Some common heterocyclic compound, 35197-64-9, name is 2-Bromo-4-(1,3-dioxoisoindolin-2-yl)butanoic acid, molecular formula is C12H10BrNO4, 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. Product Details of 35197-64-9
Example 373 (BVT056664); 2-{2-[2-(bicyclo [2.2. 1] hept-5-en-2-ylamino)-4-oxo-4, 5-dihydro-1, 3-thiazol-5-yl] ethyl}- I H-isoindole-1, 3 (2H)-dione; 2-bromo-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butanoic acid (0.204 g, 0.654 mmol) and N-bicyclo [2.2. 1] hept-5-en-2-ylthiourea (0.112 g, 0.666 mmol) were dissolved in acetone (15 ml) and heated to reflux for 8h. The reaction mixture was allowed to cool to room temperature. NaHCO3 (sat. solution) was added and extraction with DCM was performed. The organic phase was concentrated in vacuum to give the crude product (0.269 g) of which 10 mg was purified using preparative LC-MS (System C, 20-80% MeCN). 7mg, yield ‘H NMR (270 MHz, CHLOROFORM-D) 1.65-1. 84 (m, 4 H) 2.16-2. 37 (m, 1 H) 2.57-2. 73 (m, 1 H) 2.99-3. 11 (m, 2 H) 3.37 (t, J=4. 58 Hz, 1 H) 3.73-3. 88 (m, 1 H) 3.96-4. 12 (m, 1 H) 4.20 (dd, J=10. 27,3. 59 Hz, 1 H) 6.03-6. 10 (m, 1 H) 6.29 (dd, J=5. 69,2. 97 Hz, 1 H) 7.73- 7.81 (m, 2 H) 7.81-7. 91 (m, 2 H) MS (ESI+) for C2oHi9N303S/ 382 (M+H) +
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 35197-64-9, its application will become more common.
Reference:
Patent; BIOVITRUM AB; WO2005/75471; (2005); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem