Reacción #433813

Ecuación de reacción

2-Furoyl chloride

Compound 71

1-Benzyl-6-chloro-2-oxo-4-(piperazin-1-yl)-1,2-dihydro-quinolin-3-carbonitrile

→

white solids

Rendimiento 76.3%

1-Benzyl-6-chloro-4-[4-(furan-2-carbonyl)-piperazin-1-yl]-2-oxo-1,2-dihydro-quinolin-3-carbonitrile

Rendimiento 76.3%

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe solids formed
2. 2
   Filtraciónwere filtered
3. 3
   LavadoThe solids were washed by excess water
4. 4
   Otrodried
5. 5
   Otrorecrystallized by ethyl acetate

Procedimiento

2-Furoyl chloride (148 μL, 1.5 mmol) was added to a stirred solution of Compound 71 (379 mg, 1 mmol) in pyridine (5 mL) under argon at 0° C. The solution was allowed to come to room temperature and further stirred overnight. The solution was poured into ice water and the solids formed were filtered. The solids were washed by excess water, dried, and recrystallized by ethyl acetate to yield 361 mg (76%) of white solids. M.P. 221° C. 1H NMR. (DMSO-d6): δ 3.70 (m, 4H), 3.97 (m, 4H), 5.48 (s, 2H), 6.67 (dd, J=2.0, 3.6 Hz, 1H), 7.10 (d, J=3.6 Hz, 1H), 7.20 (m, 2H), 7.25 (m, 1H), 7.27 (m, 2H), 7.42 (d, J=9.2 Hz, 1H), 7.70 (dd, J=2.4, 9.2 Hz), 7.90 (s, 1H). EIMS m/z 496 (M+23). Anal. (C26H21ClN4O3) C, H, N.

Fuente