Related Products of 3485-84-5,Some common heterocyclic compound, 3485-84-5, name is N-Vinylphthalimide, molecular formula is C10H7NO2, 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.
A 20-mL, microwave reaction vessel was charged with (5-bromopyrimidin-4-yl)-(4-(trifluoromethyl)phenyl)methanol (560 mg, 1.68 mmol), 2-vinylisoindoline-1,3-dione (327.1 mg, 1.89 mmol), 2-(dicyclohexylphosphino)biphenyl (59.5 mg, 0.17 mmol), Pd(dba)2 (52.7 mg, 0.092 mmol), NEt3 (0.3 mL, 2.02 mmol), and DMF (4 mL). The mixture was purged with argon and heated in microwave synthesizer at 150 C. for 1 h. The reaction mixture was partitioned between water and EtOAc. The EtOAc layer was separated and aqueous layer was extracted again with EtOAc. The combined organic layers were washed with saturated NaHCO3, dried over Na2SO4, filtered, and concentrated in vacuo. The resulting residue was purified by silica gel chromatography (0-100% EtOAc in hexanes) to give 2-(2-(4-(4-(trifluoromethyl)benzoyl)pyrimidin-5-yl)ethyl) isoindoline-1,3-dione as a yellow solid. MS (ESI pos. ion) m/z: 426 (M+1). 1H NMR (400 MHz, CDCl3): delta 9.20 (s, 1H), 8.79 (s, 1H), 8.03 (d, J= 8.0 Hz, 2H), 7.67-7.74 (m, 6H), 3.98 (t, J= 6.3 Hz, 2H), 3.24 (t, J= 6.5 Hz, 2H). (E)-2-(2-(4-(hydroxy(4-(trifluoromethyl)phenyl)methyl)pyrimidin-5-yl)vinyl)isoindoline-1,3-dione was also collected as a yellow solid. MS (ESI pos. ion) m/z: 424 (M+1).
The synthetic route of 3485-84-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Nishimura, Nobuko; Norman, Mark H.; Tamayo, Nuria; Tang, Phi; Bo, Yunxin Y.; US2009/82358; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem