Synthetic Route of 496-12-8, These common heterocyclic compound, 496-12-8, name is Isoindoline, 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.
Example 343 (BVT074103); 2-anilino-5-[2-(1,3-dihydro-2H-isoindol-2-yl)-2-oxoethyl]-1, 3-thiazol-4 (5H)-one ;(2-anilino-4-oxo-4, 5-dihydro-1, 3-thiazol-5-yl) acetic acid (25 mg, 1 eq) was dissolved in DCM (1 mL) and 1- [3- (dimethylamino) propyl] -3-ethylcarbodiimide hydrochloride (EDC, 29 mg, 1.5 eq), 1-hydroxybenzotriazole hydrate (HOBt, 20 mg, 1.5 eq), and N- methylmorpholine (NMM, 44 u. L, 4 eq) were added sequentially. After 10 min stirring at room temperature isoindoline (13 pL, 1.1 eq) was added and the reaction mixture was stirred overnight at room temperature H,, O (5 mL) and DCM (5 mL) was added, the organic layer separated on a 1-PS syringe and concentrated. Purified by flashtube DCM- MeOH (14: 1). 17 mg, yield 47%. 1H NMR (400 MHz, CHLOROFORM-D) 8 ppm 2.09-2. 45 (m, 2 H), 4.19-4. 42 (m, 1 H), 4.53-4. 77 (m, 4 H), 7.01-7. 22 (m, 7 H), 7.30-7. 42 (m, 2 H). MS [M+H] + m/z = 352.
Statistics shows that Isoindoline is playing an increasingly important role. we look forward to future research findings about 496-12-8.
Reference:
Patent; BIOVITRUM AB; WO2005/75471; (2005); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem