43.0, 24.7; IR (Neat Film NaCl) 2969,1652, 1538, 1348, 1011, 933, 761; HRMS (MM: ESI-APCI+) m/z calc?d forC17H17N2O3 [M+H]+ : 297.1234; found: 297.1241.

The synthetic route of 19155-24-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Han, Seo-Jung; Fernando De Melo, Gabriel; Stoltz, Brian M.; Tetrahedron Letters; vol. 55; 47; (2014); p. 6467 – 6469;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 19155-24-9, name is 3,3-Dimethylindolin-2-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. Formula: C10H11NO

Example 60; Preparation of Intermediate Compound 6OA; To a solution of compound 47C (0.30 g, 0.61 mmol) was added compound 5OA ( 98 mg, 0.61 mmol), CuI (58 mg, 0.31 mmol), K3PO4 (263 mg, 1.24 mmol), and 1 ,2-trans-diamino cyclohexane (73 muL, 0.61 mmol). The mixture was diluted with dioxane (4 mL) and degassed under house vacuum and filled with N2 six times. The reaction mixture was heated to 100 ¡ãC, stirred for 12 hours, cooled to rt, and concentrated under reduced pressure. The crude product was taken up in a 20:1 mixture of CH2CI2/MeOH (5 mL), filtered and concentrated under reduced pressure. The residue from the filtrate was purified using preparative thin-layer chromatography using a 3:1 mixture of hexanes/EtOAc as eluent to provide 125 mg EPO (36percent yield) of compound 6OA as an off-white solid. LC-MS [M+H] = 566.3; 98percent purity.

The synthetic route of 3,3-Dimethylindolin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2008/54749; (2008); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem