反应详情

Potassium phosphate (2.48 g, 11.67 mmol) is dried at 120° C. under high vacuum for 45 minutes. After cooling to RT and venting with dry argon, palladium dibenzylideneacetone (Pd2(dba)3, 24 mg, 0.026 mmol) and di-tert-butylphosphino pentaphenylferrocene (37 mg, 0.052 mmol) are added. (2-Bromo-5-nitro-pyridin-4-yl)-acetic acid ethyl ester (750 mg, 2.59 mmol), dissolved in 1,2-dimethoxyethane (10 ml, dried by passing through a column of basic aluminium oxide), and 1-methyl piperazine (780 mg, 7.78 mmol) are added. The reaction mixture is stirred at RT for 10 minutes, after which TLC and MS analysis indicated complete conversion of the starting material. The reaction mixture is diluted with EtOAc and poured into a saturated solution of NaCl in water. The organic layer is separated, dried over Na2SO4, and the solvent is evaporated. Purification of the residue by FCC (hexane/EtOAc, gradient from 95:5 to 90:10) affords the title compound. 1H NMR (CDCl3, 400 MHz): δ 1.26 (t, J=7 Hz, 3H), 2.35 (s, 3H), 2.50 (m, 4H), 3.76 (m, 4H), 3.94 (s, 2H), 4.18 (q, J=7 Hz, 2H), 6.36 (s, 1H), 9.05 (s, 1H). ES+−MS: 309.3 [M+H]+, ES−−MS: 307.3 [M−H]−.

1. customdried
2. additionare added
3. customThe organic layer is separated
4. dry with materialdried over Na2SO4
5. customthe solvent is evaporated
6. customPurification of the residue by FCC (hexane/EtOAc, gradient from 95:5 to 90:10)