Adding a certain compound to certain chemical reactions, such as: 6872-06-6, name is 2-Methylindoline, 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 6872-06-6, Recommanded Product: 2-Methylindoline
To a solution of 2-methylindoline (21 muL, 0.16 mmol) in dichloroethane (1 mL) was added Na(OAc)3BH (88 mg, 0.415 mmol). The mixture was stirred at room temperature under argon for 20 min. A slurry of 3-(4-formyl-phenyl)-isoxazole-5-carboxylic acid amide (which may be prepared as described in Preparation of Intermediate 20; 20 mg, 0.093 mmol) in dichloroethane (1 mL) was added, followed by AcOH (20 muL). The reaction mixture was stirred at room temperature overnight. 1 M Na2CO3 solution was added and the mixture was extracted with CHCl3 (3 x 25 mL). The organic layer was washed with brine, dried (Na2SO4), evaporated, and purified by chromatography (11-20% acetone/CH2Cl2) to give 3-[4-(2-methyl-2,3-dihydro-indol-1-ylmethyl)-phenyl]-isoxazole- 5-carboxylic acid amide (25 mg, 54%) as a white powder. 1H NMR (300 MHz, DMSO-d6) delta ppm 8.36 (br. s., 1 H), 7.98 (br. s., 1 H), 7.85 (d, J=8.2 Hz, 2 H), 7.56 (s, 1 H), 7.48 (d, J=7.8 Hz, 2 H), 6.99 (d, J=7.2 Hz, 1 H), 6.84 – 6.94 (m, 1 H), 6.53 (t, J=7.4 Hz, 1 H), 6.31 (d, J=7.8 Hz, 1 H), 4.45 (d, J=16.3 Hz, 1 H), 4.14 – 4.27 (m, 1 H), 3.57 – 3.76 (m, 1 H), 3.12 (dd, J=15.8, 8.6 Hz, 1 H), 2.56 (dd, J=16.0, 9.4 Hz, 1 H), 1.25 (d, J=6.3 Hz, 3 H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methylindoline, and friends who are interested can also refer to it.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ERICKSON, Shawn, David; GILLESPIE, Paul; MERTZ, Eric; WO2014/86704; (2014); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem