Analyzing the synthesis route of 675109-45-2

Related Products of 675109-45-2, A common heterocyclic compound, 675109-45-2, name is 6-Amino-2,3-dihydro-1H-isoindol-1-one, molecular formula is C8H8N2O, 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.

Related Products of 675109-45-2, A common heterocyclic compound, 675109-45-2, name is 6-Amino-2,3-dihydro-1H-isoindol-1-one, molecular formula is C8H8N2O, 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 Intermediate 6 (0.1 g, 0.675 mmol) and 4-fluoro-3- methoxyphenylboronic acid (0.115 g, 0.675 mmol) in acetonitrile (1.8 mL) and DMF (0.50 mL) was added 2-oxoacetic acid (0.062 g, 0.675 mmol). The reaction was mixture was sonicated for 5 minutes and heated to 90 0C for 20 min on a biotage microwave. The solvent was concentrated and the crude product was dissolved in a small amount of chloroform and charged to a 40 g silica gel cartridge which was eluted with a 40 min gradient time from 0-20% methanol / dichloromethane. The product peak was isolated and dried to give 24A (0.086 g, 39%) brown solid product. 1H NMR (400 MHz, methanol-d4) delta ppm 3.82 – 3.88 (m, 3 H) 4.25 – 4.31 (m, 2 H) 5.10 (s, 1 H) 6.88 – 7.01 (m, 2 H) 7.02 – 7.13 (m, 2 H) 7.23 – 7.32 (m, 2 H); MS (ESI)(m/z) 331.3 [M+H]+ .

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; BRISTOL-MYERS SQUIBB COMPANY; WO2008/79759; (2008); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem