Discovery of 3,3-Dimethylindoline

According to the analysis of related databases, 1914-02-9, the application of this compound in the production field has become more and more popular.

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 1914-02-9 as follows. 1914-02-9

Intermediate 66 (300mg, 1.2mmol), 3,3-dimethylindoline (182mg, 1.2mmol) and propan-2-ol (3m1) were sealed in a vial and heated at 70C for 4 hours. The mixture was cooled, at which point a precipitate formed. This was collected and dried via vacuum filtration to afford ethyl 7-(3,3-dimethylindolin-1 -yl)thiazolo[5,4-d]pyrimidine-2- carboxylate, as a yellow solid (322mg, 74%); 1H NMR (400 MHz, CHLOROFORM-d) 5ppm 1.48 (m, 9 H), 4.56 (q, .1=7.33 Hz, 2 H), 4.80 (s, 2 H), 7.31 -7.41 (m, 3 H), 8.65 (d, J-7.78 Hz, I H), 8.75 (s, I H); LC-MS (ESI): (MW)355.0

According to the analysis of related databases, 1914-02-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; WINTER-HOLT, Jon James; MCIVER, Edward Giles; AMBLER, Martin; LEWIS, Stephen; OSBORNE, Joanne; WEBB-SMITH, Kayleigh; (257 pag.)WO2017/85484; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem